Quick Search
DIMETHYLAMINE
Dimethylamine = (Dimethyl)amine = N-Methylmethanamine
CAS No: 124-40-3
EC Number: 204-697-4
Dimethylamine is an organic compound with the formula (CH3)2NH.
This secondary amine is a colorless, flammable gas with an ammonia-like odor.
Dimethylamine is commonly encountered commercially as a solution in water at concentrations up to around 40%.
An estimated 270,000 tons were produced in 2005.
Application
Dimethylamine can be used:
In the preparation of 1-organyl-1-(trimethylsiloxy)-2-(dimethylamino)ethenes starting from α-bromo ketones.
In one of the key synthetic steps for the preparation of 1-methoxycarbonylpyrrolizin-3-one and its associated compounds.
Ni-catalyzed cross-electrophile coupling of Katritzky pyridinium salts with bromoalkanes through C-N bond activation.
To synthesize tertiary amides which on reaction with Petasis reagent followed by bromination forms bromomethyl ketones.
Packaging
1 kg in Sure-Pac™
100, 400 g in Sure-Pac™
grade: anhydrous
vapor density: 1.55 (15 °C, vs air)
vapor pressure: 1277 mmHg ( 20 °C)
assay: ≥99%
form: gas, liquid
autoignition temp.: 753 °F
expl. lim.: 14.4 %
bp: 7 °C (lit.)
mp: −93 °C (lit.)
density: 0.68 g/mL at 20 °C (lit.)
The molecule consists of a nitrogen atom with two methyl substituents and one proton.
Dimethylamine is a weak base and the pKa of the ammonium CH3-NH+ 2-CH3 is 10.73, a value above methylamine (10.64) and trimethylamine (9.79).
Dimethylamine reacts with acids to form salts, such as dimethylamine hydrochloride, an odorless white solid with a melting point of 171.5 °C.
Dimethylamine is produced by catalytic reaction of methanol and ammonia at elevated temperatures and high pressure:
2 CH3OH + NH3 → (CH3)2NH + 2 H2O
Linear Formula: (CH3)2NH
CAS Number:124-40-3
Molecular Weight:45.08
Beilstein/REAXYS Number:605257
EC Number:204-697-4
MDL number:MFCD00008288
PubChem Substance ID:24857770
NACRES:NA.22
Dimethylamine is found quite widely distributed in animals and plants, and is present in many foods at the level of a few mg/kg.
Dimethylamine is a precursor to several industrially significant compounds.
Dimethylamine reacts with carbon disulfide to give dimethyl dithiocarbamate, a precursor to zinc bis(dimethyldithiocarbamate) and other chemicals used in the sulfur vulcanization of rubber.
The solvents dimethylformamide and dimethylacetamide are derived from dimethylamine.
Dimethylamine is raw material for the production of many agrichemicals and pharmaceuticals, such as dimefox and diphenhydramine, respectively.
The chemical weapon tabun is derived from dimethylamine. The surfactant lauryl dimethylamine oxide is found in soaps and cleaning compounds.
Unsymmetrical dimethylhydrazine, a rocket fuel, is prepared from dimethylamine.
Dimethylamine is an attractant for boll weevils.
Dimethylamine undergoes nitrosation to give dimethylnitrosamine, a carcinogen.
Deprotonation of dimethylamine can be effected with organolithium compounds.
The resulting LiNMe2, which adopts a cluster-like structure, serves as a source of "Me2N−".
This lithium amide has been used to prepare volatile metal complexes such as tetrakis(dimethylamido)titanium and pentakis(dimethylamido)tantalum.
The Lewis base properties of dimethylamine are examined in the ECW model.
Dimethylamine relative donor strength toward a series of acids, versus other Lewis bases, can be illustrated by C-B plots.
Dimethylamine is not very toxic with the following LD50 values: 736 mg/kg (mouse, i.p.); 316 mg/kg (mouse, p.o.); 698 mg/kg (rat, p.o.); 3900 mg/kg (rat, dermal); 240 mg/kg (guinea pig or rabbit, p.o.).
CAS Number : 124-40-3
3DMet : B00125
Beilstein Reference: 605257
ChEBI : CHEBI:17170
ChEMBL : ChEMBL120433
ChemSpider : 654 check
ECHA InfoCard : 100.004.272
EC Number : 204-697-4
Gmelin Reference: 849
KEGG : C00543
MeSH: dimethylamine
PubChem CID : 674
RTECS number : IP8750000
UNII : ARQ8157E0Q
UN number: 1032
CompTox Dashboard (EPA) : DTXSID5024057
Properties
Chemical formula: (CH3)2NH
Molar mass: 45.085 g·mol−1
Appearance: Colorless gas
Odor: Fishy, ammoniacal
Density :649.6 kg m−3 (at 25 °C)
Melting point: −93.00 °C; −135.40 °F; 180.15 K
Boiling point: 7 to 9 °C; 44 to 48 °F; 280 to 282 K
Solubility in water: 1.540 kg L−1
log P: −0.362
Vapor pressure: 170.3 kPa (at 20 °C)
Henry's law constant (kH): 310 μmol Pa−1 kg−1
Basicity (pKb): 3.29
Thermochemistry
Std enthalpy of formation (ΔfH⦵298): −21 to −17 kJ mol−1
Hazards
GHS pictograms: GHS02: Flammable GHS05: Corrosive GHS07: Harmful
GHS Signal word Danger
GHS hazard statements: H220, H302, H315, H318, H332, H335
GHS precautionary statements: P210, P261, P280, P305+351+338
Flash point: −6 °C (21 °F; 267 K) (liquid)
Autoignition temperature: 401 °C (754 °F; 674 K)
Explosive limits: 2.8–14.4%
Lethal dose or concentration (LD, LC):
LD50 (median dose): 698 mg/kg (rat, oral)
316 mg/kg (mouse, oral)
240 mg/kg (rabbit, oral)
240 mg/kg (guinea pig, oral)
LC50 (median concentration): 4700 ppm (rat, 4 hr)
4540 ppm (rat, 6 hr)
7650 ppm (mouse, 2 hr)
NIOSH (US health exposure limits):
PEL (Permissible): TWA 10 ppm (18 mg/m3)
REL (Recommended): TWA 10 ppm (18 mg/m3)
IDLH (Immediate danger): 500 ppm
Related compounds
Related amines :
Trimethylamine
Diethylamine
Triethylamine
Diisopropylamine
Dimethylaminopropylamine
Triisopropylamine
Related compounds :
Unsymmetrical
dimethylhydrazine
Dimethylamine, anhydrous appears as a colorless gas smelling of fish at low concentrations and of ammonia at higher concentrations.
