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Merck
CN

109274

2-Chloropropionic acid

92%

Synonym(s):

(±)-2-Chloropropionic acid

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About This Item

Linear Formula:
CH3CHClCOOH
CAS Number:
598-78-7
Molecular Weight:
108.52
NACRES:
NA.22
PubChem Substance ID:
24846904
eCl@ss:
39050312
UNSPSC Code:
12352100
EC Number:
209-952-3
MDL number:
MFCD00004224
Beilstein/REAXYS Number:
1720259
Assay:
92%

Key Documents

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InChI key

GAWAYYRQGQZKCR-UHFFFAOYSA-N

InChI

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

SMILES string

CC(Cl)C(O)=O

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

Quality Level

100

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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

pictograms

CorrosionExclamation mark
GHS05,GHS07

signalword

Danger

hcodes

H302,H314

Hazard Classifications

Acute Tox. 4 Oral - Skin Corr. 1A

Storage Class

8A - Combustible corrosive hazardous materials

wgk

WGK 1

flash_point_f

215.6 °F - closed cup

flash_point_c

102 °C - closed cup

ppe

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

Regulatory Information

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Certificates of Analysis (COA)

Lot/Batch Number
SDBB4754
STBL3923
STBL2053
STBL0593
STBK1846

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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)
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)
Takashi Nakamura et al.
Journal of computational chemistry, 30(16), 2625-2634 (2009-04-18)
L-2-haloacid dehalogenase (L-DEX) catalyzes the hydrolytic dehalogenation of L-2-haloalkanoic acids to produce the corresponding D-2-hydroxyalkanoic acids. This enzyme is expected to be applicable to the bioremediation of environments contaminated with halogenated organic compounds. We analyzed the reaction mechanism of L-DEX
O Myhre et al.
Journal of neuroscience research, 66(5), 992-997 (2001-12-18)
Oral administration of rats to L-2-chloropropionate (L-CPA) causes selective necrosis to the granule cell layer of the cerebellum in vivo and to cultured rat cerebellar granule cells in vitro. The present study was conducted to characterize the involvement of reactive
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