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77460

2-Chloroacetophenone

purum, ≥98.0% (GC)

Synonym(s):

ω-Chloroacetophenone, Phenacyl chloride

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About This Item

Linear Formula:
C6H5COCH2Cl
CAS Number:
532-27-4
Molecular Weight:
154.59
UNSPSC Code:
12352100
NACRES:
NA.22
PubChem Substance ID:
329767699
EC Number:
208-531-1
Beilstein/REAXYS Number:
507950
MDL number:
MFCD00000933
Assay:
≥98.0% (GC)
Form:
crystals
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grade

purum

Quality Level

200

assay

≥98.0% (GC)

form

crystals

bp

244-245 °C (lit.)

mp

53-56 °C, 54-56 °C (lit.)

density

1.324 g/mL at 25 °C (lit.)

functional group

chloro, ketone, phenyl

SMILES string

ClCC(=O)c1ccccc1

InChI

1S/C8H7ClO/c9-6-8(10)7-4-2-1-3-5-7/h1-5H,6H2

InChI key

IMACFCSSMIZSPP-UHFFFAOYSA-N

Gene Information

human ... PTPN6(5777)

General description

2-Chloroacetophenone is an organic building block used in the synthesis of heterocyclic compounds. It has low solubility in water but can be soluble in alcohols, ethers and other organic solvents.

Application

2-Chloroacetophenone can be used in the synthesis of phenyl acetic acid by Photo-Favorskii rearrangement. It is also used in the preparation of 1-(2-chlorophenyl)ethanol via asymmetric hydrogenation reaction.

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Danger

Hazard Classifications

Acute Tox. 2 Oral - Acute Tox. 3 Dermal - Acute Tox. 3 Inhalation - Eye Dam. 1 - Resp. Sens. 1 - Skin Irrit. 2 - STOT SE 3

target_organs

Respiratory system

Storage Class

6.1A - Combustible acute toxic Cat. 1 and 2 / very toxic hazardous materials

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Faceshields, Gloves, type P2 (EN 143) respirator cartridges

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Certificates of Analysis (COA)

Lot/Batch Number
0000553073
0000547456
0000546403
0000543292
0000532278

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Preparation of microgel-supported chiral catalysts and their application in the asymmetric hydrogenation of aromatic ketones
Deng J, et al.
Reactive and Functional Polymers, 72, 378-382 (2012)
Experimental study of the adsorption of 2-Chloroacetophenone at the air-environmental water interface
Hao, et al.
Frontiers in environmental science., 10, 2254-2254 (2022)
Lenilson C Rocha et al.
Biotechnology letters, 31(10), 1559-1563 (2009-06-06)
The asymmetric reduction of 2-chloro-1-phenylethanone (1) by seven strains of marine fungi was evaluated and afforded (S)-(-)-2-chloro-1-phenylethanol with, in the best case, an enantiomeric excess of 50% and an isolated yield of 60%. The ability of marine fungi to catalyse
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