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69799

Sigma-Aldrich

(−)-Ethyl L-lactate

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

Synonym(s):

(−)-Ethyl (S)-2-hydroxypropionate, (S)-(−)-2-Hydroxypropionic acid ethyl ester, L-Lactic acid ethyl ester

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About This Item

Empirical Formula (Hill Notation):
C5H10O3
CAS Number:
Molecular Weight:
118.13
Beilstein:
1720839
EC Number:
MDL number:
UNSPSC Code:
12352108
PubChem Substance ID:
NACRES:
NA.22

vapor density

4.1 (vs air)

Quality Level

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.)

functional group

ester
hydroxyl

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

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

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L. Banfi et al.
The Journal of Organic Chemistry, 49, 3784-3784 (1984)
S.D. Burke et al.
Tetrahedron Letters, 28, 4143-4143 (1987)
B. Seuring et al.
Helvetica Chimica Acta, 60, 1175-1175 (1977)
J. Gombos et al.
Chemische Berichte, 109, 2645-2645 (1976)
Feng Li et al.
Cell metabolism, 32(5), 767-785 (2020-09-18)
Axons in the mature central nervous system (CNS) fail to regenerate after axotomy, partly due to the inhibitory environment constituted by reactive glial cells producing astrocytic scars, chondroitin sulfate proteoglycans, and myelin debris. We investigated this inhibitory milieu, showing that

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