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69799

Sigma-Aldrich

(−)-Ethyl L-lactate

purum, ≥98.0% (sum of enantiomers, GC)

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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:
329761971
NACRES:
NA.22

vapor density

4.1 (vs air)

Quality Level

100

vapor pressure

2 mmHg ( 20 °C)
5 mmHg ( 30 °C)

grade

purum

Assay

≥98.0% (sum of enantiomers, GC)

form

liquid

optical purity

enantiomeric excess: ≥97.5:2.5

autoignition temp.

752 °F

expl. lim.

1.5 %, 100 °F

refractive index

n20/D 1.4130 (lit.)
n20/D 1.413

bp

154 °C (lit.)

mp

−26 °C (lit.)

density

1.034 g/mL at 20 °C (lit.)

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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Other Notes

Important starting material for the synthesis of many chiral building blocks, e.g. (S)-1,2-propanediol and (S)-propylene oxide; O-Protection and reduction to the aldehyde

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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S.D. Burke et al.
Tetrahedron Letters, 28, 4143-4143 (1987)
L. Banfi et al.
The Journal of Organic Chemistry, 49, 3784-3784 (1984)
B. Seuring et al.
Helvetica Chimica Acta, 60, 1175-1175 (1977)
J. Gombos et al.
Chemische Berichte, 109, 2645-2645 (1976)
Jun Liu et al.
The Journal of organic chemistry, 77(21), 9718-9723 (2012-10-12)
The efficient and concise synthesis of (-)-orthodiffenes A and C has been accomplished for the first time in eight steps from readily available chiral synthons, D-mannose and D-ethyl lactate. Our work confirmed the complete structure of orthodiffenes A and C
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