Shipped as a liquid under its vapor pressure.
Contact with the unconfined liquid can cause frostbite by evaporative cooling and chemical type burns.
Density of liquid 5.5 lb / gal.
The gas, which is corrosive, dissolves readily in water to form flammable corrosive solutions.
The gas is heavier than air and can asphyxiate by the displacement of air.
Gas is easily ignited and produces toxic oxides of nitrogen when burned.
Long-term inhalation of low concentrations or short-term inhalation of low concentrations has adverse health effects.
Under prolonged exposure to fire or intense heat the containers may rupture violently and rocket.
Used to make other chemicals and as a solvent.
Dimethylamine is a secondary aliphatic amine where both N-substituents are methyl.
Dimethylamine has a role as a metabolite.
Dimethylamine is a secondary aliphatic amine and a member of methylamines.
Dimethylamine is a conjugate base of a dimethylaminium.
Dimethylamine is used as a raw material for dimethyl formamide and dimethyl acetamide, dimethylaminoethyl ethanol, surfactants and pesticides.
Dimethylamine is also used in water treatment.
Dimethylamine or N-methylmethanamine or DMA is an organic compound and an amine.
Dimethylamine is a colorless, liquefied and flammable gas with an ammonia and fish-like odor.
Dimethylamine is generally used as a solution in water at concentrations up to around 40%.
Dimethylamine is a secondary amine.
The molecule consists of a nitrogen atom with two methyl substituents and one proton.
Dimethylamine is a base and the pKa of the ammonium salt CH3-NH2+-CH3 is 10.73, a value intermediate between methylamine and trimethylamine .
Dimethylamine reacts with acids to form salts.
Dimethylamine hydrochloride is an odorless white solid with a melting point of 171.5 °C.
Dimethylamine is produced by catalytic reaction of methanol and ammonia at elevated temperatures and high pressure.
The German cockroach utilizes dimethylamine as a pheromone for communication.
DMA undergoes nitrosation under weak acid conditions to give dimethlynitrosamine.
This animal carcinogen has been detected and quantified in human urine samples and it may also arise from nitrosation of DMA by nitrogen oxides present in acid rain in highly industrilized countries (Zhang et al. 1998).
Dimethylamine is used as dehairing agent in tanning, in dyes, in rubber accelerators, in soaps and cleaning compounds and as an agricultural fungicide.
Dimethylamine industry dimethylamine is converted to dimethylformamide and the surfactant lauryl dimethylamine oxide.
Dimethylamine is raw material in the production of many pharmaceuticals such as diphenhydramine and also that of the chemical weapon tabun.
Dimethylamine (DMA) is an organic secondary amine.
Dimethylamine is a colorless, liquefied and flammable gas with an ammonia and fish-like odor.
Dimethylamine is abundantly present in human urine.
Main sources of urinary DMA have been reported to include trimethylamine N-oxide, a common food component, and asymmetric dimethylarginine (ADMA), an endogenous inhibitor of nitric oxide (NO) synthesis.
ADMA is excreted in the urine in part unmetabolized and in part after hydrolysis to DMA by dimethylarginine dimethylaminohydrolase (DDAH).
Statistically significant increases in urinary DMA have been found in individuals after the consumption of fish and seafoods.
The highest values were obtained for individuals that consumed coley, squid and whiting with cod, haddock, sardine, skate and swordfish (PMID: 18282650 ).
Dimethylamine has also been identified as a uremic toxin according to the European Uremic Toxin Working Group (PMID: 22626821 ).
As a pure chemical substance Dimethylamine is used as dehairing agent in tanning, in dyes, in rubber accelerators, in soaps and cleaning compounds and as an agricultural fungicide.
Dimethylamine the body, DMA also undergoes nitrosation under weak acid conditions to give dimethlynitrosamine.
Study has shown that DMA is a metabolite of Arthrobacter and Micrococcus .
Physiological effect
Health effect:
Observation: Bleeding
Investigations: Weight loss
Health condition:Diabetes mellitus type 2, Kidney disease, Rhabdomyolysis, Coma, Psychosis, Uremia
Nervous system disorders: Seizure
Renal and urinary disorders: Chronic kidney disease
Psychiatric disorders: Confusion, Agitation
Cardiac disorders:Cardiovascular disease
Gastrointestinal disorders:Vomiting, Nausea
Disposition
Route of exposure:
Parenteral: Dermal
Enteral: Ingestion
Source: Endogenous , Food
Biological:
Microbe: Micrococcus
Arthrobacter:Arthrobacter globiformis
Plant: Poaceae , Glycine max
Biological location:
Cell and elements:
Cell: Fibroblast, Nerve cell
Biofluid and excreta: Urine , Saliva , Feces , Sweat , Blood , Cerebrospinal fluid
Subcellular: Cytoplasm , Mitochondria
Process
Naturally occurring process:
Biological process:
Biochemical pathway: Citalopram Action Pathway , Citalopram Metabolism Pathway
Role
Industrial application: Food and nutrition
Environmental role: Air pollutant
Biological role: Osmolyte , Metabolite
Dimethylamine, also known as DMA or (CH3)2NH, belongs to the class of organic compounds known as dialkylamines.
