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Linear Formula: (CH3)2NCH2CH2OH
CAS Number: 108-01-0
Molecular Weight: 89.14
Beilstein: 1209235
EC Number: 203-542-8
MDL number: MFCD00002846
PubChem Substance ID: 24870734
APPLICATIONS
JEFFCAT DMEA (N,N-Dimethylethanolamine) may be employed as a ligand in the copper-catalyzed amination of aryl bromides and iodides.
JEFFCAT DMEA (N,N-Dimethylethanolamine) is a precursor to other chemicals, such as the nitrogen mustard 2-dimethylaminoethyl chloride.
The acrylate ester is used as a flocculating agent.
Related compounds are used in gas purification, e.g. removal of hydrogen sulfide from sour gas streams.
The bitartrate salt of JEFFCAT DMEA (N,N-Dimethylethanolamine), i.e. 2-dimethylaminoethanol (+)-bitartrate, is sold as a dietary supplement.
JEFFCAT DMEA (N,N-Dimethylethanolamine) is a white powder providing 37% DMAE.
Animal tests show possible benefit for improving spatial memory and working memory.
JEFFCAT DMEA (N,N-Dimethylethanolamine) is used as a curing agent for polyurethanes and epoxy resins.
Moreover, JEFFCAT DMEA (N,N-Dimethylethanolamine) is used as a chemical intermediate for pharmaceuticals, dyes, corrosion inhibitors, and emulsifiers.
Also JEFFCAT DMEA (N,N-Dimethylethanolamine) is used as an additive to boiler water, paint removers, and amino resins.
JEFFCAT DMEA (N,N-Dimethylethanolamine) is Has been used therapeutically as a CNS stimulant.
JEFFCAT DMEA (N,N-Dimethylethanolamine) is a transparent, pale yellow liquid and primary alcohol that is used as a building block for the synthesis of cationic flocculants and ion exchange resins.
Also, JEFFCAT DMEA (N,N-Dimethylethanolamine) is used as a chemical intermediate for pharmaceuticals, dyes, corrosion inhibitors, and emulsifiers and as an additive to boiler water, paint removers, and amino resins.
JEFFCAT DMEA (N,N-Dimethylethanolamine) belongs to a unique class of disubstituted amides with utility in coatings, household,industrial and institutional applications.
JEFFCAT DMEA (N,N-Dimethylethanolamine) displays a broad range of properties, including excellent solvency, a low VOC content, as well as heat and hydrolysis stability.
JEFFCAT DMEA (N,N-Dimethylethanolamine) is an intermediate used in the production of flocculation agents, ion exchange resins, dyes, corrosion inhibitors, water based coatings, pharmaceuticals, crop protection agents, pesticides, additives for textiles, hardeners for epoxy resins and polyurethane catalyst.
JEFFCAT DMEA (N,N-Dimethylethanolamine) is used in the following products: coating products, adhesives and sealants, fillers, putties, plasters, modelling clay, non-metal-surface treatment products, inks and toners, anti-freeze products, leather treatment products, lubricants and greases, polishes and waxes and textile treatment products and dyes.
Other release to the environment of JEFFCAT DMEA (N,N-Dimethylethanolamine) is likely to occur from: outdoor use and indoor use (e.g. machine wash liquids/detergents, automotive care products, paints and coating or adhesives, fragrances and air fresheners).
JEFFCAT DMEA (N,N-Dimethylethanolamine) is also known as dimethylaminoethanol.
Studies indicate skin-firming properties, and an ability to reduce the appearance of fine lines and wrinkles as well as dark circles under the eyes.
JEFFCAT DMEA (N,N-Dimethylethanolamine) is considered anti-aging, and antiinflammatory, and has exhibited free-radical scavenging activity.
JEFFCAT DMEA (N,N-Dimethylethanolamine) is used as corrosion inhibitor, anti-scaling agent, paint additive, coating additive and solids separation agent.
Also, JEFFCAT DMEA (N,N-Dimethylethanolamine) is used as an intermediate for active pharmaceutical ingredients and dyes. It serves as a curing agent for polyurethanes and epoxy resins.
Further, JEFFCAT DMEA (N,N-Dimethylethanolamine) is used as an additive to boiler water.
In addition to this, JEFFCAT DMEA (N,N-Dimethylethanolamine) is used therapeutically as a CNS stimulant.
JEFFCAT DMEA (N,N-Dimethylethanolamine) may be employed as a ligand in the copper-catalyzed amination of aryl bromides and iodides.
Also, JEFFCAT DMEA (N,N-Dimethylethanolamine) is used as a chemical intermediate for antihistamines and local anesthetics; as a catalyst for curing epoxy resins and polyurethanes; and as a pH control agent for boiler water treatment.
