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E34102

Sigma-Aldrich

(−)-Ethyl L-lactate

98%

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Synonym(s):
(−)-Ethyl (S)-2-hydroxypropionate, (S)-(−)-2-Hydroxypropionic acid ethyl ester, L-Lactic acid ethyl ester
Empirical Formula (Hill Notation):
C5H10O3
CAS Number:
687-47-8
Molecular Weight:
118.13
Beilstein:
1720839
EC Number:
211-694-1
MDL number:
MFCD00004518
PubChem Substance ID:
24894514
NACRES:
NA.22

vapor density

4.1 (vs air)

Quality Level

200

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.

Signal Word

Danger

Hazard Statements

H226 - H318 - H335

Hazard Classifications

Eye Dam. 1 - Flam. Liq. 3 - STOT SE 3

Target Organs

Respiratory system

Storage Class Code

3 - Flammable liquids

WGK

WGK 1

Flash Point(F)

128.8 °F - closed cup

Flash Point(C)

53.8 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Regulatory Information

危险化学品

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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)
Shuke Xiao et al.
eLife, 8 (2019-10-28)
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Eduardo Coelho et al.
Molecules (Basel, Switzerland), 25(3) (2020-02-07)
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