These are organic compounds containing a dialkylamine group, characterized by two alkyl groups bonded to the amino nitrogen.
Dimethylamine is a very strong basic compound (based on its pKa).
Dimethylamine (DMA) is also classified as a secondary amine.
Dimethylamine is a colorless, liquefied and flammable gas with an ammonia and fish-like odor. Dimethylamine is abundantly present in human urine.
The main sources of urinary DMA have been reported to include trimethylamine N-oxide, a common food component found in cold-water fish, and asymmetric dimethylarginine (ADMA), an endogenous inhibitor of nitric oxide (NO) synthesis.
ADMA is excreted in the urine in part unmetabolized and in part after hydrolysis to DMA by dimethylarginine dimethylaminohydrolase (DDAH).
Statistically significant increases in urinary DMA have been found in individuals after the consumption of fish and seafoods.
The highest values were obtained for individuals that consumed coley, squid, whitting, cod, haddock, sardine, skate and swordfish (PMID: 18282650).
DMA has also been identified as a uremic toxin according to the European Uremic Toxin Working Group (PMID: 22626821).
Industrially, DMA is used as dehairing agent in tanning, in dyes, in rubber polymerization accelerators, in soaps and cleaning compounds and as an agricultural fungicide.
In the body, DMA also undergoes nitrosation under weak acid conditions to give dimethlynitrosamine.
Recent studies have shown that DMA is a metabolite produced by several species of bacteria including Arthrobacter and Micrococcus (PMID: 11422368).
Dimethylamine is also found in cannabis smoke and is volatilized during the combustion of cannabis
The DMA and methanol methyltransferase carry out methylamine-dependent methylation of free cob(I)alamin (Ferguson et al., 2000; Sauer and Thauer, 1999).
Dimethylamine reaction allows for the direct measurement of the methyltransferase independent of its cognate corrinoid protein, although rates of methyl group transfer are much slower than to cognate corrinoid proteins, typically, 10–20 nmol min− 1 mg− 1.
Dimethylamine technique is broadly applicable to many cobalamin-dependent methyltransferases and has been used with both purified proteins (Ferguson et al., 2000; Sauer and Thauer, 1999) and cell extracts (Kreft and Schink, 1993). Cob(I)alamin is produced by reduction of hydroxycob(III)alamin with Ti(III) citrate.
Formation of methylcob(III)alamin from cob(I)alamin is monitored at 540 nm, the isosbestic point of cob(I)alamin and cob(II)alamin, which absorb less strongly than methylcob(III)alamin at this wavelength. This eliminates interference by the possible formation of cob(II)alamin by oxidation of cob(I)alamin during assay (Kreft and Schink, 1993).
Aldrich supplied dimethylamine-borane, superhydride, RuCl3, and graphite.
Ethanol used during this study was provided from Merck.
Before all glass pieces and other lab materials were washed with large amounts of distilled water, they were cleaned with acetone, then dried.
Transmission electron microscopy images were performed with a JEOL instrument (200 kV).
XPS data was obtained with the help of a Specs instrument.
All X-ray photoelectron spectroscopy fitting peaks were found with the help of the Gaussian–Lorentzian method and the Shirley-shaped background subtraction technique.
X-ray diffraction peaks were used in order to determine the crystal structure of the prepared nanomaterials with the help of a Panalytical Empyrean diffractometer.
11B NMR spectra were recorded on a Bruker Avance DPX 400 MHz spectrometer (128.2 MHz for 11B NMR).
A secondary aliphatic amine where both N-substituents are methyl.
Dimethylamine (DMA) is a water-soluble, basic (pKa = 10.73) secondary aliphatic amine that is a colorless gas with a smell of ammonia and/or rotting fish at room temperature.
DMA vapor caused irritation of the eyes, skin, and respiratory tract in humans and animals that was manifested at lower concentrations as lacrimation and mild lesions in the nasal mucosa.
At sufficiently high concentrations and/or exposure durations, animal studies reported severe nasal and lung lesions, and occasionally lesions of the liver, kidneys, and testes.
DMA is present in many foods including cabbage, celery, corn, fish, and coffee, and is also formed endogenously by gut bacteria from DMA precursors including trimethylamine N-oxide.
DMA is widely used in industry, as a chemical intermediate in organic synthesis, in the manufacture of synthetic rubber and artificial resins, in the pharmaceutical industry, in paint and soap production, in the paper industry, and in food processing.
DMA can be synthesized by the reaction of methanol and ammonia in the presence of a dehydrating agent, and by catalytic hydrogenation of nitrosodimethylamine. U.S. production of DMA and its salts was 6 x 106 24 lbs in 1992 .
DMA has a characteristic fishy smell at low concentrations, but at higher concentrations (100-500 ppm) the odor becomes similar to that of ammonia (Cavender 2001).
Odor thresholds reported for DMA include 0.047 ppm (Leonardos et al. 1969), 0.046 ppm (Ruth 1986), 0.34 ppm (Amoore and Hautala 1983), 0.033 (Ruijten 2005), 0.089 ppm (Stephens 1971), and 0.005-0.01 ppm (Prusakov 1976).
