Bromobenzene

Base Information

• Chemical Name: Bromobenzene
• CAS No.: 52753-63-6
• Molecular Formula: 14C6H5Br
• Molecular Weight: 157.01
• European Community (EC) Number: 203-623-8
• ICSC Number: 1016
• NSC Number: 6529
• UN Number: 2514
• UNII: CO4D5J547L
• DSSTox Substance ID: DTXSID5024637
• Nikkaji Number: J2.867C
• Wikipedia: Bromobenzene
• Wikidata: Q410597
• Metabolomics Workbench ID: 53022
• ChEMBL ID: CHEMBL16068
• Mol file: 52753-63-6.mol

Synonyms:bromobenzene;bromobenzene, 14C-labeled

Chemical Property of Bromobenzene

Chemical Property:

• Storage Temp.: 2-8°C
• XLogP3: 3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 0
• Exact Mass: 155.95746
• Heavy Atom Count: 7
• Complexity: 46.1
• Transport DOT Label: Flammable Liquid

Purity/Quality:

Safty Information:

• Pictogram(s): R
• Hazard Codes: R

MSDS Files:

Useful:

• Chemical Classes: Solvents -> Brominated Solvents
• Canonical SMILES: C1=CC=C(C=C1)Br
• Inhalation Risk: No indication can be given about the rate at which a harmful concentration of this substance in the air is reached on evaporation at 20 °C.
• Effects of Short Term Exposure: The substance is irritating to the skin. If this liquid is swallowed, aspiration into the lungs may result in chemical pneumonitis. The substance may cause effects on the nervous system.
• Effects of Long Term Exposure: The substance may have effects on the liver and kidneys. This may result in impaired functions.

Technology Process of Bromobenzene

There total 536 articles about Bromobenzene which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 34.0%

cis-bicyclo<2.2.0>hexane (186-04-9,72033-85-3) → bromobenzene (108-86-1,52753-63-6) + 4-bromocyclohexene (3540-84-9) + trans-1,4-dibromocyclohexane (13618-83-2) + cis-1,4-dibromocyclohexane (16661-99-7) + cis-1-bromobicyclo<2.2.0>hexane (113555-32-1) + exo-2-bromobicyclo<2.2.0>hexane (113555-33-2)

Guidance literature:

With N-bromobis(trimethylsilyl)amine; at 75 ℃; Product distribution; different reagent and temperature;

DOI:10.1039/c39870001252

Reference yield: 10.0%

1.4-dibromobenzene (106-37-6) + phenylboronic acid (98-80-6) → bromobenzene (108-86-1,52753-63-6) + 4-bromo-1,1'-biphenyl (92-66-0) + [1,1';4',1'']terphenyl (92-94-4,94363-13-0)

Guidance literature:

With (2,4-dibenzyl-2,4-dihydro-3H-1,2,4-triazol-3-ylidene)(dibromo)(pyridine)palladium; tetrabutylammomium bromide; In N,N-dimethyl-formamide; isopropyl alcohol; at 80 ℃; for 2h; Reagent/catalyst; Inert atmosphere;

DOI:10.1007/s11172-018-2040-8

Reference yield:

diethyl ether (60-29-7,927820-24-4) + phenyllithium (591-51-5) + 1,1-dibromomethane (74-95-3) → bromobenzene (108-86-1,52753-63-6) + benzyl bromide (100-39-0) + 1,1'-(1,2-ethanediyl)bisbenzene (103-29-7)

Guidance literature:

zuletzt bei Raumtemperatur;

upstream raw materials:

methanol

(4-bromophenyl)diazonium chloride

tetrachloromethane

benzoyl hypobromite

Downstream raw materials:

8β-chloro-4,5α-epoxy-3-methoxy-17-methyl-morphin-6-ene

4,4',4''-tribromotriphenylmethanol

4.4'-Dibrom-benzophenonchlorid

4-bromo-2-(4-bromo-benzoyl)-benzoic acid

Refernces

• 1、 Iizuka, Kosuke,Ishizaka, Yusuke,Jheng, Nai-Yuan,Minami, Yasunori,Naganawa, Yuki,Nakajima, Yumiko,Sekiguchi, Akira. "Radical Hydrodehalogenation of Aryl Halides with H2 Catalyzed by a Phenanthroline-Based PNNP Cobalt(I) Complex". . p. 2320 - 2329. Retrieved 2022/02/16.
• 2、 Alavinia, Sedigheh,Ghorbani-Vaghei, Ramin. "Poly-N-bromosulfonamide-melamine as a novel brominating reagent for regioselective ipso-bromination of arylboronic acids". . p. 1269 - 1276. Retrieved 2021/08/27.