Butyl lactate

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Structural formula
Structural formula of butyl lactate
Simplified structural formula without stereochemistry
General
Surname Butyl lactate
other names
  • Butyl lactate
  • 2-hydroxypropionic acid butyl ester
  • Butyl 2-hydroxypropionate
Molecular formula C 7 H 14 O 3
Brief description

colorless liquid

External identifiers / databases
CAS number 138-22-7
EC number 205-316-4
ECHA InfoCard 100.004.834
PubChem 8738
Wikidata Q11370588
properties
Molar mass 146.19 g mol −1
Physical state

liquid

density

0.97 g cm −3

Melting point

-43 ° C

boiling point

170 ° C

Vapor pressure

0.53 mbar (20 ° C)

solubility
  • soluble in water (42 g l −1 at 25 ° C)
  • very soluble in ethanol and diethyl ether
Refractive index

1.421 (20 ° C)

safety instructions
GHS labeling of hazardous substances
07 - Warning

Caution

H and P phrases H: 315-319
P: 264-280-332 + 313-337 + 313
MAK

Switzerland: 5 ml m −3 or 30 mg m −3

Toxicological data
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 butyl ester , also butyl lactate , is the butyl ester of lactic acid .

Extraction and presentation

Butyl lactate can be obtained, for example, by reacting calcium or sodium lactate with 1-butanol in benzene in the presence of sulfuric acid. This creates a racemate from the D and L forms . The pure D or L form in each case can be prepared by reacting zinc ammonium D or zinc ammonium L lactate with 1-butanol in the presence of hydrochloric acid .

properties

Butyl lactate is a slightly volatile, colorless liquid that is soluble in water.

use

Butyl lactate is used in the manufacture of nanoparticles and as a solvent (e.g. for nitrocellulose ).

Butyl lactate has also been used as a fragrance since the 1930s.

safety instructions

The vapors of butyl lactate can form an explosive mixture with air ( flash point 61 ° C, ignition temperature 380 ° C).

Individual evidence

  1. ↑ a b c d e f g h i j k l m Entry on butyl lactate in the GESTIS substance database of the IFA , accessed on January 9, 2019(JavaScript required) .
  2. ↑ a b Entry on butyl lactate in the Hazardous Substances Data Bank , accessed on March 9, 2015.
  3. ↑ a b data sheet Butyl lactate, 98% from Sigma-Aldrich , accessed on March 9, 2015 ( PDF ).
  4. ↑ Swiss Accident Insurance Fund (Suva): Limit values ​​- current MAK and BAT values (search for 138-22-7 or butyl lactate ), accessed on November 2, 2015.
  5. ↑ George A. Burdock: Fenaroli's Handbook of Flavor Ingredients, Fifth Edition: . CRC Press, 2004, ISBN 978-1-4200-3787-6 , pp. 211 ( limited preview in Google Book search).
  6. ↑ Rakesh Kumar, Sanjay M. Mahajani: Esterification of Lactic Acid with n-Butanol by Reactive Distillation. In: Industrial & Engineering Chemistry Research. 46, 2007, p. 6873, doi : 10.1021 / ie061274j .
  7. ↑ unknown: Butyl lactate . Monographs on Fragrance Raw Materials. In: Food and Cosmetics Toxicology . tape December 17 , 1979, pp. 727 , doi : 10.1016 / s0015-6264 (79) 80014-0 (English, PDF ).