However, JEFFCAT DMEA (N,N-Dimethylethanolamine) in the salt form, (i.e. dimethylaminoethanol acetamidobenzoate) is primarily utilized therapeutically as an antidepressant.
DESCRIPTION
JEFFCAT DMEA (N,N-Dimethylethanolamine) is a precursor of acetylcholine.
Microwave spectral studies on JEFFCAT DMEA (N,N-Dimethylethanolamine) have reported the following values; the rotational constants (MHz) A = 5814.0(2), B = 2214.54(2), and C = 2037.96(2) and a dipole moment of 2.56 D, with a, b, and c components (D) of 2.27(2), 0.3(1), and 1.16(5), respectively.
JEFFCAT DMEA (N,N-Dimethylethanolamine) is an organic compound with the formula (CH3)2NCH2CH2OH.
Additionally, JEFFCAT DMEA (N,N-Dimethylethanolamine) is bifunctional, containing both a tertiary amine and primary alcohol functional groups.
JEFFCAT DMEA (N,N-Dimethylethanolamine) is a colorless viscous liquid.
Furthermore, JEFFCAT DMEA (N,N-Dimethylethanolamine) is used in skin care products for improving skin tone and also taken orally as a nootropic.
JEFFCAT DMEA (N,N-Dimethylethanolamine) is prepared by the ethoxylation of dimethylamine.
JEFFCAT DMEA (N,N-Dimethylethanolamine) is a clear colorless liquid with a fishlike odor.
In addition to that, JEFFCAT DMEA (N,N-Dimethylethanolamine) is commonly referred to as 2-(dimethylamino)ethanol, dimethylaminoethanol (DMAE) or dimethylethanolamine (DMEA).
JEFFCAT DMEA (N,N-Dimethylethanolamine) holds tertiary amine and primary alcohol groups as functional groups.
JEFFCAT DMEA (N,N-Dimethylethanolamine) has been used in the treatment of attention deficit-hyperactivity disorder (ADHD), Alzheimer's disease, autism, and tardive dyskinesia.
JEFFCAT DMEA (N,N-Dimethylethanolamine) has been also used as an ingredient in skin care, and in cognitive function- and mood-enhancing products.
JEFFCAT DMEA (N,N-Dimethylethanolamine) appears as a clear colorless liquid with a fishlike odor.
Flash point of JEFFCAT DMEA (N,N-Dimethylethanolamine) is 105°F.
JEFFCAT DMEA (N,N-Dimethylethanolamine) is less dense than water.
Vapors of JEFFCAT DMEA (N,N-Dimethylethanolamine) is heavier than air.
Toxic oxides of nitrogen produced during combustion of JEFFCAT DMEA (N,N-Dimethylethanolamine).
JEFFCAT DMEA (N,N-Dimethylethanolamine) is used to make other chemicals.
JEFFCAT DMEA (N,N-Dimethylethanolamine) is a tertiary amine that is ethanolamine having two N-methyl substituents.
Moreover, JEFFCAT DMEA (N,N-Dimethylethanolamine) has a role as a curing agent and a radical scavenger.
JEFFCAT DMEA (N,N-Dimethylethanolamine) is a tertiary amine and a member of ethanolamines.
JEFFCAT DMEA (N,N-Dimethylethanolamine) is a clear, colorless, mobile liquid with an ammoniacal odor.
Additionally, JEFFCAT DMEA (N,N-Dimethylethanolamine) is miscible with water, alcohols, ether, and aromatic solvents.
Since JEFFCAT DMEA (N,N-Dimethylethanolamine) contains both a tertiary amine group and a hydroxyl group, it undergoes reactions typical of amines and alcohols.
JEFFCAT DMEA (N,N-Dimethylethanolamine) is a colorless to slightly yellow liquid with an amine-like odor.
Moreover, JEFFCAT DMEA (N,N-Dimethylethanolamine) is miscible in water.
JEFFCAT DMEA (N,N-Dimethylethanolamine) is a colorless or slightly yellow liquid with ammonia odor.
Additionally, JEFFCAT DMEA (N,N-Dimethylethanolamine) is miscible with water, ethanol, benzene, ether and acetone.
PROPERTIES OF JEFFCAT DMEA
Chemical formula: C4H11NO
Molar mass: 89.138 g·mol−1
Appearance: Colourless liquid
Odor: Fishy, ammoniacal
Density: 890 mg mL−1
Melting point: −59.00 °C; −74.20 °F; 214.15 K
Boiling point: 134.1 °C; 273.3 °F; 407.2 K
log P: −0.25
Vapor pressure: 816 Pa (at 20 °C)
Acidity (pKa): 9.23 (at 20 °C)[1]
Basicity (pKb): 4.77 (at 20 °C)
Refractive index (nD): 1.4294
POTENTIAL HEALTH EFFECTS
ACUTE HEALTH EFFECTS
SWALLOWED
■ The material can produce chemical burns within the oral cavity and gastrointestinal tract following ingestion.
