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427691

Sigma-Aldrich

3-Iodobenzyl bromide

95%

Synonym(s):

α-Bromo-m-iodotoluene, 1-(Bromomethyl)-3-iodobenzene, 3-(Bromomethyl)iodobenzene, m-Iodobenzylbromide

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About This Item

Linear Formula:
IC6H4CH2Br
CAS Number:
49617-83-6
Molecular Weight:
296.93
MDL number:
MFCD00019016
UNSPSC Code:
12352100
PubChem Substance ID:
24866775
NACRES:
NA.22

Quality Level

100

assay

95%

mp

46-51 °C (lit.)

SMILES string

BrCc1cccc(I)c1

InChI

1S/C7H6BrI/c8-5-6-2-1-3-7(9)4-6/h1-4H,5H2

InChI key

BACZSVQZBSCWIG-UHFFFAOYSA-N

Related Categories

General description

3-Iodobenzyl bromide (3-IBBr, m-iodobenzyl bromide) is a meta-isomer of iodobenzyl bromide. It can be synthesized by the bromination of m-iodotoluene.

Application

3-Iodobenzyl bromide (3-IBBr, m-iodobenzyl bromide) was used as a derivatization reagent for the extraction and purification of thiouracil (TU).
It may be used in the synthesis of the following:
  • meta-substituted phenylalanine derivatives
  • N6-substituted aristeromycin derivative
  • (N)-methanocarba-N6-(3-iodobenzyl)adenosine

pictograms

Corrosion
GHS05

signalword

Danger

hcodes

H314

Hazard Classifications

Eye Dam. 1 - Skin Corr. 1B

Storage Class

8A - Combustible corrosive hazardous materials

wgk_germany

WGK 3

flash_point_f

235.4 °F - closed cup

flash_point_c

113 °C - closed cup

ppe

Eyeshields, Faceshields, Gloves, type P3 (EN 143) respirator cartridges

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Julie A L Kiebooms et al.
Applied and environmental microbiology, 80(23), 7433-7442 (2014-09-28)
In recent years, the frequent detection of the banned thyreostat thiouracil (TU) in livestock urine has been related to endogenous TU formation following digestion of glucosinolate-rich Brassicaceae crops. Recently, it was demonstrated that, upon in vitro digestion of Brassicaceae, fecal
Barbara Woźniak et al.
Journal of veterinary research, 62(4), 511-517 (2019-02-08)
In the European Union, the use of thyreostatic drugs for fattening slaughter animals has been banned since 1981 under Council Directive 81/602/EEC. For protection of consumer health against unwanted residues and in compliance with Directive 96/23, each EU country must
Reaction of some sulfonyl halides with trypsin.
Kuranova IP and Konareva NV.
Bulletin of the Academy of Sciences of the USSR, Division of chemical science, 22(10), 2251-2254 (1973)
K A Jacobson et al.
Journal of medicinal chemistry, 43(11), 2196-2203 (2000-06-08)
Adenosine receptor agonists have cardioprotective, cerebroprotective, and antiinflammatory properties. We report that a carbocyclic modification of the ribose moiety incorporating ring constraints is a general approach for the design of A(1) and A(3) receptor agonists having favorable pharmacodynamic properties. While
Phase Transfer Catalyst (PTC) Catalyzed Alkylations of Glycinamides for Asymmetric Syntheses of alpha-Amino Acid Derivatives.
Park YS, et al.
Bull. Korean Chem. Soc., 22(9), 958-962 (2001)

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