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16120

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:
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

Signal Word

Danger

Hazard Statements

H314,H335

Hazard Classifications

Skin Corr. 1B - STOT SE 3

Target Organs

Respiratory system

Supplementary Hazards

EUH014

Storage Class Code

8A - Combustible corrosive hazardous materials

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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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
Xueqi Sun et al.
International journal of biological macromolecules, 152, 349-358 (2020-02-23)
In this study, a new class of chitosan derivatives possessing sulfonium salts was synthesized, and characterized by FT-IR, 1H NMR, 13C NMR, and elemental analyses. IR spectra, 1H NMR and 13C NMR of the structural units of these polymers validated
Non-adiabatic effects in the photodissociation of bromoacetyl chloride.
Bacchus-Montabonel M-C, et al.
Chemical Physics Letters, 374(3), 307-313 (2003)
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)
Jonathan E Meegan et al.
Soft matter, 13(35), 5922-5932 (2017-08-05)
Four novel amino acid-functionalised triphenylenes have been prepared with glycine, l-alanine, l-phenylalanine and l-tryptophan ethyl ester side-chains. The glycine derivative is a good gelator of chloroform, the alanine derivative gels ethanol and toluene, and the phenylalanine derivative gels benzene and
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