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1-Phenyl-1-cyclohexene

Base Information Edit
  • 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
1-Phenyl-1-cyclohexene

Synonyms:1-phenylcyclohex-1-ene;phenylcyclohexene

Suppliers and Price of 1-Phenyl-1-cyclohexene
Supply Marketing:Edit
Business phase:
The product has achieved commercial mass production*data from LookChem market partment
Manufacturers and distributors:
  • Manufacture/Brand
  • Chemicals and raw materials
  • Packaging
  • price
  • Usbiological
  • 1-Phenyl-1-cyclohexene
  • 100mg
  • $ 418.00
  • TRC
  • 1-Phenyl-1-cyclohexene
  • 10g
  • $ 375.00
  • TCI Chemical
  • 1-Phenyl-1-cyclohexene >95.0%(GC)
  • 25mL
  • $ 127.00
  • TCI Chemical
  • 1-Phenyl-1-cyclohexene >95.0%(GC)
  • 5mL
  • $ 40.00
  • Sigma-Aldrich
  • 1-Phenyl-1-cyclohexene 95%
  • 25g
  • $ 157.00
  • Sigma-Aldrich
  • 1-Phenyl-1-cyclohexene 95%
  • 5g
  • $ 45.20
  • Medical Isotopes, Inc.
  • 1-Phenyl-1-cyclohexene
  • 100 mg
  • $ 620.00
  • Frontier Specialty Chemicals
  • 1-Phenyl-1-cyclohexene 95%
  • 5g
  • $ 49.00
  • Frontier Specialty Chemicals
  • 1-Phenyl-1-cyclohexene 95%
  • 25g
  • $ 163.00
  • Crysdot
  • 2,3,4,5-Tetrahydro-1,1'-biphenyl 97%
  • 100g
  • $ 261.00
Total 54 raw suppliers
Chemical Property of 1-Phenyl-1-cyclohexene Edit
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): Flammable
  • Hazard Codes:
  • Safety Statements: 24/25 
MSDS Files:

SDS file from LookChem

Useful:
  • Canonical SMILES:C1CCC(=CC1)C2=CC=CC=C2
  • General Description 1-Phenyl-1-cyclohexene is a substrate used in studies involving allylic and benzylic oxidations, radical rearrangements, and asymmetric epoxidation. It has been employed as a model compound to investigate the efficiency of oxidation reagents like tert-butyl hydroperoxide-pyridinium dichromate, the effects of benzylic stabilization in radical rearrangements, and the electronic influences on enantioselectivity in ketone-catalyzed epoxidations. Its reactivity and structural features make it a useful intermediate in synthetic organic chemistry. **Returned paragraph:** 1-Phenyl-1-cyclohexene serves as a versatile substrate in organic synthesis, particularly in oxidation reactions, radical rearrangement studies, and asymmetric epoxidations. Its utility stems from its reactivity in benzylic and allylic transformations, as well as its role in probing electronic and steric effects in catalytic systems.
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:
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
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;
Guidance literature:
With ethylaluminum dichloride; In dichloromethane; at -78 - 20 ℃; for 1h;
DOI:10.1246/bcsj.71.2181
Refernces Edit

tert-Butyl Hydroperoxide-Pyridinium Dichromate: A Convenient Reagent System for Allylic and Benzylic Oxidations

10.1021/jo00231a046

The research focuses on the development of a more efficient and convenient method for allylic and benzylic oxidations using a reagent system comprised of tert-butyl hydroperoxide and pyridinium dichromate. The purpose of this study was to address the drawbacks of traditional chromium(VI)-based oxidation methods, such as the use of large excess reagents, large volumes of solvents, and long reaction times. The researchers found that the combination of these two reagents in a 1:1 molar ratio effectively facilitated the oxidation process under mild conditions, yielding high conversion rates and product yields. The chemicals used in the process included tert-butyl hydroperoxide, pyridinium dichromate, and various substrates such as cholesteryl acetate, dicyclopentadiene, citronellol acetate, 1-phenylcyclohexene, α-pinene, A3-carene, cycloheptene, limonene, fluorene, diphenylmethane, and tetralin, among others. The conclusions of the research highlighted the utility and simplicity of the tert-butyl hydroperoxide-pyridinium dichromate method, suggesting its potential for wide application in organic synthesis.

Benzylic Stabilization as a Mechanistic Tool for Studying Radical Rearrangements

10.1021/jo00109a043

The research focused on studying the kinetic parameters and relative energies of radicals involved in the rearrangement of a bicyclic cyclopropylmethylhomoallyl system. The purpose was to understand the effects of benzylic stabilization on the cyclopropylmethyl radical, which facilitates the characterization of all four ring-opening and closing processes. The study concluded that benzylic stabilization does not significantly perturb the position of the transition state for ring opening, suggesting that phenyl substitution of a bicyclic cyclopropylmethyl radical can be a useful tool for analyzing the effects of substituents elsewhere in the system. Key chemicals used in the process included bicyclo[3.1.0]hexan-1-yl, Bu3SnH, PhSH, and t-BuSH as radical traps, as well as a series of synthesized compounds such as 1-phenylbicyclo[3.1.0]hexane, 3-methyl-1-phenylcyclopent-1-ene, and 1-phenylcyclohexene. The research provided insights into the regioselectivity of ring opening and the energetics of isomeric homoallyl radicals, which are valuable for the rational application of cyclopropylmethyl radical rearrangements in organic synthesis.

Asymmetric epoxidation catalyzed by N-aryl-substituted oxazolidinone-containing ketones: further evidence for electronic effects.

10.1021/ol020229e

The research discusses the investigation of ketones containing N-aryl-substituted oxazolidinones for the asymmetric epoxidation of olefins, specifically cis-β-methylstyrene, styrene, and 1-phenylcyclohexene. The purpose of the study was to understand the electronic effects on the enantioselectivity of the epoxidation process and to identify factors that influence the interaction between the phenyl group of the olefin and the oxazolidinone of the catalyst. The researchers found that the introduction of electron-withdrawing groups onto the N-phenyl group of the catalyst enhanced the attractive interaction, leading to higher enantioselectivity.

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