Dimethyl adipate
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| Names | |
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| Preferred IUPAC name
Dimethyl hexanedioate | |
| Identifiers | |
3D model (JSmol)
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| ChemSpider | |
| ECHA InfoCard | 100.010.019 |
PubChem CID
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| UNII | |
CompTox Dashboard (EPA)
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| Properties | |
| C8H14O4 | |
| Molar mass | 174.196 g·mol−1 |
| Appearance | Colorless liquid[1] |
| Density | 1.06 g/cm3 (20 °C)[1] |
| Melting point | 10.3 °C (50.5 °F; 283.4 K)[1] |
| Boiling point | 227 °C (441 °F; 500 K)[1] |
| < 1 g/L[1] | |
| Viscosity | 2.5 cP @ 25°C |
| Hazards | |
| Flash point | 107 °C (225 °F; 380 K)[1] |
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Dimethyl adipate is the organic compound with the formula (CH2CH2CO2CH3)2. It is a colorless oily liquid. Although the main commercial interest in adipates is related to the production of nylons, this diester is used as a plasticizer, a solvent for paint stripping and resins, and a pigment dispersant.[2][3]
Preparation
[edit]Dimethyl adipate is prepared by esterification of adipic acid with methanol. Less conventional routes include the hydroesterification of butadiene and the carbonylation of 1,4-dimethoxy-2-butene.[2]
It reacts with concentrated ammonia to give the diamide (CH2CH2C(O)NH2)2.
Toxicity
[edit]Esters of adipic acid exhibit low acute toxicities in animal models. The LD50 of this dimethyl ester is estimated at 1800 mg/kg (rat, i.p.).[2]
References
[edit]- ^ a b c d e f Record in the GESTIS Substance Database of the Institute for Occupational Safety and Health
- ^ a b c Musser, M. T. (2005). "Adipic Acid". Ullmann's Encyclopedia of Industrial Chemistry. Weinheim: Wiley-VCH. doi:10.1002/14356007.a01_269. ISBN 3527306730.
- ^ "Dimethyl Adipate". chemicalland21.com.