1-Cyclohexyl-4-methylbenzene

Base Information

• Chemical Name: 1-Cyclohexyl-4-methylbenzene
• CAS No.: 4501-36-4
• Molecular Formula: C13H18
• Molecular Weight: 174.286
• Hs Code.: 2902909090
• DSSTox Substance ID: DTXSID00448009
• Nikkaji Number: J987.560C
• Wikidata: Q82266924
• Mol file: 4501-36-4.mol

Synonyms:1-cyclohexyl-4-methylbenzene;4501-36-4;1-cyclohexyl-4-methyl-benzene;4-Methyl-1-cyclohexylbenzene;MFCD09032429;p-tolylcyclohexane;Benzene, 1-cyclohexyl-4-methyl-;p-cyclohexyltoluene;4-Cyclohexyltoluene;starbld0018773;AMY6068;DTXSID00448009;AKOS006291585;CS-W020170;AS-59591;E83031

Chemical Property of 1-Cyclohexyl-4-methylbenzene

Chemical Property:

• Vapor Pressure: 0.015mmHg at 25°C
• Refractive Index: 1.521
• Boiling Point: 265.137°C at 760 mmHg
• Flash Point: 108.673°C
• PSA: 0.00000
• Density: 0.932g/cm³
• LogP: 4.04270
• XLogP3: 4.9
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 1
• Exact Mass: 174.140850574
• Heavy Atom Count: 13
• Complexity: 136

Purity/Quality:

98%,99%, ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CC1=CC=C(C=C1)C2CCCCC2

Technology Process of 1-Cyclohexyl-4-methylbenzene

There total 58 articles about 1-Cyclohexyl-4-methylbenzene 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: 99.0%

para-chlorotoluene (106-43-4) + cyclohexylmagnesium bromide (931-50-0) → 1-cyclohexyl-4-methylbenzene (4501-36-4)

Guidance literature:

cyclohexylmagnesium bromide; With 1,3-bis[(2,6-diisopropyl)phenyl]imidazolinium chloride; In tetrahydrofuran; at 20 ℃; for 0.166667h; Flow reactor; Inert atmosphere;

para-chlorotoluene; With iron(III)-acetylacetonate; In tetrahydrofuran; at 25 ℃; for 0.0833333h; Inert atmosphere; Flow reactor; Irradiation;

DOI:10.1002/anie.201906462

Reference yield: 77.0%

1-bromocyclohexane (108-85-0) + para-methylphenylmagnesium bromide (4294-57-9) → (4,4'-dimethyl-1,1'-biphenyl) (613-33-2) + 1-cyclohexyl-4-methylbenzene (4501-36-4)

Guidance literature:

With FeCl₂(N(C₂H₅)2CH₂CH₂NC(CH₃)CHC(CH₃)O); In diethyl ether; at 20 ℃; for 0.0833333h; Inert atmosphere;

DOI:10.1246/cl.2011.983

Reference yield: 75.0%

1-bromocyclohexane (108-85-0) + para-bromotoluene (106-38-7) → (4,4'-dimethyl-1,1'-biphenyl) (613-33-2) + 1-cyclohexyl-4-methylbenzene (4501-36-4)

Guidance literature:

With iron(III) chloride; N,N,N,N,-tetramethylethylenediamine; In tetrahydrofuran; at 0 ℃; for 2h; Inert atmosphere;

DOI:10.1002/anie.200804434

upstream raw materials:

1-cyclohex-1-enyl-4-methylbenzene

cyclohexyl chloride

toluene

cyclohexanol

Downstream raw materials:

pentabromotoluene

p-cresol

cyclohexanone

terephthalic acid

Refernces

• 1、 Bedford, Robin B.,Brenner, Peter B.,Elorriaga, David,Harvey, Jeremy N.,Nunn, Joshua. "The influence of the ligand chelate effect on iron-amine-catalysed Kumada cross-coupling". . p. 15811 - 15817. Retrieved 2016.
• 2、 Neate, Peter G.N.,Zhang, Bufan,Conforti, Jessica,Brennessel, William W.,Neidig, Michael L.. "Dilithium Amides as a Modular Bis-Anionic Ligand Platform for Iron-Catalyzed Cross-Coupling". supporting information. p. 5958 - 5963. Retrieved 2021/08/18.
• 3、 Hashimoto, Toru,Maruyama, Tsubasa,Yamaguchi, Takamichi,Matsubara, Yutaka,Yamaguchi, Yoshitaka. "Cross-Coupling Reactions of Alkyl Halides with Aryl Grignard Reagents Using a Tetrachloroferrate with an Innocent Countercation". supporting information. p. 4232 - 4236. Retrieved 2019/08/16.