Quick Search
CAS: 693-23-2
MF: C12H22O4
MW: 230.3
EINECS: 211-746-3
Description
Dodecanedioic acid is used in the production of nylon (nylon - 6,12), polyamides, coatings, adhesives, greases, polyesters, dyestuffs, detergents, flame retardants, and fragrances.
Dodecanedioic acid is now produced by fermentation of long-chain alkanes with a specific strain of Candida tropicalis.
Dodecanedioic acid's monounsaturated analogue (traumatic acid) is described below.
Dodecanedioic acid is a dicarboxylic acid with the formula (CH2)10(CO2H)2.
A white solid, the compound finds a variety of applications ranging from polymers to materials.
The unbranched compound is the most commonly encountered C12 dicarboxylic acid.
Dodecanedioic acid is an alpha,omega-dicarboxylic acid that is dodecane in which the methyl groups have been oxidised to the corresponding carboxylic acids.
Dodecanedioic acid has a role as an EC 1.1.1.1 (alcohol dehydrogenase) inhibitor and a human metabolite.
Dodecanedioic acid is an alpha,omega-dicarboxylic acid and a dicarboxylic fatty acid.
Dodecanedioic acid is a conjugate acid of a dodecanedioate(2-).
Dodecanedioic acid derives from a hydride of a dodecane.
Dodecanedioic acid is a metabolite found in the aging mouse brain.
Dodecanedioic acid informally referred to as DDDA is a saturated aliphatic dicarboxylic acid mainly used in antiseptics, top-grade coatings, painting materials, corrosion inhibitor, surfactant, and plastics.
Experimental work with Dodecanedioic acid in type 2 diabetic patients has demonstrated that IV infusion helps to maintain normal blood sugar and energy levels without increasing the blood glucose load in the process.
Dodecanedioic acid, also known as lauric Acid.
Dodecanedioic acid is an earlier developed industrial product in long-chain dicarboxylic acid.
Mainly used in the synthesis of polymer materials, spices, drugs, etc.
Among them, as a polycondensation monomer and diamine condensation reaction to synthesize long carbon chain nylon (also known as polyamide resin) engineering plastics, is one of the most important applications.
Dodecanedioic acid (DDDA) is a pure C12 dibasic acid that is mainly used in antiseptics, painting materials, top-grade coatings, corrosion inhibitors, surfactants and engineering plastics.
Dodecanedioic acid is available in a white, flaky form and has a long shelf life of approximately 3 years, depending on the storage methods.
There are two different ways to make Dodecanedioic acid: synthetic production and biotech production.
Traditionally, Dodecanedioic acid is produced from butadiene using a chemical process.
First, the butadiene is converted into cyclododecatriene through a cyclotrimerization process.
The cyclododecatriene is then converted into dodecanedioic acid.
A newer approach is biotech production.
Using biotechnology, Dodecanedioic acid is created from paraffin wax.
This has made Dodecanedioic acid a cost-effective compound that is transforming the nylon market and showing up in products such as toothbrushes, cosmetics, adhesives, coatings, paints, automotive lubricants and corrosion inhibitors.
Uses
Dodecanedioic acid is used as an intermediate for plasticizers, lubricants and adhesives.
Dodecanedioic acid is also used in antiseptics, top-grade coatings, painting materials, corrosion inhibitor and surfactant.
Dodecanedioic acid finds application in engineering plastics such as nylon 612.
Dodecanedioic acid used in antiseptics, top-grade coatings, painting materials, corrosion inhibitors, surfactants, and polymers.
Dodecanedioic acid is one of two precursors to the engineering plastic nylon 612.
The once commercial nylon called Qiana was produced on scale using Dodecanedioic acid.
Dodecanedioic Acid is mainly used in top-grade powder coatings and paint, adhesives, pulp & paper, chemical and industrial facilities, surfactants, antiseptics.
In combination with Amine, Dodecanedioic acid is used to produce engineering plastics polyamide resins wich is a high performance nylon 6-12, adhesives, diester synthetic lubricants, fibers, curatives, plasticizers, polyester coatings, epoxy resins.
When used in a mixture with other dibasic acids Dodecanedioic acid is especially effective as a ferrous corrosion inhibitor for metalworking fluids, engine coolants, metal cleaners, aqueous hydraulic fluids.