■ Accidental ingestion of the material may be harmful; animal experiments indicate that ingestion of less than 150 gram may be fatal or
may produce serious damage to the health of the individual.
■ Ingestion of alkaline corrosives may produce burns around the mouth, ulcerations and swellings of the mucous membranes, profuse
saliva production, with an inability to speak or swallow.
Both the esophagus and stomach may experience burning pain; vomiting and diarrhea may follow.
EYE
■ The material can produce chemical burns to the eye following direct contact. Vapors or mists may be extremely irritating.
■ If applied to the eyes, this material causes severe eye damage.
■ Direct eye contact with corrosive bases can cause pain and burns.
There may be swelling, epithelium destruction, clouding of the cornea and inflammation of the iris.
SKIN
■ The material can produce chemical burns following direct contactwith the skin.
■ Skin contact with the material may be harmful; systemic effects may resultfollowing absorption.
■ The material can produce severe chemical burns following direct contactwith the skin.
■ Skin contact with alkaline corrosives may produce severe pain and burns; brownish stains may develop.
The corroded area may be soft, gelatinous and necrotic; tissue destruction may be deep.
■ Open cuts, abraded or irritated skin should not be exposed to this material.
■ Entry into the blood-stream, through, for example, cuts, abrasions or lesions, may produce systemic injury with harmful effects.
Examine the skin prior to the use of the material and ensure that any external damage is suitably protected.
INHALED
■ The material can cause respiratory irritation in some persons.
The body's response to such irritation can cause further lung damage.
■ Inhaling corrosive bases may irritate the respiratory tract.
Symptoms include cough, choking, pain and damage to the mucous membrane.
■ Inhalation hazard is increased at higher temperatures.
■ Inhalation of amine vapors may cause irritation of the mucous membrane of the nose and throat, and lung irritation with respiratory distress and cough.
Swelling and inflammation of the respiratory tract is seen in serious cases; with headache, nausea, faintness and anxiety. There may also be wheezing.
FIRST AID MEASURES
SWALLOWED
EYE
■ If this product comes in contact with the eyes: · Immediately hold eyelids apart and flush the eye continuously with running water.
Ensure complete irrigation of the eye by keeping eyelids apart and away from eye and moving the eyelids by occasionally lifting the upper and lower lids.
SKIN
■ If skin or hair contact occurs: · Immediately flush body and clothes with large amounts of water, using safety shower if available.
Quickly remove all contaminated clothing, including footwear.
INHALED
■ If fumes or combustion products are inhaled remove from contaminated area. · Lay patient down. Keep warm and rested. Inhalation of vapors or aerosols (mists, fumes) may cause lung edema. Corrosive substances may cause lung damage.
Reactivity Profile
JEFFCAT DMEA (N,N-Dimethylethanolamine) is an aminoalcohol.
Amines are chemical bases.
They neutralize acids to form salts plus water.
These acid-base reactions are exothermic.
The amount of heat that is evolved per mole of amine in a neutralization is largely independent of the strength of the amine as a base.
Amines may be incompatible with isocyanates, halogenated organics, peroxides, phenols (acidic), epoxides, anhydrides, and acid halides.
Flammable gaseous hydrogen is generated by amines in combination with strong reducing agents, such as hydrides.
JEFFCAT DMEA (N,N-Dimethylethanolamine) may react vigorously with oxidizing materials.
Health Hazard
JEFFCAT DMEA (N,N-Dimethylethanolamine) is classified as a mild skin irritant and a severe eye irritant.
Doses as high as 1200 mg daily produce no serious side effects and a single dose of 2500 mg taken in a suicide attempt had no adverse effects.
Inhalation of the vapor or mist can cause irritation to the upper respiratory tract.
Asthmatic symptoms have been reported. Extremely irritating; may cause permanent eye injury.
Corrosive; will cause severe skin damage with burns and blistering.
Ingestion may cause damage to the mucous membranes and gastrointestinal tract.
No reports were found in the literature regarding carcinogenic or mutagenic potential.
Safety Profile
Moderately toxic by ingestion, inhalation, skin contact, intraperitoneal, and subcutaneous routes.
A skin and severe eye irritant.
Used medically as a central nervous system stimulant.
Flammable liquid when exposed to heat or flame; can react vigorously with oxidzing materials.
Ignites spontaneously in contact with cellulose nitrate of high surface area.
To fight fire, use alcohol foam, foam, CO2, dry chemical. When heated to decomposition it emits toxic fumes of NOx.
Metabolism
When administered orally, dimethylaminoethanol acetamidobenzoate (the therapeutic salt formulation) has been shown to cross the blood-brain barrier.
