Methyl lactate

Methyl lactate, also known as lactic acid methyl ester, is the organic compound with the formula CH3CH(OH)CO2CH3. It is the methyl ester of lactic acid. A colorless liquid, it is the simplest chiral ester. Being naturally derived, it is readily available as a single enantiomer.

Methyl DL-Lactate
Names
IUPAC name
Methyl 2-hydroxypropanoate
Other names
2-Hydroxy- Methyl Ester Propanoic Acid; 2-Hydroxypropanoic Acid, Methyl Ester; Lactic Acid, Methyl Ester
Identifiers
3D model (JSmol)
ChemSpider
ECHA InfoCard 100.008.119
RTECS number
  • OD5670000
UNII
Properties
C4H8O3
Molar mass 104.105 g·mol−1
Appearance colourless clear liquid
Density 1.093 g/cm3
Melting point −66 °C (−87 °F; 207 K)
Boiling point 144 to 145 °C (291 to 293 °F; 417 to 418 K)
Miscible
Solubility in ethanol
and most alcohols		 Miscible
Hazards
Main hazards Irritant (Xi)
Safety data sheet MSDS
Xi
NFPA 704 (fire diamond)
Flammability code 2: Must be moderately heated or exposed to relatively high ambient temperature before ignition can occur. Flash point between 38 and 93 °C (100 and 200 °F). E.g. diesel fuelHealth code 1: Exposure would cause irritation but only minor residual injury. E.g. turpentineReactivity code 0: Normally stable, even under fire exposure conditions, and is not reactive with water. E.g. liquid nitrogenSpecial hazards (white): no code
2
1
0
Flash point 49 °C (120 °F; 322 K)
Related compounds
Related compounds
 Lactic acid
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Infobox references

Uses

It is a solvent for nitrocellulose, cellulase acetate, cellulase acetobutyrote and cellulase acetaprapionate. It is used in the manufacture of lacquers and dopes where it contributes high tolerance for diluents, good flaw and blush resistance.[1]

The synthesis of 1,2-propanediol from methyl lactate has been commercialized using a MACHO catalyst.[2]

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See also

References
  1. "Industrial Solvents Handbook" by Ernest W. Flick. 5th Edition. William Andrew Inc., 1998. ISBN 0-8155-1413-1, ISBN 978-0-8155-1413-8
  2. Dub, Pavel A.; Gordon, John C. (2018). "The role of the metal-bound N–H functionality in Noyori-type molecular catalysts". Nature Reviews Chemistry. 2 (12): 396–408. doi:10.1038/s41570-018-0049-z. S2CID 106394152.
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