A compilation of “rejected/unreviewed” odor threshold data listed values of 0.012-1.6 ppm (AIHA 1989).
Olfactory fatigue occurs after prolonged exposure to the methylamines (Sutton, 1963; Deichmann and Gerarde 1969).
A level of distinct odor awareness (LOA) of 0.53 ppm was calculated for DMA using the odor threshold provided by Ruijten (2005).
The LOA represents the concentration above which it is predicted that more than half of the exposed population will experience at least a distinct odor intensity, and about 10% of the population will experience a strong odor intensity.
Dimethylamine can be used:
Dimethylamine In the preparation of 1-organyl-1-(trimethylsiloxy)-2-(dimethylamino)ethenes starting from α-bromo ketones.
Dimethylamine one of the key synthetic steps for the preparation of 1-methoxycarbonylpyrrolizin-3-one and its associated compounds.
Ni-catalyzed cross-electrophile coupling of Katritzky pyridinium salts with bromoalkanes through C-N bond activation.
To synthesize tertiary amides which on reaction with Petasis reagent followed by bromination forms bromomethyl ketones.
You’d be forgiven for never having heard of this ingredient. Dimethylamine is not an ingredient you would likely be familiar with.
Dimethylamine is in part due to the fact that it is a precursor to other ingredients rather than used in skincare and hair care products itself.
Dimethylamine is commonly used to create ingredients such as lauryl dimethylamine oxide which is a commonly used ingredient in soap.
Dimethylamine is also used to produce hair care ingredients such as stearamidopropyl dimethylamine used to condition the hair, behenamidopropyl dimethylamine behenate which is used as an antistatic ingredient and oleamidopropyl dimethylamine which is used as an emulsifier.
Dimethylamine can be used to create ingredients such as solvents which help dissolve key ingredients in a formulation or surfactants which help to lift oil and dirt from the skin, allowing it to be washed away.
Dimethylamine ingredient types tend to be used in hair care products such as shampoo and conditioner.
THE GOOD: Dimethylamine is mainly used as a precursor ingredient.
Dimethylamine means that it is used to create other ingredients.
Dimethylamine and the ingredients that it is used to make are usually used in hair care products to condition or cleanse the hair.
THE NOT SO GOOD:Dimethylamine itself can be irritating to the eye and skin in high concentrations, however this is not a big concern as it isn’t used in products.
WHO IS IT FOR? All skin types except those that have an identified allergy to it.
SYNERGETIC INGREDIENTS: Works well with most ingredients
KEEP AN EYE ON: There are restrictions on the use of dimethylamine as it may be harmful in high concentrations.
This tends to be in a manufacturing setting and safety protocols greatly minimise this risk.
Why Is Dimethylamine Used?
Dimethylamine is mainly used as a precursor to other ingredients.
Some of the ingredients that Dimethylamine is used to create include stearamidopropyl dimethylamine used to condition the hair, behenamidopropyl dimethylamine behenate which is used as an antistatic ingredient and oleamidopropyl dimethylamine which is used as an emulsifier.
Is Dimethylamine A Silicone?
Dimethylamine isn’t a silicone.
While it shares the beginning part of its name with a commonly used silicone, dimethicone, they are different ingredients.
Some of the ingredients that are produced from dimethylamine are used as silicone replacements such as stearamidopropyl dimethylamine.
Is Dimethylamine Vegan?
Dimethylamine is a vegan ingredient as Dimethylamine is synthetically produced without the use of animal or animal byproduct ingredients.
If you are looking for a vegan product, always check the other ingredients in the product and ensure that the company doesn’t test their products on animals.
What Products Contain Dimethylamine?
Dimethylamine isn’t usually directly used in products, however, the ingredients that Dimethylamine is used to create are found mostly in hair care products.
Is Dimethylamine Safe?
Dimethylamine Cosmetic Ingredient Review Expert Panel, a group responsible for independently evaluating the safety and efficacy of skincare and cosmetic ingredients.
Dimethylamine Expert Panel has evaluated dimethylamine and dimethylamine-related ingredients.
Dimethylamine ingredients have been found safe for use in their current concentrations and indications.
Dimethylamine is a risk of irritation to the eyes and skin in high concentrations, however, this is usually outside the scope of its use in personal care products.
Dimethylamine, (CH3)2NH is a colourless, toxic, flammable, alkaline gas with a fishy odour in lower concentrations, and an ammoniacal odour in higher concentrations.
Applications
Pure dimethylamine is used:in various chemical reactions.
Materials Compatibility
Metals: Stainless Steel; Carbon Steel; Monel.
Plastics: Kel-F; PTFE, PE; PVC; Polyamides.
Elastomers: Viton.
Technical Properties
Molecular Weight: 45.09
Specific Gravity (Air = 1): 1.557
Odour: Fishy in lower concentration and ammoniacal in higher concentration
CAS Registry No.: 124-40-3
Dimethylamine is available as anhydrous (liquified gas under pressure) &40 % , 50% and 60% solution.
Clear,clourless liquid with strong ammonical odour.
A colorless gas smelling of fish at low concentrations and of ammonia at higher concentrations.
Shipped as a liquid under its vapor pressure.
Contact with the unconfined liquid can cause frostbite by evaporative cooling and chemical type burns.
Density of liquid 5.5 lb / gal.
Dimethylamine gas, which is corrosive, dissolves readily in water to form flammable corrosive solutions.
Dimethylamine gas is heavier than air and can asphyxiate by the displacement of air.
