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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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250 ML

$58.90

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$118.00

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About This Item

Empirical Formula (Hill Notation):
C5H10O3
CAS Number:
687-47-8
Molecular Weight:
118.13
Beilstein/REAXYS Number:
1720839
EC Number:
211-694-1
MDL number:
MFCD00004518
UNSPSC Code:
12352108
PubChem Substance ID:
329761971
NACRES:
NA.22

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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

greener alternative product characteristics

Safer Solvents and Auxiliaries
Learn more about the Principles of Green Chemistry.

sustainability

Greener Alternative Product

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

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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1 of 4

This Item
77367E34102230340
(−)-Ethyl L-lactate purum, ≥98.0% (sum of enantiomers, GC)

Sigma-Aldrich

69799

(−)-Ethyl L-lactate

(−)-Ethyl L-lactate ≥99.0%

Sigma-Aldrich

77367

(−)-Ethyl L-lactate

(−)-Ethyl L-lactate 98%

Sigma-Aldrich

E34102

(−)-Ethyl L-lactate

(−)-Methyl L-lactate 98%, optical purity ee: 97% (GLC)

Sigma-Aldrich

230340

(−)-Methyl L-lactate

assay

≥98.0% (sum of enantiomers, GC)

assay

≥99.0% (Sum of enantiomers, GC)

assay

98%

assay

98%

Quality Level

100

Quality Level

100

Quality Level

200

Quality Level

100

mp

−26 °C (lit.)

mp

−26 °C (lit.)

mp

−26 °C (lit.)

mp

-

refractive index

n20/D 1.4130 (lit.)

refractive index

n20/D 1.4130 (lit.)

refractive index

n20/D 1.4130 (lit.)

refractive index

n20/D 1.413 (lit.)

density

1.034 g/mL at 20 °C (lit.)

density

1.034 g/mL at 20 °C (lit.)

density

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

density

1.09 g/mL at 25 °C (lit.)

bp

154 °C (lit.)

bp

154 °C (lit.)

bp

154 °C (lit.)

bp

144-145 °C (lit.)

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.

Other Notes

Important starting material for the synthesis of many chiral building blocks, e.g. (S)-1,2-propanediol and (S)-propylene oxide[1][2]; O-Protection and reduction to the aldehyde[3][4]

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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_germany

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

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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)
J. Gombos et al.
Chemische Berichte, 109, 2645-2645 (1976)
B. Seuring et al.
Helvetica Chimica Acta, 60, 1175-1175 (1977)
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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