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Merck
CN

E34102

(−)-Ethyl L-lactate

greener alternative

98%

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:
24894514
EC Number:
211-694-1
Beilstein/REAXYS Number:
1720839
MDL number:
MFCD00004518

Key Documents

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Product Name

(−)-Ethyl L-lactate, 98%

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)

assay

98%

form

liquid

optical activity

[α]14/D −10°, neat

autoignition temp.

752 °F

expl. lim.

1.5 %, 100 °F

Quality Level

200

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.)

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

greener alternative category

Aligned

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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.

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.

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
0000516846
0000516846
0000493793
0000493793
0000491818

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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)
Odorant binding proteins (Obps) are expressed at extremely high levels in the antennae of insects, and have long been believed essential for carrying hydrophobic odorants to odor receptors. Previously we found that when one functional type of olfactory sensillum in
Stereocontrolled total synthesis of the macrocyclic lactone (-)-aspicilin.
Waanders PP, et al.
Tetrahedron Letters, 28(21), 2409-2412 (1987)
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