Gas is easily ignited and produces toxic oxides of nitrogen when burned.
Long-term inhalation of low concentrations or short-term inhalation of low concentrations has adverse health effects.
Under prolonged exposure to fire or intense heat the containers may rupture violently and rocket.
Used to make other chemicals and as a solvent.
Reactivity Alerts
Highly Flammable
Air & Water Reactions
Highly flammable. Water soluble.
Fire Hazard
FLAMMABLE. Flashback along vapor trail may occur. May explode if ignited in an enclosed area.
Vapors are eye, skin and respiratory irritants. (USCG, 1999)
Health Hazard
VAPOR: Irritating to eyes, nose and throat. If inhaled, will cause difficult breathing. LIQUID.
Will burn skin and eyes.
Harmful if swallowed.
Reactivity Profile
DIMETHYLAMINE is a base, neutralizing acids in exothermic reactions, and a reducing agent.
Dimethylamine is temperature sensitive. Reacts vigorously with mercury and chlorine.
Reacts violently with strong oxidizing agents and attacks copper and copper compounds.
Reacts with hypochlorites to give N-chloroamines, some of which are explosives when isolated.
Protective Clothing
Skin: If chemical is in liquid form, wear appropriate personal protective clothing to prevent skin contact and to prevent skin from becoming frozen from contact with the liquid or from contact with vessels containing the liquid.
Eyes: If chemical is in liquid form, wear appropriate eye protection to prevent eye contact with the liquid that could result in burns or tissue damage from frostbite.
Wash skin: If the chemical is in liquid form, the worker should immediately wash the skin when it becomes contaminated.
Remove: Work clothing that becomes wet should be immediately removed due to its flammability hazard(i.e. for liquids with flash point < 100°F)
Change: No recommendation is made specifying the need for the worker to change clothing after the work shift.
Provide: Eyewash fountains should be provided (when chemical is in liquid form) in areas where there is any possibility that workers could be exposed to the substance; this is irrespective of the recommendation involving the wearing of eye protection.
Facilities for quickly drenching the body should be provided (when chemical is in liquid form) within the immediate work area for emergency use where there is a possibility of exposure.
Quick drench facilities and/or eyewash fountains should be provided within the immediate work area for emergency use where there is any possibility of exposure to liquids that are extremely cold or rapidly evaporating.
Dimethylamine is a colourless inflammable gas with a strongly ammoniacal odour.
It is readily soluble in water and more basic than ammonia.
Because of its good solubility in lipids, dimethylamine is readily and rapidly absorbed in the gastrointestinal and respiratory tracts.
Concentrated dimethylamine vapour is highly irritating to mucous membranes.
Usage:Basic substance for production of soap, washing products, secondary solidifier in nail extension technologies.
Danger:Negative effect on the immune system. Toxic.
Product description
Dimethylamine Anhydrous (DMA) is a versatile building block that is used in a wide variety of applications. We produces a range of high volume DMA based molecules like DMF and DMAC, DMAE, DMA-based dithiocarbamates.
For other applications we sell the DMA in the free market.
We have identified over 100 different applications for DMA, in solvents, pharmaceuticals, agrochemicals, flocculents, surfactants, rubber chemicals, PU catalysts.
DMA is available in 2 forms :
as anhydrous liquified gas, DMA 100%
as aqueous solution, DMA 40 and 60%
We operate our own container fleet for DMA 100%, to guarantee a high quality service.
Applications/uses
Chemicals & petrochemicals
Fungicides int
Herbicides - intermediate for 2,4-d
Herbicides - intermediate for glyphosate
Home & industrial care intermediates
Intermediates
Specialty chemicals
Stearamidopropyl Dimethylamine is a cationic surfactant used as a substitute for silicones in hair care products.
Dimethylamine combines quite easily with the hair (negatively charged) to form a smooth film, but while not occlusive as a silicone.
Dimethylamine adheres to the fabric surface to reduce static electricity present.
Dimethylamine is a hair conditioner that becomes quaternary ammonium in acidic medium.
Product Description
Dimethylamine is a secondary amine.
The molecule consists of a nitrogen atom with two methyl substituents and one proton.
Dimethylamine is a base and the pKa of the ammonium salt CH3-NH2-CH3 is 10.73, a value above methylamine and trimethylamine
Specifications :
Dimethylamine % by wt. min 99.50
Water % by wt. max 0.50
Ammonia % by wt. max 0.01
Other Amines % by wt. max 0.20
AQUEOUS
Ammonia Traces
MMA % by wt. max. 0.10
DMA % by wt. min 40/50
TMA % by wt. max. 0.10
Uses :
Weedicides like Isoproturon, Dioron etc.
TMTDS (Tetra methylathiuramdisulphide), zinc dimethyl dithiocarbamate.
Sodium dimethyl dithiocarbamate : rubber vulcanisation accelerators.
2, 4-D and 2, 4 5 -T Amine Salts : weed killers.
DMF (Dimethyl Formamide), DMAC (Di methyl Acetamide) and Hexa methyl Phosphoramide : solvents for Acrylic fibres, polyvinylidine Choride etc.
Antihistamines like Benedryl, trasquilzers like Sparine; local anaesthetics like Tetracaine and other such drugs and pharmaceuticals.
Lauryl Dimethylamine oxide and quarternary ammonium compounds : Surfactants/lonexchange, resins, germicidals and so on.
Dimethylamine Hydrochloride.
Diethanolamine belongs to the class of ethanolamines.
Dimethylamine is a versatile intermediate with a variety of applications.
DMA is used in the manufacture of solvents (DMF and DIMAC), in fungicides, insecticides and bacteriacides.
