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1,3,5-Tribromobenzene
Chemical compound From Wikipedia, the free encyclopedia
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1,3,5-Tribromobenzene is an aryl bromide and isomer of tribromobenzene, also known as sym-tribromobenzene.[2]
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Preparation
Brominating aniline with elemental bromine gives 2,4,6-tribromoaniline. This is then diazotized, then reacted with ethanol to replace the diazonium group with hydrogen, forming 1,3,5-tribromobenzene.[3]
It has also been prepared by these methods:[3]
- replacement of the amino group of 3,5-dibromoaniline with bromine
- the action of light on bromoacetylene, effecting an alkyne trimerisation to 1,3,5-tribromobenzene
- decomposition of 2,4,6-tribromophenylhydrazine
- reduction of 2,4,6-tribromobenzenediazonium sulfate
- a side product in the preparation of 2,4,6-tribromobenzonitrile
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Reactions and uses

1,3,5-Tribromobenzene is a precursor to C3-symmetric molecules. It undergoes a Suzuki reaction with three equivalents of 4-formylphenylboronic acid to form 1,3,5-tris(4-formylphenyl)benzene (TFPB), a monomer for covalent organic frameworks.[4]
References
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