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E34102

Sigma-Aldrich

(−)-Ethyl L-lactate

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
Beilstein:
1720839
EC Number:
211-694-1
MDL number:
MFCD00004518
UNSPSC Code:
12352108
PubChem Substance ID:
24894514
NACRES:
NA.22

vapor density

4.1 (vs air)

Quality Level

200

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

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

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.

Signal Word

Danger

Hazard Statements

H226 - H318 - H335

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 Listings

Regulatory Listings are mainly provided for chemical products. Only limited information can be provided here for non-chemical products. No entry means none of the components are listed. It is the user’s obligation to ensure the safe and legal use of the product.

EU REACH Annex XVII (Restriction List)

CAS No.

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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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)
Stereocontrolled total synthesis of the macrocyclic lactone (-)-aspicilin.
Waanders PP, et al.
Tetrahedron Letters, 28(21), 2409-2412 (1987)
Hongyan Guo et al.
Journal of hazardous materials, 174(1-3), 59-63 (2009-09-29)
A new approach using aqueous ethyl lactate-modified [S,S]-ethylenediaminedisuccinic acid (EDDS) washing solutions for the removal of Cu from field-contaminated soils was examined in the laboratory. At pH 7 the maximum extraction efficiencies of Cu were about 41% by EDDS solution
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