1-Phenyl-1-cyclohexene

Base Information

• Chemical Name: 1-Phenyl-1-cyclohexene
• CAS No.: 771-98-2
• Molecular Formula: C12H14
• Molecular Weight: 158.243
• Hs Code.: 29029090
• European Community (EC) Number: 212-242-6
• NSC Number: 403862,44834
• UNII: PM437BQ1OF
• DSSTox Substance ID: DTXSID10870771
• Nikkaji Number: J21.937A
• Wikidata: Q27286630
• Mol file: 771-98-2.mol

Synonyms:1-phenylcyclohex-1-ene;phenylcyclohexene

Chemical Property of 1-Phenyl-1-cyclohexene

Chemical Property:

• Appearance/Colour: colorless to light yellow liquid
• Vapor Pressure: 0.0315mmHg at 25°C
• Melting Point: -11 °C(lit.)
• Refractive Index: n20/D 1.57(lit.)
• Boiling Point: 252 °C at 760 mmHg
• Flash Point: 103.3 °C
• PSA: 0.00000
• Density: 0.977 g/cm³
• LogP: 3.64400
• Storage Temp.: Inert atmosphere,Room Temperature
• Solubility.: Chloroform, DMSO, Ethyl Acetate
• Water Solubility.: Insoluble in water.
• XLogP3: 4.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 1
• Exact Mass: 158.109550447
• Heavy Atom Count: 12
• Complexity: 161

Purity/Quality:

99% ^*data from raw suppliers

1-Phenyl-1-cyclohexene ^*data from reagent suppliers

Safty Information:

• Pictogram(s): F
• Hazard Codes: F
• Safety Statements: 24/25

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CCC(=CC1)C2=CC=CC=C2
• Uses: 1-Phenyl-1-cyclohexene is metabolite of Phencyclidine (P295500), an anesthetic. It is used as a pharmaceutical intermediate.

Technology Process of 1-Phenyl-1-cyclohexene

There total 220 articles about 1-Phenyl-1-cyclohexene 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%

iodobenzene (591-50-4) + cyclohexene (110-83-8) → 1-Phenylcyclohexene (771-98-2)

Guidance literature:

cyclohexene; at 70 ℃; for 16h;

iodobenzene; With caesium carbonate; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In tetrahydrofuran; water; at 60 ℃; for 16h; Further stages.;

DOI:10.1002/anie.200702499

Reference yield: 98.3%

1-phenylcyclohexanol (1589-60-2) → 1-Phenylcyclohexene (771-98-2)

Guidance literature:

With 5A molecular sieve; In benzene; for 120h; Product distribution; Ambient temperature; various solvents (MeCN, cyclohexane, DME), molecular sieves 4A; dehdration of allylic and benzylic cycloalkanols by molecular sieves;

Reference yield: 86.0%

1,1,7,7-tetramethoxy-1,7-diphenylheptane (214334-31-3) → benzoic acid methyl ester (93-58-3,5705-52-2,80226-58-0) + 1-Phenylcyclohexene (771-98-2)

Guidance literature:

With ethylaluminum dichloride; In dichloromethane; at -78 - 20 ℃; for 1h;

DOI:10.1246/bcsj.71.2181

upstream raw materials:

formic acid

1-phenylcyclohexanol

biphenyl

(E)-3-Ureido-but-2-enoic acid ethyl ester

Downstream raw materials:

(+/-)-2c-chloro-1r-phenyl-cyclohexanol-⁽¹⁾

5-benzoylvaleric acid

3-phenylcyclohex-2-enone

1-phenylcyclohexene oxide

Refernces

• 1、 Bonneau et al.. "". . p. 4329. Retrieved 1976.
• 2、 Bonneau. "". . p. 439,443, 445, 446. Retrieved 1979.
• 3、 Kong, Xiangtao,Li, Xue-Song,Li, Yuke,Liang, Yong-Min,Liu, Hong-Chao,Niu, Zhi-Jie,Wang, Cui-Tian,Wei, Wan-Xu,Zhang, Zhe. "Lewis-Acid-Catalyzed Tandem Cyclization by Ring Expansion of Tertiary Cycloalkanols with Propargyl Alcohols". supporting information. p. 9457 - 9462. Retrieved 2021/12/14.
• 4、 Barham, Joshua P.,K?nig, Burkhard,Karl, Tobias A.,Reiter, Sebastian,Tian, Xianhai,Yakubov, Shahboz,de Vivie-Riedle, Regina. "Electro-mediated PhotoRedox Catalysis for Selective C(sp3)–O Cleavages of Phosphinated Alcohols to Carbanions". supporting information. p. 20817 - 20825. Retrieved 2021/08/18.