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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:
Molecular Weight:
118.13
Beilstein:
1720839
EC Number:
MDL number:
UNSPSC Code:
12352108
PubChem Substance ID:
NACRES:
NA.22
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vapor density

4.1 (vs air)

Quality Level

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

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

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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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.

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.

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.

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

Regulatory Information

危险化学品
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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)
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)
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
Eduardo Coelho et al.
Molecules (Basel, Switzerland), 25(3) (2020-02-07)
Knowledge of composition of beverages volatile fraction is essential for understanding their sensory attributes. Analysis of volatile compounds predominantly resorts to gas chromatography coupled with mass spectrometry (GC-MS). Often a previous concentration step is required to quantify compounds found at

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