All Photos(1)
Synonym(s):
α-Bromoacetyl bromide, 2-Bromoacetyl bromide, Monobromoacetyl bromide
Linear Formula:
BrCH2COBr
CAS Number:
Molecular Weight:
201.84
Beilstein:
605440
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22
Recommended Products
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:
It can also be used as a reagent to synthesize imidazolium or piridinium based ionic liquids.
- 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.
Signal Word
Danger
Hazard Statements
Precautionary Statements
Hazard Classifications
Skin Corr. 1B
Supplementary Hazards
WGK
WGK 3
Flash Point(F)
closed cup
Flash Point(C)
closed cup
Personal Protective Equipment
dust mask type N95 (US), Eyeshields, Gloves
Regulatory Information
危险化学品
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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Direct Polymerization of the Arsenic Drug PENAO to Obtain Nanoparticles with High Thiol-Reactivity and Anti-Cancer Efficiency.
Noy JM, et al.
Bioconjugate Chemistry, 29(2), 546-558 (2018)
Aggregation behavior and antimicrobial activity of ester-functionalized imidazolium-and pyridinium-based ionic liquids in aqueous solution.
Garcia MT, et al.
Langmuir, 29(8), 2536-2545 (2013)
Site-Selective Conversion of Azido Groups at Carbonyl ?-Positions to Diazo Groups in Diazido and Triazido Compounds.
Yokoi T, et al.
The Journal of Organic Chemistry, 83(19), 12103-12121 (2018)
pH and reduction dual-responsive nanogel cross-linked by quaternization reaction for enhanced cellular internalization and intracellular drug delivery.
Li M, et al.
Polym. Chem., 4(4), 1199-1207 (2013)
Bromoacetyl Bromide
Mantri AV
Synlett, 23, 2144-2145 (2012)
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