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C11081

Sigma-Aldrich

Tetrabromomethane

ReagentPlus®, 99%

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Synonym(s):
Carbon tetrabromide
Empirical Formula (Hill Notation):
CBr4
CAS Number:
Molecular Weight:
331.63
Beilstein:
1732799
EC Number:
MDL number:
PubChem Substance ID:
NACRES:
NA.22

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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This Item
867601855741.00034
Tetrabromomethane ReagentPlus®, 99%

Sigma-Aldrich

C11081

Tetrabromomethane

form

crystals

form

liquid

form

liquid

form

liquid

bp

190 °C (lit.)

bp

119 °C/15 mmHg (lit.)

bp

119 °C/15 mmHg (lit.)

bp

239 °C/1013 hPa (decomposition)

mp

88-90 °C (lit.)

mp

−1-1 °C (lit.)

mp

−1-1 °C (lit.)

mp

-1 °C

Quality Level

200

Quality Level

100

Quality Level

100

Quality Level

200

vapor pressure

40 mmHg ( 96 °C)

vapor pressure

0.1 mmHg ( 20 °C)

vapor pressure

0.1 mmHg ( 20 °C)

vapor pressure

0.03-0.13 hPa ( 20 °C)

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

Pictograms

CorrosionExclamation mark

Signal Word

Danger

Hazard 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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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)
Recent advances in the application of tetrabromomethane in organic synthesis
Kumar S, et al.
Inorganic chemistry frontiers, 8(15), 4288-4314 (2021)
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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