Dimethylamine is used in the manufacture of rubber vulcanisation accelerators, surface active agents, and water treatment chemicals.
SYNOMYMS
Dimethylamine;
Dimethylamine (anhydrous);
Methanamine, N-methyl-;
N,N-Dimethylamine;
N-Methylmethanamine;
[ChemIDplus] UN1032;
UN1160
dimethylamine
N-Methylmethanamine
124-40-3
N,N-Dimethylamine
Methanamine, N-methyl-
Dimethylamin
dimethyl amine
dimethyl-amine
Dimethylamine anhydrous
Dimethylamine (anhydrous)
RCRA waste number U092
Dimethylamine solution
(CH3)2NH
Dimethylamine aq
NSC 8650
UNII-ARQ8157E0Q
HNMe2
Me2NH
Dimethylamine aqueous solution
ARQ8157E0Q
CHEBI:17170
MFCD00008288
Dimethylamine, purum, >=99.0%
DIMETHYL-1,1,1-D3-AMINE
CCRIS 981
Dimethylamine, 26 wt.% solution in water
Dimethylamine, 40 wt.% solution in water
Used as an accelerator in the manufacturing of rubber, detergents, and pesticides; Used in leather tanning; Urinary excretion in humans increased after eating certain fish, meat, dairy, and grains containing DMA; [ACGIH] Used in electroplating, epoxy resin curing, textile manufacturing, photographic processing, hide dehairing, and pharmaceutical production
In the cosmetic industry, this ingredient serves as a precursor to various other ingredients, mainly solvents, surfactants and skin/hair conditioners.
Dimethylamine commonly used to create lauryl dimethylamine oxide (common soap ingredient), stearamidopropyl dimethylamine (common hair conditioner ingredient), behenamidopropyl dimethylamine behenate (common anti-static ingredient) and oleamidopropyl dimethylamine (common emulsifier).
Dimethylamine can be found in mostly cleansers and hair products like shampoo & conditioner.
* A secondary amine that comes in the form of a colorless liquid.
Sometimes referred to as anhydrous dimethylamine or DMA.
Functions:
Dimethylamine the cosmetic industry, this ingredient serves as a precursor to various other ingredients, mainly solvents, surfactants and skin/hair conditioners.
Dimethylamine commonly used to create lauryl dimethylamine oxide (common soap ingredient), stearamidopropyl dimethylamine (common hair conditioner ingredient), behenamidopropyl dimethylamine behenate (common anti-static ingredient) and oleamidopropyl dimethylamine (common emulsifier).
Dimethylamine can be found in mostly cleansers and hair products like shampoo & conditioner.
Safety Measures/Side Effects:
This ingredient is well known for causing severe irritations to the skin, eyes and mucous membranes.
Studies have shown that short term skin contact may cause minor irritations, and that prolonged contact may result in necrosis of the skin.
Furthermore, available data suggests that it may act as a carcinogen and toxin to the immune system, respiratory system, nervous system and liver.
For this reason, the European Union has set restrictions on its use.
Flammable.
Liquefied colourless gas with strong ammonia/fish like odour.
Applications
Dimethylamine is used as a raw material in pharmaceuticals, in rubber accelerators and soaps and cleaning compounds.
It is also an important intermediate in the synthesis of a broad range of products e.g propellants, monomers, solvents, catalysts, insecticides and ion-exchange resins.
Behenamidopropyl dimethylamine is the conditioning agent we use in our Wild Kindness Conditioners to make them so amazing.
Sounds like a bit of a scare ingredient, right? Not to worry! This ingredient is actually made from Brassica Oil (the family of mustard, cabbage and kale).
Through the process of amidation, the oil is transformed into a cationic (positively charged) conditioner that helps detangle and calm static.
Behenamidopropyl dimethylamine is great for smoothing hair, conditioning and reducing static.
Dimethylamine the cosmetics industry it most often is found in conditioners and to a lesser extent shampoos.
Dimethylamine is great for all hair types including straight, wavy and curly.
Dimethylamine is a colourless flammable gas at room temperature.
Dimethylamine has a pungent, fishy, or ammonia-like odour at room temperature and is shipped and marketed in compressed liquid form.
Dimethylamine is very soluble in water and soluble in alcohol and ether.
Dimethylamine is incompatible with oxidising materials, acrylaldehyde, fluorine, maleic anhydride, chlorine, or mercury.
Dimethylamine is a precursor to several industrially important compounds.
For instance, it used in the manufacture of several products, for example, for the vulcanisation process of rubber, as detergent soaps, in leather tanning, in the manufacture of pharmaceuticals, and also for cellulose acetate rayon treatment.
Chemical Properties
Dimethylamine reacts readily with acids to produce salts due to the presence of the unshared electron pair on the nitrogen atom. Similarly, dimethylamine reacts with acid anhydrides, halides, and esters, with CO2 or CS2, or with isocyanic or isothiocyanic acid derivatives.
Dimethylamine can also react with nitrite, especially under acidic conditions, and possibly nitrogen oxidesto form N-nitrosodimethylamine, a potent carcinogen in various animal species and a suspect human carcinogen.
N-Nitrosodimethylamine also can be formed upon storage of aqueous dimethylamine solutions or formulations of the dimethylamine salts of the herbicides 2,4D and MCPA.
Dimethylamine also can be nitrosated photochemically in aqueous solutions containing nitrite with the reaction occurring most readily at alkaline pH (Ohta et al 1982).
Physical properties
Clear, colorless liquid or gas with a strong, ammonia-like odor.
Odor threshold concentrations of 33 ppbv and 47 ppbv were experimentally determined byand Nagata and Takeuchi (1990), respectively.
