Lactic acid methyl ester

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Structural formula
Structure of lactic acid methyl ester
Serpentine = indeterminate stereochemistry
General
Surname Lactic acid methyl ester
other names
  • Methyl lactate
  • 2-hydroxypropanoic acid methyl ester
Molecular formula C 4 H 8 O 3
External identifiers / databases
CAS number
  • 547-64-8 (unspecific)
  • 17392-83-5 [( R ) -isomer]
  • 27871-49-4 [( S ) -isomer]
EC number 208-930-0
ECHA InfoCard 100.008.119
PubChem 11040
ChemSpider 13839235
Wikidata Q11370589
properties
Molar mass 104.11 g mol −1
Physical state

liquid

density

1.09 g cm −3 (20 ° C)

boiling point

144 ° C

Vapor pressure

3.4 hPa (20 ° C)

Refractive index

1.4130

safety instructions
GHS hazard labeling from  Regulation (EC) No. 1272/2008 (CLP) , expanded if necessary
02 - Highly / extremely flammable 07 - Warning

Caution

H and P phrases H: 226-319-335
P: 261-305 + 351 + 338
Toxicological data
  • Minimum value: 749 mg l −1
  • Maximum value: 780 mg l −1
  • Median: 764 mg l −1 ( EC 50crustaceans , 48 hours )
As far as possible and customary, SI units are used. Unless otherwise noted, the data given apply to standard conditions . Refractive index: Na-D line , 20 ° C

Lactic acid methyl ester, also known as methyl lactate or 2-hydroxypropanoic acid methyl ester , is the ester of methanol and lactic acid . The compound is mainly used as a solvent. The vapors form explosive mixtures with air from a concentration of 2.2 % by volume .

Manufacturing

Lactic acid methyl ester can be produced by esterifying lactic acid and methanol. An alternative method is to prepare it by reacting lactic acid with diazomethane .

use

The colorless liquid is suitable as a polar solvent for nitrocellulose and is still used as a solvent u. a. used in paints.

Individual evidence

  1. a b c d e f g Entry on lactic acid methyl ester in the GESTIS substance database of the IFA , accessed on August 2, 2018 (JavaScript required)
  2. a b c Entry on lactic acid ester. In: Römpp Online . Georg Thieme Verlag, accessed on August 2, 2018.
  3. Entry on Methyl lactate in the Classification and Labeling Inventory of the European Chemicals Agency (ECHA), accessed on August 2, 2018. Manufacturers or distributors can expand the harmonized classification and labeling .
  4. Joachim Buddrus, Bernd Schmidt: Fundamentals of organic chemistry . 5th edition. De Gruyter, 2015, ISBN 978-3-11-033105-9 , April 18, 5, pp. 526 ( limited preview in Google Book search).