771-98-2

Basic information

• Product Name: 1-Phenyl-1-cyclohexene
• Synonyms: 1-PHENYL-1-CYCLOHEXENE;1-PHENYLCYCLOHEXENE;1-PHENYLCYCLOHEXANE;1-CYCLOHEXEN-1-YLBENZENE;1-phenylcyclohex-1-ene;1-phenyl-cyclohexen;Cyclohexene, 1-phenyl-;Phenyl-1-cyclohexene
• CAS NO: 771-98-2
• Molecular Formula: C₁₂H₁₄
• Molecular Weight: 158.24
• EINECS: 212-242-6
• Product Categories: Biphenyl & Diphenyl ether;Alkenes;Cyclic;Organic Building Blocks
• Mol File: 771-98-2.mol
• Article Data: 131

Chemical Properties

• Melting Point: −11 °C(lit.)
• Boiling Point: 251-253 °C(lit.)
• Flash Point: 218 °F
• Appearance: Clear colorless to light yellow/Liquid
• Density: 0.994 g/mL at 25 °C(lit.)
• Vapor Pressure: 0.0315mmHg at 25°C
• Refractive Index: n20/D 1.57(lit.)
• Storage Temp.: Inert atmosphere,Room Temperature
• Solubility: Chloroform, DMSO, Ethyl Acetate
• Water Solubility: Insoluble in water.
• BRN: 1905772
• CAS DataBase Reference: 1-Phenyl-1-cyclohexene(CAS DataBase Reference)
• NIST Chemistry Reference: 1-Phenyl-1-cyclohexene(771-98-2)
• EPA Substance Registry System: 1-Phenyl-1-cyclohexene(771-98-2)

Safety Data

• Hazard Codes: F
• Safety Statements: 24/25
• WGK Germany: 3
• RTECS: GW6600000
• Hazardous Substances Data: 771-98-2(Hazardous Substances Data)

Usage

Description

1-Phenyl-1-cyclohexene is a colorless to light yellow liquid that serves as a metabolite of Phencyclidine (P295500), an anesthetic. It is also utilized as a pharmaceutical intermediate, playing a crucial role in the synthesis of various pharmaceutical compounds.

Uses

Used in Pharmaceutical Industry:
1-Phenyl-1-cyclohexene is used as a pharmaceutical intermediate for the synthesis of various pharmaceutical compounds. Its unique chemical structure allows it to be a key component in the development of new drugs and medications.
Used in Anesthetics:
As a metabolite of Phencyclidine (P295500), an anesthetic, 1-Phenyl-1-cyclohexene plays a role in the metabolism and effectiveness of this anesthetic agent. This makes it an important compound in the study and development of anesthetic drugs.

InChI:InChI=1/C12H14/c1-3-7-11(8-4-1)12-9-5-2-6-10-12/h1,3-4,7-9H,2,5-6,10H2

Upstream product

• 109-72-8 n-butyllithium 
• 60-29-7 diethyl ether 
• 86724-26-7 trans-1-methoxy-2-phenylcyclohexane 
• 109-66-0 pentane 
• 1589-60-2 1-phenylcyclohexanol 
• 827-52-1 1-phenyl-1-cyclohexane 
• 15786-70-6 cyclohexenyl ethyl sulfide 
• 14922-16-8 phenylazo phenyl sulfone 
• 110-83-8 cyclohexene 
• 28075-50-5 cyclohex-1-en-1-yl trifluoromethane sulfonate 
• 175354-30-0 tris(1H,1H,2H,2H-perfluorooctyl)phenyltin 
• 591-50-4 iodobenzene 
• 7664-93-9 sulfuric acid 
• 7446-70-0 aluminium trichloride 

Downstream Products

• 63382-59-2 2-phenyl-2-cyclohexen-1-yl acetate 
• 10345-87-6 3-phenylcyclohex-2-enone 
• 32658-82-5 1-(1-ethylcyclohexyl)benzene 
• 32658-81-4 1-Propionyloxy-1-phenylcyclohexan 
• 25773-88-0 3,3-dinitro-2-(2-nitro-1-phenyl-cyclohexyloxy)-octahydro-benzo[d]isoxazole 
• 5775-23-5 1-phenylcyclohexene oxide 
• 4556-09-6 2-phenylcyclohex-2-enone 
• 32363-86-3 2-phenylcyclohex-2-enol 
• 69257-64-3 2-methoxy-2-phenylcyclohexanol 
• 1444-65-1 (RS)-2-phenylcyclohexanone 
• 93250-34-1 6-methoxy-1-phenylcyclohexene 
• 127193-14-0 trans-1-bromo-2-methoxy-1-phenylcyclohexane 
• 127193-13-9 trans-1-bromo-2-methoxy-2-phenylcyclohexane 
• 32249-58-4 1-phenyl-1-methoxycyclohexane 

Relevant articles and documents

A new palladium-catalyzed phenyl-alkene bond formation

A new method of palladium-catalyzed phenyl-alkene bond formation is reported. This reaction involves transfer of all three phenyl groups from triphenylantimony onto alkenes containing allylic protons.

Ring Contraction of Tropylium Ions into Benzenoid Derivatives

We report a method to convert substituted tropylium ions into benzenoid derivatives.

Enantioselective Nickel-Catalyzed Alkyne-Azide Cycloaddition by Dynamic Kinetic Resolution

The triazole heterocycle has been widely adopted as an isostere for the amide bond. Many native amides are α-chiral, being derived from amino acids. This makes α-N-chiral triazoles attractive building blocks. This report describes the first enantioselective triazole synthesis that proceeds via nickel-catalyzed alkyne-azide cycloaddition (NiAAC). This dynamic kinetic resolution is enabled by a spontaneous [3,3]-sigmatropic rearrangement of the allylic azide. The 1,4,5-trisubstituted triazole products, derived from internal alkynes, are complementary to those commonly obtained by the related CuAAC reaction. Initial mechanistic experiments indicate that the NiAAC reaction proceeds through a monometallic Ni complex, which is distinct from the CuAAC manifold.

Electro-mediated PhotoRedox Catalysis for Selective C(sp3)–O Cleavages of Phosphinated Alcohols to Carbanions

We report a novel example of electro-mediated photoredox catalysis (e-PRC) in the reductive cleavage of C(sp3)?O bonds of phosphinated alcohols to alkyl carbanions. As well as deoxygenations, olefinations are reported which are E-selective and can be made Z-selective in a tandem reduction/photosensitization process where both steps are photoelectrochemically promoted. Spectroscopy, computation, and catalyst structural variations reveal that our new naphthalene monoimide-type catalyst allows for an intimate dispersive precomplexation of its radical anion form with the phosphinate substrate, facilitating a reactivity-determining C(sp3)?O cleavage. Surprisingly and in contrast to previously reported photoexcited radical anion chemistries, our conditions tolerate aryl chlorides/bromides and do not give rise to Birch-type reductions.