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
Recommended Products
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
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
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Asymmetric reduction of 2-chloroacrylic acid to (S)-2-chloropropionic acid by a novel reductase from Burkholderia sp. WS.
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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
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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