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Sigma-Aldrich

Bromoacetyl chloride

≥95% (GC)

Synonym(s):

2-Bromo-1-chloro-ethanal, 2-Bromoacetyl chloride

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About This Item

Linear Formula:
BrCH2COCl
CAS Number:
22118-09-8
Molecular Weight:
157.39
Beilstein/REAXYS Number:
1209323
EC Number:
244-790-7
MDL number:
MFCD00000724
UNSPSC Code:
12352100
PubChem Substance ID:
57647548
NACRES:
NA.22

Quality Level

200

assay

≥95% (GC)

refractive index

n20/D 1.495

bp

127-128 °C (lit.)

density

1.89 g/mL at 20 °C

SMILES string

ClC(=O)CBr

InChI

1S/C2H2BrClO/c3-1-2(4)5/h1H2

InChI key

SYZRZLUNWVNNNV-UHFFFAOYSA-N

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General description

The competitive photodissociation of bromoacetyl chloride has been studied by ab initio methods.

Application

Bromoacetyl chloride was used in the synthesis of α,α-disubstituted thioisomünchnones. It was also used in the preparation of 1,3-dibromoacetone.

pictograms

CorrosionExclamation mark
GHS05,GHS07

signalword

Danger

hcodes

H314,H335

Hazard Classifications

Skin Corr. 1B - STOT SE 3

target_organs

Respiratory system

supp_hazards

EUH014

Storage Class

8A - Combustible corrosive hazardous materials

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

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

Certificates of Analysis (COA)

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S S Husain et al.
The Biochemical journal, 108(5), 855-859 (1968-08-01)
Papain was irreversibly inhibited by 1,3-dibromoacetone, a reagent designed to react first with the active-site cysteine residue and subsequently with a second nucleophile. The molecular weight of the inhibited enzyme was indistinguishable from that of papain itself, and no evidence
Cycloaddition chemistry of anhydro-4-hydroxy-1, 3-thiazolium hydroxides (thioisomunchnones) for the synthesis of heterocycles.
Padwa A, et al.
Synthesis, 1994(9), 993-1004 (1994)
Non-adiabatic effects in the photodissociation of bromoacetyl chloride.
Bacchus-Montabonel M-C, et al.
Chemical Physics Letters, 374(3), 307-313 (2003)
Azam Sargazi et al.
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