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123560

Sigma-Aldrich

α,α-Dibromotoluene

97%

Synonym(s):

Benzal bromide

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About This Item

Linear Formula:
C6H5CHBr2
CAS Number:
618-31-5
Molecular Weight:
249.93
Beilstein/REAXYS Number:
1906098
EC Number:
210-543-7
MDL number:
MFCD00000130
UNSPSC Code:
12352100
PubChem Substance ID:
24847575
NACRES:
NA.22

Quality Level

100

assay

97%

form

liquid

refractive index

n20/D 1.614 (lit.)

bp

156 °C/23 mmHg (lit.)

density

1.51 g/mL at 25 °C (lit.)

SMILES string

BrC(Br)c1ccccc1

InChI

1S/C7H6Br2/c8-7(9)6-4-2-1-3-5-6/h1-5,7H

InChI key

VCJZTATVUDMNLU-UHFFFAOYSA-N

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General description

α,α-Dibromotoluene undergoes polymerization with excess Mg to give poly(phenylmethylene)s. It reacts with NaSO2Me at 110°C to yield a mixture of the monosulfone and α,α-disulfone. It undergoes copolycondensation with α,α′-dibromo-p-xylylene in the presence of excess Mg via nucleophilic substitution of in situ generated Grignard reagents.

pictograms

CorrosionSkull and crossbones
GHS05,GHS06

signalword

Danger

Hazard Classifications

Acute Tox. 3 Oral - Skin Corr. 1B

Storage Class

6.1A - Combustible, acute toxic Cat. 1 and 2 / very toxic hazardous materials

wgk_germany

WGK 3

flash_point_f

228.2 °F - closed cup

flash_point_c

109 °C - closed cup

ppe

Faceshields, Gloves, Goggles, type ABEK (EN14387) respirator filter

Certificates of Analysis (COA)

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α,α-Dibromotoluene as a monomer for poly (substituted methylene) synthesis: Magnesium-mediated polycondensation of α,α-dibromotoluene and magnesium/copper-mediated copolycondensation of α,α-dibromotoluene with 1, 6-dibromohexane.
Ihara E, et al.
Journal of Polymer Science Part A: Polymer Chemistry, 44(19), 5661-5671 (2006)
Mg-mediated Copolycondensation of a, a-Dibromotoluene with Bifunctional Electrophiles.
Ihara E, et al.
Polym. Bull., 60(2-3), 211-218 (2008)
Novel synthesis of sulfones from a, a-dibromomethyl aromatics.
Xu F, et al.
Tetrahedron Letters, 44(6), 1283-1286 (2003)
Na Wang et al.
Journal of photochemistry and photobiology. B, Biology, 210, 111978-111978 (2020-08-11)
Common bacterial pathogens have become resistant to traditional antibiotics, representing an indispensable public health crisis. Photodynamic therapy (PDT), especially when common visible light sources are used as photodynamic power, is a promising bactericidal method. Based on the special photodynamic properties

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