1-Bromo-4-cyclohexylbenzene

Base Information

• Chemical Name: 1-Bromo-4-cyclohexylbenzene
• CAS No.: 25109-28-8
• Molecular Formula: C12H15Br
• Molecular Weight: 239.155
• Hs Code.: 29039990
• European Community (EC) Number: 246-623-3
• NSC Number: 67355
• DSSTox Substance ID: DTXSID90179794
• Nikkaji Number: J236.054C
• Wikidata: Q72453908
• Mol file: 25109-28-8.mol

Synonyms:1-Bromo-4-cyclohexylbenzene;25109-28-8;P-BROMOCYCLOHEXYLBENZENE;C12H15Br;Benzene, 1-bromo-4-cyclohexyl-;1-bromo-4-cyclohexyl-benzene;EINECS 246-623-3;MFCD00019339;AI3-11173;NSC67355;4-Bromophenylcyclohexane;NCIOpen2_003485;SCHEMBL126116;C12-H15-Br;LVIJLEREXMVRAN-UHFFFAOYSA-;DTXSID90179794;NSC 67355;NSC-67355;AKOS005207316;CS-W014661;AS-37149;SY050256;B2686;FT-0607500;J-504444

Chemical Property of 1-Bromo-4-cyclohexylbenzene

Chemical Property:

• Appearance/Colour: Colorless to light yellow liquid
• Vapor Pressure: 0.00366mmHg at 25°C
• Refractive Index: 1.5595
• Boiling Point: 290.172 °C at 760 mmHg
• Flash Point: 127.852 °C
• PSA: 0.00000
• Density: 1.28 g/cm³
• LogP: 4.49680
• Storage Temp.: Sealed in dry,Room Temperature
• Water Solubility.: Not miscible or difficult to mix with water.
• XLogP3: 5.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 1
• Exact Mass: 238.03571
• Heavy Atom Count: 13
• Complexity: 141

Purity/Quality:

99% ^*data from raw suppliers

1-Bromo-4-cyclohexylbenzene ^*data from reagent suppliers

Safty Information:

• Safety Statements: 24/25

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CCC(CC1)C2=CC=C(C=C2)Br
• Uses: 1-Bromo-4-cyclohexylbenzene is used as a organic light-emitting diode and as a pharmaceutical intermediate.

Technology Process of 1-Bromo-4-cyclohexylbenzene

There total 31 articles about 1-Bromo-4-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: 89.0%

1,4-bromoiodobenzene (589-87-7) + 1-cyclohexyl-2,4,6-triphenylpyridin-1-ium tetrafluoroborate salt → 4-bromo(cyclohexyl)benzene (25109-28-8)

Guidance literature:

With nickel(II) bromide dimethoxyethane; manganese; 4,4'-Dimethoxy-2,2'-bipyridin; In 1-methyl-pyrrolidin-2-one; at 15 ℃; for 20h; chemoselective reaction; Inert atmosphere;

DOI:10.1021/acs.orglett.9b01016

Reference yield: 87.0%

1-bromocyclohexane (108-85-0) + 4-Bromophenylboronic acid (5467-74-3) → 4-bromo(cyclohexyl)benzene (25109-28-8)

Guidance literature:

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; tetrabutylammomium bromide; potassium carbonate; In water; toluene; at 80 ℃; for 4h; Inert atmosphere;

Reference yield: 85.0%

1,4-bromoiodobenzene (589-87-7) + cyclohexylmagnesiumchloride (931-51-1) → 4-bromo(cyclohexyl)benzene (25109-28-8)

Guidance literature:

With C₇₂H₆₃P₆Pd₃⁽¹⁺⁾*I^(1-); In tetrahydrofuran; toluene; at 20 ℃; for 2h; chemoselective reaction; Inert atmosphere; Glovebox;

DOI:10.1002/anie.201811380

upstream raw materials:

bromobenzene

cyclohexyl chloride

1-phenyl-1-cyclohexane

p-cyclohexylaniline

Downstream raw materials:

C₃₀H₃₉Cl₂N₅O

4-cyclohexylanisole

4,4'-Dicyclohexyl-biphenyl

4-cyclohexylbenzoic acid

Refernces

• 1、 -. "Organic compound, electronic device and electronic device (by machine translation)". Paragraph 0209-0210. . Retrieved 2020/04/22.
• 2、 Martin-Montero, Raul,Yatham, Veera Reddy,Yin, Hongfei,Davies, Jacob,Martin, Ruben. "Ni-catalyzed Reductive Deaminative Arylation at sp3 Carbon Centers". supporting information. p. 2947 - 2951. Retrieved 2019/04/30.