E34102

Sigma-Aldrich

(−)-Ethyl L-lactate

98%

Synonym(s):
(S)-(−)-2-Hydroxypropionic acid ethyl ester, (−)-Ethyl (S)-2-hydroxypropionate, L-Lactic acid ethyl ester
Empirical Formula (Hill Notation):
C5H10O3
CAS Number:
Molecular Weight:
118.13
Beilstein/REAXYS Number:
1720839
EC Number:
MDL number:
PubChem Substance ID:
NACRES:
NA.22

Quality Level

vapor density

4.1 (vs air)

vapor pressure

2 mmHg ( 20 °C)
5 mmHg ( 30 °C)

assay

98%

form

liquid

optical activity

[α]14/D −10°, neat

autoignition temp.

752 °F

expl. lim.

1.5 %, 100 °F

refractive index

n20/D 1.4130 (lit.)

pH

4 (20 °C, 50  g/L)

bp

154 °C (lit.)

mp

−26 °C (lit.)

density

1.034 g/mL at 20 °C (lit.)
1.042 g/mL at 25 °C

SMILES string

C[C@H](O)C(OCC)=O

InChI

1S/C5H10O3/c1-3-8-5(7)4(2)6/h4,6H,3H2,1-2H3/t4-/m0/s1

InChI key

LZCLXQDLBQLTDK-BYPYZUCNSA-N

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General description

Ethyl lactate is an economically viable green solvent used in organic synthesis. It is generally employed in organic reactions like multi-component reactions, cycloaddition reaction, asymmetric induction, photochemical synthesis, and ligand-free coupling reactions, etc.

Application

(−)-Ethyl L-lactate can be used in the preparation of:
  • (R)-(+)-2-methyloxirane.
  • (S)-2-((tert-Butyldimethylsilyl)oxy)propanal, a key intermediate for the synthesis of maltepolides.

Packaging

5, 100, 500 g in glass bottle

Signal Word

Danger

Hazard Statements

Target Organs

Respiratory system

Personal Protective Equipment

dust mask type N95 (US),Eyeshields,Gloves

RIDADR

UN1192 - class 3 - PG 3 - Ethyl lactate

WGK Germany

WGK 1

Flash Point(F)

128.8 °F - closed cup

Flash Point(C)

53.8 °C - closed cup

Ethyl lactate as a green solvent: a promising bio-compatible media for organic synthesis
Paul S, et al.
Current Green Chemistry, 3(1), 111-118 (2016)
A facile approach for the synthesis of C13-C24 fragments of maltepolides A, C and D
Rao, P Sankara and Srihari, P
Organic & Biomolecular Chemistry, 14(40), 9629-9638 (2016)
Ethyl lactate as a tunable solvent for the synthesis of aryl aldimines
Bennett J, et al.
Green Chemistry, 11(2), 166-168 (2009)
Stereocontrolled total synthesis of the macrocyclic lactone (-)-aspicilin.
Waanders PP, et al.
Tetrahedron Letters, 28(21), 2409-2412 (1987)
Hongyan Guo et al.
Journal of hazardous materials, 174(1-3), 59-63 (2009-09-29)
A new approach using aqueous ethyl lactate-modified [S,S]-ethylenediaminedisuccinic acid (EDDS) washing solutions for the removal of Cu from field-contaminated soils was examined in the laboratory. At pH 7 the maximum extraction efficiencies of Cu were about 41% by EDDS solution...

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