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B56412

Sigma-Aldrich

Bromoacetyl bromide

≥98%

Synonym(s):

α-Bromoacetyl bromide, 2-Bromoacetyl bromide, Monobromoacetyl bromide

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About This Item

Linear Formula:
BrCH2COBr
CAS Number:
Molecular Weight:
201.84
Beilstein/REAXYS Number:
605440
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22

vapor pressure

3.8 mmHg ( 25 °C)

Quality Level

assay

≥98%

form

liquid

refractive index

n20/D 1.547 (lit.)

bp

147-150 °C (lit.)

density

2.317 g/mL at 25 °C (lit.)

storage temp.

2-8°C

SMILES string

BrCC(Br)=O

InChI

1S/C2H2Br2O/c3-1-2(4)5/h1H2

InChI key

LSTRKXWIZZZYAS-UHFFFAOYSA-N

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General description

Bromoacetyl bromide is employed as an acylating reagent and in the production of heterocyclic compounds.

Application

Bromoacetyl bromide can be used to convert:
  • Amines to azido acetamides.
  • p-Arsanilic acid to 4-(2-bromoacetylamino)benzenearsonic acid, a precursor to 4-(N-(S-penicillaminylacetyl)amino)phenylarsonous acid (PENAO), a metal-based drug.
  • 3,5-Dimethylphenol to 3,5-dimethylphenyl 2-bromoacetate.
  • Cystamine dihydrochloride to N,N′-bis(bromoacetyl) cystamine, a bifunctional quaternizing agent.

It can also be used as a reagent to synthesize imidazolium or piridinium based ionic liquids.

pictograms

Corrosion

signalword

Danger

hcodes

Hazard Classifications

Skin Corr. 1B

supp_hazards

wgk_germany

WGK 3

flash_point_f

closed cup

flash_point_c

closed cup

ppe

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


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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