1,2-Bis(bromomethyl)benzene Chemical Properties

Melting point:

91-94 °C(lit.)

Boiling point:

140 °C / 20mmHg

Density 

1.96 g/mL at 25 °C(lit.)

refractive index 

1.6113 (estimate)

storage temp. 

Keep in dark place,Sealed in dry,Room Temperature

solubility 

sol ethanol, ether, chloroform; slightly sol petroleum ether.

form 

Crystals or Crystalline Powder

color 

White to light cream

Water Solubility 

soluble, hydrolyses

BRN 

637159

InChIKey

KGKAYWMGPDWLQZ-UHFFFAOYSA-N

CAS DataBase Reference

91-13-4(CAS DataBase Reference)

NIST Chemistry Reference

Benzene, 1,2-bis(bromomethyl)-(91-13-4)

EPA Substance Registry System

Benzene, 1,2-bis(bromomethyl)- (91-13-4)

Safety Information

Hazard Codes 

C

Risk Statements 

22-34

Safety Statements 

26-36/37/39-45

RIDADR 

UN 3448 6.1/PG 2

WGK Germany 

2

F 

8-19-21

TSCA 

Yes

HazardClass 

8

PackingGroup 

III

HS Code 

29036990

MSDS

• Language:English Provider:1,2-Bis(bromomethyl)benzene
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1,2-Bis(bromomethyl)benzene Usage And Synthesis

Chemical Properties

white to light yellow crystal powde

Uses

1,2-Bis(bromomethyl)benzene is used in the synthesis of isothioureas involved in the inhibition of human nitric oxide synthases. Also used in the synthesis of tridentate carbene ligands.

Application

1,2-Bis(bromomethyl)benzene (α,α′-Dibromo-o-xylene) is a source of o-quinodimethane, a highly reactive diene useful in Diels-Alder reactions; an electrophile for the synthesis of carbo- and heterocyclic compounds including macrocycles (cyclophanes, crown ethers, hemispherands, spherands), cryptands, hemicarcerands, vaulted cappedophanes, bicyclic compounds, spirocyclic compounds; a protective group reagent for diols.

storage

1,2-Bis(bromomethyl)benzene should be avoided moisture; corrosive (forms HBr on hydrolysis); lachrymator; not mutagenic in Ames test; decontaminate by soaking apparatus, etc. in alcoholic alkali for 24 h or longer.

Purification Methods

Crystallise it from CHCl3 or pet ether, and/or distil it under vacuum. [Wenner Org Chem 17 527 1952, Beilstein 5 H 366, 5 I 180, 5 II 285, 5 III 819, 5 IV 929.]

1,2-Bis(bromomethyl)benzene(91-13-4)Related Product Information

• 1,2-Dibromoethane
• Musk xylene
• Ethylbenzene
• Allylbenzene
• Diethylstilbestrol
• BROMOPENTAMETHYLBENZENE
• Decabromodiphenyl Ethane
• Benzyl bromide
• XYLENE CYANOL FF
• Benzene
• Bromodiphenylmethane
• 4-BROMO-2,2-DIPHENYLBUTYRONITRILE
• Methyl 4-(bromomethyl)benzoate
• Xylene
• ALPHA,ALPHA,ALPHA',ALPHA'-TETRABROMO-O-XYLENE
• HEXAKIS(BROMOMETHYL)BENZENE
• 2-Methoxy-5-(2-ethylhexyloxy)-1,4-bis(bromomethyl)benzene
• 1,2,4,5-TETRAKIS(BROMOMETHYL)BENZENE