1-Phenylcyclopentene

Base Information

• Chemical Name: 1-Phenylcyclopentene
• CAS No.: 825-54-7
• Molecular Formula: C11H12
• Molecular Weight: 144.216
• Mol file: 825-54-7.mol

Synonyms:(1-Cyclopenten-1-yl)benzene;1-Phenyl-1-cyclopentene;1-Phenylcyclopentene;NSC 116894;cyclopent-1-en-1-ylbenzene;Benzene, 1-cyclopenten-1-yl-;1-Phenylcyclopentene;cyclopent-1-en-1-ylbenzene;cyclopenten-1-ylbenzene;

Chemical Property of 1-Phenylcyclopentene

Chemical Property:

• Vapor Pressure: 0.133mmHg at 25°C
• Melting Point: 22 °C
• Refractive Index: 1.5396
• Boiling Point: 224.9 °C at 760 mmHg
• Flash Point: 83.5 °C
• PSA: 0.00000
• Density: 1 g/cm³
• LogP: 3.25390

Purity/Quality:

98% ^*data from raw suppliers

1-Phenylcyclopentene ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 1-Phenylcyclopentene

There total 127 articles about 1-Phenylcyclopentene 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: 100.0%

cyclopentanone (120-92-3) + phenylmagnesium bromide (100-58-3) → cyclopent-1-en-1-ylbenzene (825-54-7)

Guidance literature:

cyclopentanone; phenylmagnesium bromide; In tetrahydrofuran; diethyl ether; at 0 ℃; Reflux;

With hydrogenchloride; In tetrahydrofuran; diethyl ether; water;

Reference yield: 99.0%

iodobenzene (591-50-4) + cyclopentene (142-29-0) → cyclopent-1-en-1-ylbenzene (825-54-7)

Guidance literature:

cyclopentene; With bis(1,5-cyclooctadiene)diiridium(I) dichloride; bis(pinacol)diborane; at 60 ℃; for 16h; Inert atmosphere;

iodobenzene; With palladium diacetate; triphenylphosphine; barium(II) hydroxide; In tetrahydrofuran; water; at 50 ℃; for 16h; regioselective reaction; Inert atmosphere;

DOI:10.1021/jo9014694

Reference yield: 96.0%

α-cyclopropylstyrene (825-76-3) → cyclopent-1-en-1-ylbenzene (825-54-7)

Guidance literature:

With bis(1,5-cyclooctadiene)nickel ⁽⁰⁾; 1,3-bis-(2,6-diisopropylphenyl)-imidazol-2-ylidene; In pentane; at 20 ℃; for 1h;

DOI:10.1002/anie.200353469

upstream raw materials:

formic acid

1-phenylcyclopentanol

phenyl-(2-phenyl-cyclopent-1-enyl)-ketone

1,4-dibenzoylbutane

Downstream raw materials:

5-oxo-5-phenylpentanal

5-oxo-5-phenylvaleric acid

6,6-Difluoro-1-phenylbicyclo<3.1.0>hexane

1-lithio-1-phenyl-2-tert-butylcyclopentane

Refernces

• 1、 Ban, Kazuho,Miki, Yuya,Sajiki, Hironao,Sawama, Yoshinari,Tomita, Naohito. "Synthesis of 1-Pyrroline by Denitrogenative Ring Expansion of Cyclobutyl Azides under Thermal Conditions". . p. 3481 - 3484. Retrieved 2021/06/17.
• 2、 Ganiu, Moshood O.,Cleveland, Alexander H.,Paul, Jarrod L.,Kartika, Rendy. "Triphosgene and DMAP as Mild Reagents for Chemoselective Dehydration of Tertiary Alcohols". supporting information. p. 5611 - 5615. Retrieved 2019/08/01.