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C11081

Sigma-Aldrich

Tetrabromomethane

ReagentPlus®, 99%

Synonym(s):

Carbon tetrabromide

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About This Item

Empirical Formula (Hill Notation):
CBr4
CAS Number:
558-13-4
Molecular Weight:
331.63
Beilstein/REAXYS Number:
1732799
EC Number:
209-189-6
MDL number:
MFCD00000117
UNSPSC Code:
12352101
PubChem Substance ID:
24892347
NACRES:
NA.22

vapor pressure

40 mmHg ( 96 °C)

Quality Level

200

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

pictograms

CorrosionExclamation mark
GHS05,GHS07

signalword

Danger

Hazard Classifications

Acute Tox. 4 Oral - Eye Dam. 1 - Skin Irrit. 2 - STOT SE 3

target_organs

Respiratory system

Storage Class

6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
MKCP8492
MKCP2169
MKCP2168
MKCN5450
MKCL3365

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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)
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)
Wendan Cheng et al.
Chemistry (Weinheim an der Bergstrasse, Germany), 12(26), 6880-6887 (2006-06-23)
Electronic origin for nonresonant enhancement of nonlinear optical response in the complexes formed from tetraalkylammonium halide and carbon tetrabromide is provided in view of electrostatic potentials of intermolecular donor (halide ion)-acceptor (CBr(4)). The calculated electrostatic potentials of donor-acceptor range from
O Salehzadeh et al.
Nanotechnology, 22(16), 165603-165603 (2011-03-12)
Carbon is a commonly used p-type dopant in planar III-V semiconductors, however its use in nanowire (NW) growth has been much less reported. In this work we show that the morphology of gold assisted GaAs NWs can be strongly modified
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