Customization: | Available |
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CAS No.: | 693-23-2 |
Formula: | C12h22o4 |
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Dodecanedioic acid (DDDA) 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.
DDDA has traditionally been produced from butadiene using a multi-step chemical process.Butadiene is first converted to cyclododecatriene through cyclotrimerization. The triene is then hydrogenated to cyclododecane. Autoxidation by air in the presence of boric acid gives a mixture of cyclodecanol and the cyclododecanone. In the final step, this mixture oxidized to the diacid using nitric acid. An alternative route involves ozonolysis of cyclododecene.
Paraffin wax can be converted into DDDA on a laboratory scale with a special strain of Candida tropicalis yeast in a multi-step process. Renewable plant-oil feedstocks sourced from switchgrass could also be used to produce DDDA.
DDDA is used in antiseptics, top-grade coatings, painting materials, corrosion inhibitors, surfactants, and polymers. It is one of two precursors to the engineering plastic nylon 612. The once commercial nylon called Qiana was produced on scale using DDDA.
In type 2 diabetic patients DDDA demonstrated that IV infusion helps to maintain normal blood sugar and energy levels without increasing the blood glucose load in the process.
Name | dodecanedioic acid |
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Synonym | More Synonyms |
Description | Dodecanedioic acid (C12) is a dicarboxylic acid which is a water-soluble substance with a metabolic pathway intermediate to those of lipids and carbohydrates. |
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Related Catalog |
Natural Products >> Acids and Aldehydes
Research Areas >> Others
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Target |
Human Endogenous Metabolite |
References |
[1]. Greco AV, et al. The metabolic effect of dodecanedioic acid infusion in non-insulin-dependent diabetic patients. Nutrition. 1998 Apr;14(4):351-7. |
Density | 1.1±0.1 g/cm3 |
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Boiling Point | 394.0±0.0 °C at 760 mmHg |
Melting Point | 127-129 °C(lit.) |
Molecular Formula | C12H22O4 |
Molecular Weight | 230.301 |
Flash Point | 216.6±17.7 °C |
Exact Mass | 230.151810 |
PSA | 74.60000 |
LogP | 2.92 |
Vapour Pressure | 0.0±1.9 mmHg at 25°C |
Index of Refraction | 1.475 |
Storage condition | −20°C |
Stability | Stable. Incompatible with strong oxidizing agents, reducing agents. Combustible. |
Water Solubility | < 0.1 g/L (20 ºC) |
Symbol | GHS07 |
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Signal Word | Warning |
Hazard Statements | H319 |
Precautionary Statements | P305 + P351 + P338 |
Personal Protective Equipment | dust mask type N95 (US);Eyeshields;Gloves |
Hazard Codes | Xi:Irritant; |
Risk Phrases | R36/37/38 |
Safety Phrases | S26-S36-S24/25 |
RIDADR | NONH for all modes of transport |
WGK Germany | - |
HS Code | 2917190090 |