1-Bromo-2-cyclohexylbenzene

Base Information

• Chemical Name: 1-Bromo-2-cyclohexylbenzene
• CAS No.: 59734-92-8
• Molecular Formula: C12H15Br
• Molecular Weight: 239.155
• Hs Code.: 2903999090
• DSSTox Substance ID: DTXSID20449311
• Nikkaji Number: J1.139.471J
• Wikidata: Q82268731
• Mol file: 59734-92-8.mol

Synonyms:1-BROMO-2-CYCLOHEXYLBENZENE;59734-92-8;1-bromo-2-cyclohexyl-benzene;Benzene, 1-bromo-2-cyclohexyl-;2-cyclohexylbromobenzene;l-bromo-2-cyclohexylbenzene;SCHEMBL2530746;DTXSID20449311;BXMDAGGQRIDSPA-UHFFFAOYSA-N;MFCD02093987;AKOS005206753;AS-59236;CS-0326893;FT-0607455;A869135

Chemical Property of 1-Bromo-2-cyclohexylbenzene

Chemical Property:

• Vapor Pressure: 0.007mmHg at 25°C
• Refractive Index: 1.5605
• Boiling Point: 79-83°C 0,01mm
• Flash Point: 79-83°C/0.01mm
• PSA: 0.00000
• Density: 1,295 g/cm3
• LogP: 4.49680
• Storage Temp.: Sealed in dry,Room Temperature
• XLogP3: 5.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 1
• Exact Mass: 238.03571
• Heavy Atom Count: 13
• Complexity: 149

Purity/Quality:

98%Min ^*data from raw suppliers

1-Bromo-2-cyclohexylbenzene ^*data from reagent suppliers

Safty Information:

• Safety Statements: 24/25

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CCC(CC1)C2=CC=CC=C2Br

Technology Process of 1-Bromo-2-cyclohexylbenzene

There total 11 articles about 1-Bromo-2-cyclohexylbenzene 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:

bromobenzene (108-86-1,52753-63-6) + cyclohexanol (108-93-0) → 4-bromo(cyclohexyl)benzene (25109-28-8) + 1-bromo-2-cyclohexylbenzene (59734-92-8)

Guidance literature:

With iron(III) chloride; silver hexafluoroantimonate; In 1,2-dichloro-ethane; at 80 ℃; for 24h; Overall yield = 51 %; Overall yield = 96.7 mg; regioselective reaction; Inert atmosphere;

DOI:10.1021/ol500606d

Reference yield:

bromobenzene (108-86-1,52753-63-6) + cyclohexane (110-82-7,25012-93-5) → 4-bromo(cyclohexyl)benzene (25109-28-8) + 1-bromo-2-cyclohexylbenzene (59734-92-8) + 1-bromo-3-cyclohexyl-benzene (19920-84-4)

Guidance literature:

With dodecacarbonyl-triangulo-triruthenium; di-tert-butyl peroxide; 1,4-di(diphenylphosphino)-butane; at 135 ℃; for 12h; under 760.051 Torr; regioselective reaction; Under air; Darkness;

DOI:10.1021/ol202081c

Reference yield:

bromobenzene (108-86-1,52753-63-6) + cyclohexyl mesylate (16156-56-2) → 4-bromo(cyclohexyl)benzene (25109-28-8) + 1-bromo-2-cyclohexylbenzene (59734-92-8)

Guidance literature:

With scandium tris(trifluoromethanesulfonate); In tetrachloromethane; at 80 ℃; for 5h; Yield given. Yields of byproduct given. Title compound not separated from byproducts;

DOI:10.1055/s-1998-1649

upstream raw materials:

o-cyclohexylaniline

1-phenyl-1-cyclohexane

bromobenzene

cyclohexyl mesylate

Downstream raw materials:

(2-cyclohexylphenyl)acetonitrile

1-iodo-2-cyclohexylbenzene

o-(di-tert-butylphosphino)cyclohexylbenzene

4-((2-cyclohexylphenyl)ethynyl)-7H-pyrrolo[2,3-d]pyrimidine

Refernces

• 1、 Guo, Xiangyu,Li, Chao-Jun. "Ruthenium-catalyzed para-selective oxidative cross-coupling of arenes and cycloalkanes". supporting information; experimental part. p. 4977 - 4979. Retrieved 2011/11/12.
• 2、 Kotsuki, Hiyoshizo,Ohishi, Takeshi,Inoue, Motoshi,Kojima, Tomoyuki. "A new convenient Friedel-Crafts alkylation of aromatic compounds with secondary alcohol methanesulfonates in the presence of scandium(III) trifluoromethanesulfonate or trifluoromethanesulfonic acid as the catalyst". . p. 603 - 606. Retrieved 2007/10/03.