25308-75-2

Basic information

• Product Name: 1-phenylcycloheptene
• CAS NO: 25308-75-2
• Molecular Formula: C₁₃H₁₆
• Molecular Weight: 172.2661
• Mol File: 25308-75-2.mol
• Article Data: 31

Chemical Properties

• Boiling Point: 266.2°C at 760 mmHg
• Flash Point: 110.6°C
• Density: 0.958g/cm³
• Vapor Pressure: 0.0144mmHg at 25°C
• Refractive Index: 1.539
• CAS DataBase Reference: 1-phenylcycloheptene(CAS DataBase Reference)
• NIST Chemistry Reference: 1-phenylcycloheptene(25308-75-2)
• EPA Substance Registry System: 1-phenylcycloheptene(25308-75-2)

Safety Data

• Hazardous Substances Data: 25308-75-2(Hazardous Substances Data)

Usage

Chemical family

Cycloalkene

Structure

Seven-membered ring with a phenyl group attached to one of the carbon atoms

Usage

Building block in organic synthesis, production of pharmaceuticals and fine chemicals, intermediate in manufacturing fragrances and flavors

Physical appearance

Colorless to pale yellow liquid

Odor

Faint

Toxicity

Low toxicity

Precautions

Potentially irritating to skin, eyes, and respiratory system

Upstream product

• 2082-21-5 1-phenylcycloheptanol 
• 4401-18-7 phenylcycloheptane 
• 28075-51-6 cyclohept-1-en-1-yl trifluoromethanesulfonate 
• 98-80-6 phenylboronic acid 
• 100-58-3 phenylmagnesium bromide 
• 71-43-2 benzene 
• 628-92-2 Cycloheptene 
• 789-25-3 HSiPh₃ 
• 108-86-1 bromobenzene 
• 502-42-1 cycloheptanone 
• 108-95-2 phenol 
• 17763-67-6 Phenyl triflate 
• 100-59-4 phenylmagnesium chloride 
• 591-50-4 iodobenzene 

Downstream Products

• 4401-18-7 phenylcycloheptane 
• 65825-75-4 2-phenylcyclohept-2-en-1-one 
• 100372-05-2 1-nitro-2-phenyl-cycloheptene 
• 32621-88-8 1-methoxy-1-phenylcycloheptanol 
• 26578-00-7 1-Acetoxy-1-phenylcycloheptan 
• 14996-78-2 2-phenylcycloheptanone 
• 88773-76-6 7-oxo-7-phenyl-heptanal 
• 81887-55-0 1-phenylcycloheptene epoxide 
• 147068-27-7 3-phenyl-2-cyclohepten-1-one 
• 92-52-4 biphenyl 
• 176853-31-9 7,7-dimethoxy-7-phenylheptanal dimethyl acetal 
• 1255944-34-3 3-bromo-2-phenylcyclohept-1-ene 
• 103187-18-4 7-hydroxy-7-phenylheptanoic acid 
• 263565-77-1 7-hydroxy-1-phenyl-heptan-1-one 

Relevant articles and documents

Visible-Light Photoredox Catalyzed Dehydrogenative Synthesis of Allylic Carboxylates from Styrenes

The visible-light photoredox/[Co(III)] cocatalyzed dehydrogenative functionalization of cyclic and acyclic styryl derivatives with carboxylic acids is documented. The methodology enables the chemo- and regioselective allylic functionalization of styryl compounds, leading to allylic carboxylates (32 examples) under stoichiometric acceptorless conditions. Intermolecular as well as intramolecular variants are documented in high yields (up to 82%). A mechanistic rationale is also proposed on the basis of a combined experimental and spectroscopic investigation.

Bimolecular vinylation of arenes by vinyl cations

Styrene derivatives can be easily synthesized from vinyl triflates and arenes under mild reaction conditions, using [Li][Al(OC(CF3)3)4] as a catalyst and LiHMDS as a base. This transformation is likely to involve a vinyl cation intermediate as an electrophile, which is corroborated by DFT calculations, deuterium-labeling and other control experiments. The use of an inert weakly coordinating anion is a decisive factor in this bimolecular vinylation process. This journal is

Triphosgene and DMAP as Mild Reagents for Chemoselective Dehydration of Tertiary Alcohols

The utility of triphosgene and DMAP as mild reagents for chemoselective dehydration of tertiary alcohols is reported. Performed in dichloromethane at room temperature, this reaction is readily tolerated by a broad scope of substrates, yielding alkenes preferentially with the (E)-geometry. While formation of the Hofmann products is generally favored, a dramatic change in alkene selectivity toward the Zaitzev products is observed when the reaction is carried out in dichloroethane at reflux.