109274
2-Chloropropionic acid
92%
Synonym(s):
(±)-2-Chloropropionic acid
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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)
Quality Level
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
chloro
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
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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
Signal Word
Danger
Hazard Statements
Precautionary 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
Regulatory Information
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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)
Synthesis of a new chitin derivative,(1-carboxyethyl) chitosan.
Shigemasa Y, et al.
Chemistry Letters (Jpn), 24(8), 623-624 (1995)
A facile and ?Green? synthesis of 2-substituted benzimidazoles.
Srinivas K and Dubey P K
Der Chemica Sinica, 5(2), 114-117 (2014)
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
R E Williams et al.
Journal of neurochemistry, 76(4), 1057-1065 (2001-02-22)
L-2-Chloropropionic acid is selectively toxic to the cerebellum in rats; the granule cell necrosis observed within 48 h can be prevented by prior administration of MK-801. Short-term treatment (2 h) with L-2-chloropropionic acid has also been shown to activate the
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