Cyclohexylbenzene

Base Information

• Chemical Name: Cyclohexylbenzene
• CAS No.: 827-52-1
• Molecular Formula: C12H16
• Molecular Weight: 160.259
• Hs Code.: 2902909090
• European Community (EC) Number: 212-572-0,682-391-3
• NSC Number: 98371,69101,40473
• UNII: TRJ2SXT894
• DSSTox Substance ID: DTXSID3061188
• Nikkaji Number: J21.935E
• Wikipedia: Cyclohexylbenzene
• Wikidata: Q2198030
• ChEMBL ID: CHEMBL3278514
• Mol file: 827-52-1.mol

Synonyms:phenylcyclohexane

Chemical Property of Cyclohexylbenzene

Chemical Property:

• Appearance/Colour: Colourless liquid
• Vapor Pressure: 0.0524mmHg at 25°C
• Melting Point: 5 °C
• Refractive Index: n20/D 1.526(lit.)
• Boiling Point: 242.6 °C at 760 mmHg
• Flash Point: 93.2 °C
• PSA: 0.00000
• Density: 0.939 g/mL at 25 °C(lit.)
• LogP: 3.73430
• Water Solubility.: INSOLUBLE
• XLogP3: 4.9
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 1
• Exact Mass: 160.125200510
• Heavy Atom Count: 12
• Complexity: 116

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s): Xn,N
• Hazard Codes: Xn:Harmful;;
• Statements: R22:; R36/38:; R50/53:
• Safety Statements: S26:; S60:; S61:

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Chemical Classes: Other Classes -> Aromatic Hydrocarbons
• Canonical SMILES: C1CCC(CC1)C2=CC=CC=C2

Technology Process of Cyclohexylbenzene

There total 373 articles about 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: 88.6%

dibenzothiophene (132-65-0) → biphenyl (92-52-4,1594-86-1) + 1-phenyl-1-cyclohexane (827-52-1,5379-26-0)

Guidance literature:

With hydrogen; In n-heptane; at 350 ℃; for 1h; under 760.051 Torr; Reagent/catalyst; Temperature; Catalytic behavior; Flow reactor;

DOI:10.1007/s13738-017-1089-x

Reference yield: 76.0%

4-Phenoxybiphenyl (3933-94-6) → biphenyl (92-52-4,1594-86-1) + 1-phenyl-1-cyclohexane (827-52-1,5379-26-0) + N-phenyl-2-cyclohexylamine (1821-36-9)

Guidance literature:

With sodium tetrahydroborate; 10 wt% Pd(OH)2 on carbon; ammonia; In water; m-xylene; at 150 ℃; for 24h; Inert atmosphere; Sealed tube;

DOI:10.1021/acscatal.8b02214

Reference yield: 68.5%

ethene (74-85-1) + cyclohexane (110-82-7,25012-93-5) + benzene (71-43-2,26181-88-4,54682-86-9,13967-78-7,174973-66-1) → ethylbenzene (100-41-4,27536-89-6) + 1-phenyl-1-cyclohexane (827-52-1,5379-26-0)

Guidance literature:

With aluminium trichloride; at 75 ℃; for 1h; Product distribution; other molar ratio;

upstream raw materials:

(RS)-2-phenylcyclohexanone

biphenyl

1-phenyl-cyclohexanecarboxylic acid

sodium methylate

Downstream raw materials:

(E)-4-(4-cyclohexylphenyl)-4-oxobut-2-enoic acid

3-(4-cyclohexylbenzoyl)propionic acid

1-(4-cyclohexyl-phenyl)-butan-1-one

1,5-bis-(4-cyclohexyl-phenyl)-pentane-1,5-dione

Refernces

TRANSPOSITION DES OXIRANNES-ETHANOLS PAR L'INTERMEDIAIRE D'ALCOXYETAINS

10.1016/0040-4020(82)85161-2

The research investigates the rearrangement of oxirane-ethanols via alkoxyetains to produce oxetanes and oxolanes. The study aims to explore the factors influencing the formation of these cyclic compounds and to understand the mechanism of the rearrangement process. The researchers found that the choice between oxetane and oxolane formation depends on the degree of substitution of the oxirane ring and its configuration, with cyclization predominantly occurring at the more substituted carbon and the cis form favoring the formation of the smaller ring. The reaction proceeds with inversion of configuration at the site of oxygen attack, and the presence of a tin atom in a push-pull mechanism significantly aids the ring-opening process. The study concludes that the transposition method offers a convenient route to functional oxetanes, with high yields and minimal by-products. Key chemicals used in the research include oxirane-ethanols, methoxytributyltin, isophthalic acid, and various solvents such as phenylcyclohexane and ethers.