C11081
Tetrabromomethane
ReagentPlus®, 99%
Synonym(s):
Carbon tetrabromide
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All Photos(4)
About This Item
Empirical Formula (Hill Notation):
CBr4
CAS Number:
Molecular Weight:
331.63
Beilstein:
1732799
EC Number:
MDL number:
UNSPSC Code:
12352101
PubChem Substance ID:
NACRES:
NA.22
Recommended Products
vapor pressure
40 mmHg ( 96 °C)
Quality Level
product line
ReagentPlus®
Assay
99%
form
crystals
bp
190 °C (lit.)
mp
88-90 °C (lit.)
SMILES string
BrC(Br)(Br)Br
InChI
1S/CBr4/c2-1(3,4)5
InChI key
HJUGFYREWKUQJT-UHFFFAOYSA-N
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General description
Tetrabromomethane can serve as a mediator, catalyst, and reagent in the synthesis of valuable chemicals.
Application
Tetrabromomethane may be used in the following applications:
- As a transfer agent for the copolymerization of methylmethacrylate and p-divinylbenzene to form soluble crosslinked polymers.
- As a catalyst for the aerobic photooxidative synthesis of aromatic esters from benzyl alcohols under metal-free conditions.
- Bromination of adamantane and its derivatives in the presence of iron compounds as catalyst.
Legal Information
ReagentPlus is a registered trademark of Merck KGaA, Darmstadt, Germany
Signal Word
Danger
Hazard Statements
Precautionary Statements
Hazard Classifications
Acute Tox. 4 Oral - Eye Dam. 1 - Skin Irrit. 2 - STOT SE 3
Target Organs
Respiratory system
Storage Class Code
6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects
WGK
WGK 3
Flash Point(F)
Not applicable
Flash Point(C)
Not applicable
Personal Protective Equipment
dust mask type N95 (US), Eyeshields, Gloves
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Recent advances in the application of tetrabromomethane in organic synthesis
Kumar S, et al.
Inorganic chemistry frontiers, 8(15), 4288-4314 (2021)
Preparation of soluble microgel by the copolymerization of methylmethacrylate with p?divinylbenzene in the presence of tetrabromomethane.
Chen H
Journal of Polymer Science Part A: Polymer Chemistry, 22(9), 2123-2130 (1984)
Aerobic oxidative esterification of benzyl alcohols with catalytic tetrabromomethane under visible light irradiation.
Nobuta T
Tetrahedron Letters, 53(39), 5306-5308 (2012)
Bromination of adamantane and its derivatives with tetrabromomethane catalyzed by iron compounds.
Khusnutdinov RI
Russ. J. Org. Chem., 51(2), 184-187 (2015)
Yuko Shingu et al.
Organic & biomolecular chemistry, 1(14), 2518-2521 (2003-09-06)
The reaction of a 2-O-benzyl-1-hydroxy sugar with CBr4 and Ph3P generates a glycosyl bromide in situ, which is coupled with an acceptor alcohol in the presence of N,N-tetramethylurea to afford an alpha-glycosyl product virtually quantitatively. In a proposed pathway, the
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