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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:
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.

Signal Word

Danger

Hazard Statements

Hazard Classifications

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

Storage Class Code

8A - Combustible corrosive hazardous materials

WGK

WGK 1

Flash Point(F)

222.8 °F - closed cup

Flash Point(C)

106 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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 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)
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
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
Fanny Mochel et al.
Molecular genetics and metabolism, 84(4), 305-312 (2005-03-23)
A six-day-old girl was referred for severe hepatic failure, dehydratation, axial hypotonia, and both lactic acidosis and ketoacidosis. Biotin-unresponsive pyruvate carboxylase deficiency type B was diagnosed. Triheptanoin, an odd-carbon triglyceride, was administrated as a source for acetyl-CoA and anaplerotic propionyl-CoA.

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