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Merck
CN

C11081

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
UNSPSC Code:
12352101
NACRES:
NA.22
PubChem Substance ID:
24892347
EC Number:
209-189-6
Beilstein/REAXYS Number:
1732799
MDL number:
MFCD00000117

Key Documents

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Product Name

Tetrabromomethane, ReagentPlus®, 99%

InChI key

HJUGFYREWKUQJT-UHFFFAOYSA-N

InChI

1S/CBr4/c2-1(3,4)5

SMILES string

BrC(Br)(Br)Br

vapor pressure

40 mmHg ( 96 °C)

product line

ReagentPlus®

assay

99%

form

crystals

bp

190 °C (lit.)

mp

88-90 °C (lit.)

Quality Level

200

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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.

General description

Tetrabromomethane can serve as a mediator, catalyst, and reagent in the synthesis of valuable chemicals.

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

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves

Regulatory Information

危险化学品
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Certificates of Analysis (COA)

Lot/Batch Number
MKCZ9405
MKCX5138
MKCW9780
MKCT6705
MKCV0051

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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)
Bromination of adamantane and its derivatives with tetrabromomethane catalyzed by iron compounds.
Khusnutdinov RI
Russ. J. Org. Chem., 51(2), 184-187 (2015)
Aerobic oxidative esterification of benzyl alcohols with catalytic tetrabromomethane under visible light irradiation.
Nobuta T
Tetrahedron Letters, 53(39), 5306-5308 (2012)
J S Yadav et al.
Carbohydrate research, 329(4), 885-888 (2000-12-28)
Trityl ethers are selectively deprotected to the corresponding alcohols in high yields by CBr4 in refluxing methanol under neutral reaction conditions. Other hydroxyl protecting groups like isopropylidene, allyl, benzyl, acetyl, benzoyl, methyl, tosyl, prenyl, propargyl, tert-butyldiphenylsilyl and p-methoxybenzyl ethers are
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