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123560

Sigma-Aldrich

α,α-Dibromotoluene

97%

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Synonym(s):
Benzal bromide
Linear Formula:
C6H5CHBr2
CAS Number:
Molecular Weight:
249.93
Beilstein:
1906098
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22

Quality Level

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

Skull and crossbonesCorrosion

Signal Word

Danger

Hazard Statements

Hazard Classifications

Acute Tox. 3 Oral - Skin Corr. 1B

WGK

WGK 3

Flash Point(F)

closed cup

Flash Point(C)

closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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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Mg-mediated Copolycondensation of a, a-Dibromotoluene with Bifunctional Electrophiles.
Ihara E, et al.
Polym. Bull., 60(2-3), 211-218 (2008)
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)
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
Novel synthesis of sulfones from a, a-dibromomethyl aromatics.
Xu F, et al.
Tetrahedron Letters, 44(6), 1283-1286 (2003)

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