Dodecanedioic acid can also be used as a complexing agent for lithium complex grease which will increase dropping point and improve mechanical stability.
Dodecanedioic acid is condensed with hexamethylenediamine to produce engineering plastic nylon 6-12, diesters of alcohols such as butanol can be used as plasticizers for polyvinyl chloride, nitrocellulose and cellulose acetate, and diesters synthesized with octanol are also used as advanced lubricating oils for jet engines and gas turbines, or low temperature grease base oil; Twelve double acid can also be used as a modifier of saturated polyester, metal precipitation agent and perfume, special polyurethane raw materials.
Dodecanedioic Acid is a dicarboxylic acid used in the manufacturing of nylon 6, 12, adhesives, powder coatings and paints.
In addition Dodecanedioic Acid is used in the production of corrosion inhibitors, which are extensively used for water treatment, pulp & paper, chemical facilities and other industrial facilities.
When used in a mixture with other dibasic acids Dodecanedioic Acid is especially effective as a ferrous corrosion inhibitor for metalworking fluids, engine coolants, metal cleaners, aqueous hydraulic fluids, and die cast release agents.
Dodecanedioic Acid can also be used as a complexing agent for lithium complex grease which will increase dropping point and improve mechanical stability.
Dodecanedioic Acid is used in the following products: lubricants and greases, adhesives and sealants and coating products.
Other release to the environment of Dodecanedioic Acid is likely to occur from: indoor use as processing aid, outdoor use as processing aid, indoor use in close systems with minimal release (e.g. cooling liquids in refrigerators, oil-based electric heaters) and outdoor use in close systems with minimal release (e.g. hydraulic liquids in automotive suspension, lubricants in motor oil and break fluids).
Dodecanedioic Acid is used in the following products: lubricants and greases, anti-freeze products, metal surface treatment products, metal working fluids and hydraulic fluids.
Dodecanedioic Acid is used for the manufacture of: fabricated metal products, machinery and vehicles and .
Other release to the environment of Dodecanedioic Acid is likely to occur from: indoor use as processing aid, outdoor use as processing aid, indoor use in close systems with minimal release (e.g. cooling liquids in refrigerators, oil-based electric heaters) and outdoor use in close systems with minimal release (e.g. hydraulic liquids in automotive suspension, lubricants in motor oil and break fluids).
Dodecanedioic Acid is used in the following products: polymers, coating products, pH regulators and water treatment products, adhesives and sealants, lubricants and greases and perfumes and fragrances.
Dodecanedioic Acid has an industrial use resulting in manufacture of another substance (use of intermediates).
Dodecanedioic Acid is used for the manufacture of: chemicals and .
Release to the environment of this substance can occur from industrial use: in the production of articles, as an intermediate step in further manufacturing of another substance (use of intermediates), for thermoplastic manufacture and in processing aids at industrial sites.
Dodecanedioic acid is water soluble and has a metabolic pathway intermediate that is similar to lipids and carbohydrates.
This is why Dodecanedioic acid is currently being tested as a possible medication for type diabetes 2 patients.
Early research shows that Dodecanedioic acid can help patients maintain normal blood sugar and energy levels without raising blood glucose.
When discussing Dodecanedioic acid, however, it almost always refers to industrial use.
Preparation
Dodecanedioic acid is prepared from cyc1ododecene (obtained from butadiene) by methods which are entirely analogous to those used to prepare adipic acid from benzene.
The cyclododecene is reduced to cyclododecane, which is oxidized firstly to a mixture of cyc1ododecanol and cyclododecanone and then to dodecanedioic acid.
Dodecanedioic acid is a colourless crystalline solid, m.p. 129°C.
Dodecanedioic acid is industrially possible to trimerize butadiene to give cyclododecatriene, which is then hydrogenated to cyclododecane, then, dodecanone is oxidized by nitric acid to give dodecanedioic acid.
Dodecanedioic acid is also possible to react with hydrogen peroxide in methanol from cyclohexane to form alkoxy cyclohexyl peroxide, and then ring-opening and dimerization to form dodecanedioic acid methyl ester.
After saponification, twelve double acid can be obtained.
In laboratory preparation, Dodecanedioic acid was used as raw material to get dodecanedioic acid by nitric acid oxidation.
Dodecanedioic acid Chemical Properties
Melting point: 127-129 °C (lit.)
Boiling point: 245 °C/10 mmHg (lit.)