Uses
Dimethylamine is used in the manufactureof N-methylformamide, N-methylacetamide,and detergent soaps; in tanning; and as anaccelerator in vulcanizing rubber.
Dimethylamine is commercially sold as a compressed liquid intubes or as a 33% aqueous solution..
Uses
Manufacture of pharmaceuticals; stabilizer in gasoline; in production of insecticides and fungicides; in manufacture of soaps and surfactants
Production Methods
Methods used commercially for the large-scale production of dimethylamine are generally those used for methylamine synthesis.
The most widely used process involves heating ammonium chloride and methyl alcohol to about 300°C in the presence of a dehydrating catalyst such as zinc chloride. Dimethylamine has also been prepared from methanol and ammonia or by the catalytic hydrogenation of nitrosodimethylamine.
Dimethylamine is usually marketed in compressed liquid (anhydrous) form or as a 25-60% aqueous solution.
Dimethylamine is also naturally present in biological systems, probably being formed as a breakdown product from trimethylamine N-oxide.
Dimethylamine is present in gastric juice of humans, rats, dogs and ferrets at concentrations of 12.6 ± 14 nmol/ml; it is a constituent of most foods, especially seafood including squid and octopus, frequently eaten in traditional Chinese and Japanese diets, where it reaches concentrations of 946-2043 p.p.m. .
Food processing and cooking markedly increases the dimethylamine contents of foods by increasing the breakdown of constituents such as trimethylamine N-oxide and sarcosine.
Dimethylamine occurs in the air of iron foundries where the amine was used in the casting process and also is released from plastic material used in construction.
Nitrosation of dimethylamine occurs forming the carcinogenic N-nitrosodimethylamine upon storage of anhydrous and aqueous solutions of dimethylamine or formulations of the dimethylamine salts of the herbicides 2,4-dichlorophenoxyacetic acid (2,4D), 4-chloro-2-methylphenoxyacetic acid (MCPA) and 3,6-dichloro- 2-methoxybenzoic acid. Dimethylamine volatile N-nitrosodimethylamine is also formed in foods by reaction of dimethylamine with sodium nitrite added as a preservative or by reaction with atmospheric nitrogen oxides during food processing.
Concentrations of the nitrosoamine in cheese, apple cider, milk, cereals, vegetables, seafood, cured meats, etc. range between 0.05 and 130 p.p.b..
Definition
ChEBI: A secondary aliphatic amine where both N-substituents are methyl.
Air & Water Reactions
Highly flammable. Water soluble.
Reactivity Profile
DIMETHYLAMINE is a base, neutralizing acids in exothermic reactions, and a reducing agent.
Dimethylamine is temperature sensitive. Reacts vigorously with mercury and chlorine .
Reacts violently with strong oxidizing agents and attacks copper and copper compounds.
Reacts with hypochlorites to give N-chloroamines, some of which are explosives when isolated.
Hazard
Dimethylamine is an irritant, with a TLV of 10 ppm in air.
The four-digit UN identification number is 1032. The NFPA 704 designation is health 3, flammability 4, and reactivity 0. The primary uses are in electroplating and as gasoline stabilizers, pharmaceuticals, missile fuels, pesticides, and rocket propellants.
Health Hazard
Dimethylamine is a strong irritant to the eyes,skin, and mucous membranes.
Spill of liquidinto the eyes can cause corneal damage andloss of vision.
Skin contact with the liquidcan produce necrosis.
At sublethal concentra tions, inhalation of dimethylamine producedrespiratory distress, bronchitis, pneumonitis,and pulmonary edema in test animals.
Theacute oral toxicity was moderate, greater thanfor monomethylamine.
LC50 value, inhalation (rats): 4540 ppm/6 hLD50 value, oral (mice): 316 mg/kg
Buckley and coworkers (1985) have investigated the inhalation toxicity of dimethylamine in F-344 rats and B6C3F1 mice.Animals exposed to 175 ppm for 6 h/day,5 days/week for 12 months showed significant lesions in the nasal passages. Rats developed more extensive olfactory lesions thandid mice.
The study indicated that olfactory sensory cells were highly sensitive todimethylamine. Even at a concentration of10 ppm, the current threshold limit value,the rodents developed minor lesions fromexposure.
Fire Hazard
FLAMMABLE. Flashback along vapor trail may occur.
May explode if ignited in an enclosed area.
Vapors are eye, skin and respiratory irritants.
Industrial uses
Dimethylamine is used as an accelerator in vulcanizing rubber, as an antiknock agent for fuels, in photography, as a plasticizer, ion exchange agent, as an acid gas absorbent, a flotation agent, a dehairing agent in the tanning of leather and in electroplating.
Dimethylamine also serves as the base for a large number of commercial products including detergent soaps, dyes, pharmaceuticals, textile chemicals, surfactants and in the manufacture of unsymmetrical dimethylhydrazine (used in missile fuels), the solvent dimethylacetanilide and in the synthesis of dimethylformamide, one of the most commonly used organic solvents.
Usage of dimethylamine in 1972 was estimated at 50% for production of dimethylformamide and dimethylacetamide (used as spinning solvents for acrylic fibers), 15% as an intermediate in the preparation of the surfactant laurel dimethylamine oxide, 15% as an intermediate for rubber chemicals (including thorium accelerators), and 20% for other applications including the production of unsymmetrical dimethylhydrazine in rocket fuels and the dimethylamine salt of 2,4-dichlorophenoxyacetic acid.
U.S. production and sales of dimethylamine in 1985 was 65.9 million pounds.
Safety Profile
Poison by ingestion.
