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306797

Sigma-Aldrich

(S)-(−)-2-Chloropropionic acid

99%

Synonym(s):

(S)-(−)-2-Chloropropanoic acid, L-α-Chloropropionic acid

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About This Item

Linear Formula:
CH3CH(Cl)CO2H
CAS Number:
Molecular Weight:
108.52
Beilstein/REAXYS Number:
1720257
EC Number:
MDL number:
UNSPSC Code:
12352101
PubChem Substance ID:

assay

99%

form

liquid

optical activity

[α]25/D −14°, neat

refractive index

n20/D 1.4347 (lit.)

bp

77 °C/10 mmHg (lit.)

density

1.249 g/mL at 25 °C (lit.)

SMILES string

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

InChI

1S/C3H5ClO2/c1-2(4)3(5)6/h2H,1H3,(H,5,6)/t2-/m0/s1

InChI key

GAWAYYRQGQZKCR-REOHCLBHSA-N

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Application

(S)-(-)-2-Chloropropionic acid may be used in the preparation of (S)-(-)-2-chloropropionyl chloride and DOTMA ([αR*(αR*,α′R*,α”R*,α”′R*)]-(α,α′,α”,α”′)-tetramethyl-1,4,7,10-tetraazacyclododecane-1,4,7,10-tetraacetic acid) ligand.

signalword

Danger

Hazard Classifications

Acute Tox. 4 Dermal - Acute Tox. 4 Oral - Eye Dam. 1 - Skin Corr. 1A - STOT RE 2

Storage Class

8A - Combustible corrosive hazardous materials

wgk_germany

WGK 1

flash_point_f

222.8 °F - closed cup

flash_point_c

106 °C - closed cup

ppe

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


Certificates of Analysis (COA)

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A new ytterbium chelate as contrast agent in chemical shift imaging and temperature sensitive probe for MR spectroscopy.
Aime S, et al.
Magnetic Resonance in Medicine : Official Journal of the Society of Magnetic Resonance in Medicine / Society of Magnetic Resonance in Medicine, 35(5), 648-651 (1996)
Synthesis of optically pure. alpha.-alkylated. alpha.-amino acids and a single-step method for enantiomeric excess determination.
Kruizinga WH, et al.
The Journal of Organic Chemistry, 53(8) (1988)
Timothy P Higgins et al.
Biodegradation, 16(5), 485-492 (2005-05-04)
We previously reported the presence of both haloalcohol and haloalkanoate dehalogenase activity in the Agrobacterium sp. strain NHG3. The versatile nature of the organism led us to further characterise the genetic basis of these dehalogenation activities. Cloning and sequencing of
Atsushi Kurata et al.
Journal of bioscience and bioengineering, 105(4), 429-431 (2008-05-24)
(S)-2-Chloropropionate is a synthetic intermediate for phenoxypropionic acid herbicides. We constructed a system for asymmetric reduction of 2-chloroacrylate to produce (S)-2-chloropropionate with recombinant Escherichia coli cells producing 2-haloacrylate reductase from Burkholderia sp. WS and an NADPH regeneration system. The system
Atsushi Kurata et al.
The Journal of biological chemistry, 280(21), 20286-20291 (2005-03-23)
A soil bacterium, Burkholderia sp. WS, grows on 2-chloroacrylate as the sole carbon source. To identify the enzymes metabolizing 2-chloroacrylate, we carried out comparative two-dimensional gel electrophoresis of the proteins from 2-chloroacrylate- and lactate-grown bacterial cells. As a result, we

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