1,3,5-Tribromobenzene

http://www.chemspider.com/Chemical-Structure.11776.html ChemSpider 25 December 2023 1,3,5-Tribromobenzene 1,3,5-tribromobenzene.svg 125px skin-invert 1,3,5-tribromobenzene vdw.png 125px bg-transparent 1,3,5-Tribromobenzene sample.jpg 125px 1,3,5-Tribromobenzene sym-Tribromobenzene 626-39-1 correct CAS 11776 210-947-3 O3TD0U1OAQ 12279 1S/C6H3Br3/c7-4-1-5(8)3-6(9)2-4/h1-3H YWDUZLFWHVQCHY-UHFFFAOYSA-N C1=C(C=C(C=C1Br)Br)Br 6 3 3 colorless solid 122 271 1,3,5-Tribromobenzene is an aryl bromide and isomer of tribromobenzene, also known as sym-tribromobenzene.1,3,5-Tribromobenzene PubChem 25 December 2023 https://pubchem.ncbi.nlm.nih.gov/compound/1_3_5-Tribromobenzene 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.Organic Syntheses sym.-Tribromobenzene Coleman G. H. Talbot William F. 1933 13 96 10.15227/orgsyn.013.0096 free It has also been prepared by these methods: 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 Reactions and uses thumb|left|1,3,5-tris(4-formylphenyl)benzene (TFPB) 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.Bunck David N. Dichtel William R. William Dichtel Bulk Synthesis of Exfoliated Two-Dimensional Polymers Using Hydrazone-Linked Covalent Organic Frameworks Journal of the American Chemical Society 2013 135 40 14952–14955 10.1021/ja408243n 24053107 References Category:Bromobenzenes