Moderately toxic by inhalation and intravenous routes.
Mutation data reported.
An eye irritant.
Corrosive to the eyes, skin, and mucous membranes.
A flammable gas.
When heated to decomposition it emits toxic fumes of Nx,. Incompatible with acrylddehyde, fluorine, and maleic anhydride
Metabolism
Dimethylamine is normally present in the stomach and urine of animals and humans.
The secondary amine is formed from trimethylamine (a breakdown product of dietary choline) via trimethylamine N-oxide and probably also from dietary lecithin and creatine.
Enzymes within gut bacteria catalyze these conversions.
Dimethylamine resulting dimethylamine is readily absorbed primarily from the small intestine, and to a much lesser extent, the stomach, and excreted in the urine.
Humans consuming a diet high in fish show at least a 4-fold increase in urinary dimethylamine excretion.
Although dimethylamine may arise primarily from trimethylamine in a process catalyzed by bacteria, when rats were fed a commercial diet containing 23.6 p.p.m. dimethylamine, nearly 50% of the amine was recovered in the stomach with progressively declining amounts found towards lower regions of the gastrointestinal tract. Using ligated sections, the t1/2 of dimethylamine was found to be 198 min in the stomach with the intestines and caecum varying from 8.3-31.5 min.
Dimethylamine results indicated that dimethylamine is rapidly absorbed from the intestine and into the blood from where it disappears quickly, to be excreted predominately in the urine with a small amount excreted into the bile.
Dimethylamine rats fed a choline deficient diet, or rats devoid of gut bacteria, dimethylamine was still excreted in the urine.
This suggests that mammalian cells may possess other, as yet undefined, endogenous pathways for forming dimethylamine.
The absorption, distribution and secretion of dimethylamine in the digestive tract and its biliary and urinary excretion was studied in male Wistar rats.
Animals were fed diets containing 1 or 23.6 p.p.m. dimethylamine for one wk and then killed.
Single i.v. doses also were administered to control and bile-duct cannulated rats and the urine collected over a 24 h period.
Dimethylamine authors found high dimethylamine concentrations in the upper part of the gastrointestinal tract and a low concentration in the lower intestine.
Dimethylamine half-life for injected dimethylamine was 12.5 min and excretion was primarily via the bile.
Dimethylamine disposition and pharmacokinetics of [14C]-dimethylamine were also studied in male Fischer 344 rats following 6 h inhalation of 10 or 175 p.p.m. of the labeled amine.
At 72 h after exposure, the disposition at both doses was similar with greater than 90% of the radioactivity appearing in the urine and feces, 7-8% in various tissues and 1.5% exhaled as 14CO2. Over 98% of the urinary radioactivity was the parent [14C]-dimethylamine.
However, some formation of small quantities of dimethylamine oxidative metabolites was seen.
Much of the concern over the presence of dimethylamine in humans stems from its ability to serve as a precursor for the formation of the putative carcinogen, N-nitrosodimethylamine.
Accordingly, several studies have been conducted to assess the potential for exogenously administered dimethylamine to form this nitroso compound.
When dimethylamine was given intravenously to dogs and ferrets, the amine was rapidly transported from the blood into the gastric fluid, where N-nitrosodimethylamine formation can occur.
Nnitrosodimethylamine was formed in vitro when sodium nitrite was added to dog or human gastric fluid.
Dimethylamine resulting N-nitrosamine then is rapidly absorbed from the stomach.
When conventional and germfree male Wistar rats were treated with dimethylamine and sodium nitrite, severe liver necrosis was observed at 48 h only in the germfree animals.
This may indicate, at least in this species, that metabolism of dimethylamine by intestinal microflora may minimize nitrosamine formation.
7V-nitrosodimethylamine requires metabolic activation to form the reactive alkylating species responsible for the carcinogenic and mutagenic activity of the nitrosamine.
storage
Dimethylamine should be stored in a cool, dry, well-ventilated area in tightly sealed containers that are labeled in accordance with OSHA’s Hazard Communication Standard.
Containers of dimethylamine should be protected from physical damage and ignition sources, and should be stored separately from oxidizing materials, acrylaldehyde, fl uorine, maleic anhydride, chlorine, and mercury.
Outside or detached storage is preferred.
If stored inside, a standard flammable liquids cabinet or room should be used.
Ground and bond metal containers and equipment when transferring liquids.
Empty containers of dimethylamine should be handled appropriately.
Purification Methods
Dry dimethylamine by passage through a KOH-filled tower, or by standing with sodium pellets at 0o during 18hours.
Precautions
During handling of dimethylamine, workers should use proper fume hoods, personal protective clothing and equipment, avoid skin contact, and use gloves, sleeves, and encapsulating suits.
Dimethylamine is extremely flammable and may be ignited by heat, sparks, or open flames.
Liquid dimethylamine will attack some forms of plastic, rubber, and coatings and is flammable.
The vapors of dimethylamine are an explosion and poison hazard. Containers of dimethylamine may explode in the heat of a fi re and require proper disposal.
Workers should use dimethylamine with adequate ventilation and containers must be kept properly closed.
Dimethylamine is a secondary alkylamine and co-produced with monomethylamine (MMA) and trimethylamine (TMA).
Dimethylamine is a versatile building block and used to produce wide range of important chemicals applicable in such as solvents, pharmaceuticals, agrochemicals, flocculents, surfactants, rubber chemicals, PU catalysts etc. E.g., Dimethylformamide (DMF), Dimethylethanolamine (DMAE), Dimethylacetamide (DMAC), Dithiocarbamates, Dimethylamine Hydrochloride (DMAHCL) etc.