Two other studies have examined the pharmacokinetics of dimethylaminoethanol in rats and healthy adults.
It has been postulated that JEFFCAT DMEA (N,N-Dimethylethanolamine) undergoes endogenous methylation.
After intravenous treatment of mice with [14C]-labeled dimethylaminoethanol in the brain, JEFFCAT DMEA (N,N-Dimethylethanolamine) yielded phosphoryldimethylaminoethanol and phosphatidyldimethylaminoethanol.
Acid-soluble and lipid cholines derived from JEFFCAT DMEA (N,N-Dimethylethanolamine) also were found in brain.
While examining the pharmacokinetics of the maleate acid of [14C]-dimethylaminoethanol in rats, observed that JEFFCAT DMEA (N,N-Dimethylethanolamine) was metabolized in the phospholipid cycle and produced metabolites such as phosphoryldimethylaminoethanolamine, and glycerophosphatidylcholine.
In kainic-acid lesioned rats, JEFFCAT DMEA (N,N-Dimethylethanolamine) was converted to a substance which cross-reacted in the radioenzymatic assay for acetylcholine.
SYNONYMS
deanol, dimethylaminoethanol, dimethyl ethanolamine
N,N-Dimethyl-2-hydroxyethylamine, N,N-Dimethylethanolamine, DMEA,
Jeffcat DMEA, 2-(Dimethylamino)-ethanol
(2-Hydroxyethyl)dimethylamine
2-(Dimethylamino)-1-ethanol
2-(N,N-Dimethylamino)ethanol
2-Dimethylaminoethanol
beta-Dimethylaminoethyl alcohol
beta-Hydroxyethyldimethylamine
Deanol
Dimethyl(2-hydroxyethyl)amine
Dimethyl(hydroxyethyl)amine
Dimethylaminoäthanol
Dimethyläthanolamin
Dimethylethanolamine
Dimethylmonoethanolamine
DMAE
DMEA
N,N-Dimethyl-2-aminoethanol
N,N-Dimethyl-2-hydroxyethylamine
N,N-Dimethyl-2-aminoethanol; Deanol; Varesal; Bimanol; Ethanol, 2-(dimethylamino)-;
β-(Dimethylamino)ethanol; β-(Dimethylamino)ethyl alcohol; β-Hydroxyethyldimethylamine;
(Dimethylamino)ethanol; (2-Hydroxyethyl)dimethylamine; Dimethyl(hydroxyethyl)amine;
Dimethyl(2-hydroxyethyl)amine; Dimethylethanolamine;
Dimethylmonoethanolamine; DMAE; Kalpur P; Liparon; N-(2-Hydroxyethyl)dimethylamine;
N,N-Dimethyl(2-hydroxyethyl)amine; N,N-Dimethyl-N-(β-hydroxyethyl)amine;
N,N-Dimethyl-N-(2-hydroxyethyl)amine; N,N-Dimethylethanolamine; Norcholine; Propamine A;
2-(Dimethylamino)ethanol; 2-(N,N-Dimethylamino)ethanol; (CH3)2NCH2CH2OH; Amietol M 21;
Dimethylaminoaethanol; N-(Dimethylamino)ethanol; 2-(Dimethylamino)-1-ethanol;
Dimethylaethanolamin; UN 2051; N,N-Dimethyl-β-hydroxyethylamine;
Dabco DMEA; N,N'-Dimethylethanolamine; Tegoamin DMEA; Texacat DME; DMEA; NSC 2652; 67-48-1
2-(dimethylamino)ethanol
Deanol
108-01-0
Dimethylaminoethanol
Dimethylethanolamine
Dmae
2-dimethylaminoethanol
Norcholine
Propamine A
N,n-dimethylaminoethanol
Bimanol
Liparon
Varesal
Ethanol, 2-(dimethylamino)-
Dimethylmonoethanolamine
Kalpur P
N,n-dimethyl-2-aminoethanol
(2-hydroxyethyl)dimethylamine
2-(n,n-dimethylamino)ethanol
Dimethylaminoaethanol
Dimethyl(hydroxyethyl)amine
Amietol M 21
Dmea
N,n-dimethyl-2-hydroxyethylamine
Dimethyl(2-hydroxyethyl)amine
2-(dimethylamino)-1-ethanol
Texacat Dme
Dimethylaethanolamin
N,n-dimethyl Ethanolamine
N,n-dimethyl-n-(2-hydroxyethyl)amine
N-(2-hydroxyethyl)dimethylamine
2-(dimethylamino) Ethanol
N-dimethylaminoethanol
Beta-hydroxyethyldimethylamine
Beta-dimethylaminoethyl Alcohol
(dimethylamino)ethanol
2-dimethylamino-ethanol
N-(dimethylamino)ethanol
Nsc 2652
Chembl1135
