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Merck
CN

69799

(−)-Ethyl L-lactate

greener alternative

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:
687-47-8
Molecular Weight:
118.13
UNSPSC Code:
12352108
NACRES:
NA.22
PubChem Substance ID:
329761971
EC Number:
211-694-1
Beilstein/REAXYS Number:
1720839
MDL number:
MFCD00004518

Key Documents

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Product Name

(−)-Ethyl L-lactate, purum, ≥98.0% (sum of enantiomers, GC)

InChI key

LZCLXQDLBQLTDK-BYPYZUCNSA-N

InChI

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

SMILES string

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

vapor density

4.1 (vs air)

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

Quality Level

100

greener alternative product characteristics

Safer Solvents and Auxiliaries
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sustainability

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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

greener alternative category

Aligned

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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

Features and Benefits

We are committed to bringing you Greener Alternative Products, which adhere to one or more of The 12 Principles of Greener Chemistry. This product is a safer and more sustainable alternative to ethyl acetate and acetone. It is an ester of natural L-lactic acid, which is produced by fermentation of sugar and thus aligns with "Safer Solvents and Auxiliaries" and "Use of Renewable Feedstocks". Click here for more information.

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Danger

Hazard Classifications

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

target_organs

Respiratory system

Storage Class

3 - Flammable liquids

wgk

WGK 1

flash_point_f

128.8 °F - closed cup

flash_point_c

53.8 °C - closed cup

ppe

Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter

Regulatory Information

危险化学品
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Certificates of Analysis (COA)

Lot/Batch Number
BCCN6857
BCCL6044
BCCM2476
BCCJ8646
BCCJ7536

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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)
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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