Skip to Content
Merck
All Photos(1)

Key Documents

109274

Sigma-Aldrich

2-Chloropropionic acid

92%

Synonym(s):

(±)-2-Chloropropionic acid

Sign Into View Organizational & Contract Pricing


About This Item

Linear Formula:
CH3CHClCOOH
CAS Number:
Molecular Weight:
108.52
Beilstein:
1720259
EC Number:
MDL number:
UNSPSC Code:
12352100
eCl@ss:
39050312
PubChem Substance ID:
NACRES:
NA.22

vapor pressure

4 mmHg ( 20 °C)

Assay

92%

refractive index

n20/D 1.4345 (lit.)

bp

170-190 °C (lit.)

solubility

H2O: soluble

density

1.182 g/mL at 25 °C (lit.)

functional group

carboxylic acid

SMILES string

CC(Cl)C(O)=O

InChI

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

InChI key

GAWAYYRQGQZKCR-UHFFFAOYSA-N

Looking for similar products? Visit Product Comparison Guide

General description

(S)-2-Chloropropionic acid is the building block for the synthesis of aryloxyphenoxypropionic acid herbicides. 2-Chloropropionic acid is the raw material for production of pesticides, dyestuffs and agro- and forest chemicals.

Application

  • 2-Chloropropionic acid is used in the preparation of propargyl 2-chloropropionate (PCP), an atom transfer radical polymerization (ATRP) initiator, by the esterification of propargyl alcohol.
  • It can be employed in the synthesis of a biologically active chitin derivative, (1-carboxyethyl) chitosan.
  • It can be treated with o-phenylenediamine phosphate to synthesize benzimidazole derivatives.

Biochem/physiol Actions

2-Chloropropionic acid on oral administration induces necrosis of granule cell layer of rat cerebellum.

Other Notes

Contains 2,2-dichloropropionic acid

Pictograms

CorrosionExclamation mark

Signal Word

Danger

Hazard Statements

Hazard Classifications

Acute Tox. 4 Oral - Skin Corr. 1A

Storage Class Code

8A - Combustible corrosive hazardous materials

WGK

WGK 1

Flash Point(F)

215.6 °F - closed cup

Flash Point(C)

102 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Choose from one of the most recent versions:

Certificates of Analysis (COA)

Lot/Batch Number

Don't see the Right Version?

If you require a particular version, you can look up a specific certificate by the Lot or Batch number.

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

Synthesis of well-defined cyclic poly (N-isopropylacrylamide) via click chemistry and its unique thermal phase transition behavior.
Xu J, et al.
Macromolecules, 40(25), 9103-9110 (2007)
Synthesis of a new chitin derivative,(1-carboxyethyl) chitosan.
Shigemasa Y, et al.
Chemistry Letters (Jpn), 24(8), 623-624 (1995)
Asymmetric reduction of 2-chloroacrylic acid to (S)-2-chloropropionic acid by a novel reductase from Burkholderia sp. WS.
Kurata A, et al.
Tetrahedron Asymmetry, 15(18), 2837-2839 (2004)
A facile and ?Green? synthesis of 2-substituted benzimidazoles.
Srinivas K and Dubey P K
Der Chemica Sinica, 5(2), 114-117 (2014)
B B Aam et al.
Toxicology, 228(2-3), 124-134 (2006-09-30)
(+/-)-2-Chloropropionic acid (2-CPA) is a neurotoxic compound which kills cerebellar granule cells in vivo, and makes cerebellar granule cells in vitro produce reactive oxygen species (ROS). We have studied the effect of 2-CPA on ROS formation in human neutrophil granulocytes

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service