B56412
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:
605440
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22
Recommended Products
vapor pressure
3.8 mmHg ( 25 °C)
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
Storage Class Code
8A - Combustible corrosive hazardous materials
WGK
WGK 3
Flash Point(F)
221.0 °F - closed cup
Flash Point(C)
105 °C - closed cup
Personal Protective Equipment
dust mask type N95 (US), Eyeshields, Gloves
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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)
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)
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)
Regio-and Stereoselective Nickel-Catalyzed Coupling of Boronic Acids with Allenoates.
Liu Y, et al.
Synthesis, 29(2), 546-558 (2018)
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)
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