Density: 1,15 g/cm3
Vapor pressure: 21 mm Hg ( 222 °C)
RTECS: JR2370000
Refractive index: 1.4437 (estimate)
Fp: 220 °C
Storage temp.: Sealed in dry,Room Temperature
Solubility ethanol: 0.1 g/mL, clear
Form: Pellets or Powder
pka: 4.48±0.10(Predicted)
Color: White
PH: 5 (H2O, 20℃)(aqueous suspension)
Water Solubility: < 0.1 g/L (20 ºC)
Sensitive: Air Sensitive
BRN: 1782580
Stability: Stable. Incompatible with strong oxidizing agents, reducing agents. Combustible.
InChIKey: CXMXRPHRNRROMY-UHFFFAOYSA-N
LogP: 3.2 at 25℃
CAS DataBase Reference: 693-23-2(CAS DataBase Reference)
NIST Chemistry Reference: Dodecanedioic acid(693-23-2)
EPA Substance Registry System: Dodecanedioic acid (693-23-2)
Refining Method
Add 1000 L90wt to 400kg of ordinary Dodecanedioic acid and 3kg of coconut shell activated carbon.
In% edible alcohol, the slurry is adjusted in a 2m3 glass-lined decolorizing kettle, heated to 65 ℃, filtered by 30m2 box-type Dark Flow Plate and Frame, and the filtrate is filtered through a precision filter to a crystallization tank, cooled to 25 ℃, centrifuge, centrifuge the material into the brush clean glass lining low-temperature wash tank, add 200 L95wt.%, 15 ℃ alcohol, stirring evenly, two centrifugation, centrifugal material into the double cone vacuum dryer drying, temperature control at 45 ℃ ± 1 ℃, vacuum degree -0.085 ~-0.10MPa, dry to a moisture content of less than 0.1wt.
After completion of drying, 328kg of purified acid was obtained.
Determination of mono-acid content of product by gas chromatography.
99.17wt.%, neutralization titration determination of total acid content 99.5wt.%, the ester content was not detected, the mother liquor and the drying and recovery of alcohol during the distillation of the distillation kettle feed liquid with 30% liquid alkali control at pH 12, the distillation of alcohol 1180L, alcohol content of 92wt.%.
Mixed acid was produced by distillation of high boiling mixture with alcohol, and 63.5 of mixed acid was obtained, with total acid content of 98.5wt.%, dodecanoic acid content (GC) of 90.26wt.% and water content of 0.35wt.%.
Synonyms
DODECANEDIOIC ACID
693-23-2
1,12-Dodecanedioic acid
1,10-Decanedicarboxylic acid
Decamethylenedicarboxylic acid
1,10-Dicarboxydecane
n-Dodecanedioic acid
Dodecanedioic acid, homopolymer
CHEBI:4676
978YU42Q6I
NSC400242
NSC-400242
DSSTox_CID_7297
DSSTox_RID_78394
DSSTox_GSID_27297
53037-60-8
Dodecanedioicacid
CAS-693-23-2
HSDB 5745
EINECS 211-746-3
MFCD00002735
NSC 400242
UNII-978YU42Q6I
n-Dodecanedioate
Decane-1,10-dicarboxylic acid
dodecane dioic acid
Corfree M 2
1,12-Dodecanedioate
n-Dodecane-a,w-dioate
1,10-dicarboxy decane
SL-AH
Decamethylenedicarboxylate
1,10-Decanedicarboxylate
Dodecanedioic acid, 99%
n-Dodecane-a,w-dioic acid
EC 211-746-3
SCHEMBL29467
1, 10-Decanedicarboxylic acid
CHEMBL3182356
DTXSID3027297
DODECANEDIOIC ACID [HSDB]
DODECANEDIOIC ACID [INCI]
ZINC1529497
Dodecanedioic acid-1,12-[13C2]
Tox21_201954
Tox21_303308
BBL018825
LMFA01170009
s6267
STL195386
1,10-Decanedicarboxylic acid, 99%
AKOS015892807
CS-W012957
HY-W012241
SB74075
NCGC00163995-01
NCGC00163995-02
NCGC00257191-01
NCGC00259503-01
AC-10611
DS-18055
D0013
FT-0606028
C02678
F16287
N-DODECANE-.ALPHA.,.OMEGA.-DIOIC ACID
Q5287812
