1-Ethynylcyclopentylbenzene

Base Information

• Chemical Name: 1-Ethynylcyclopentylbenzene
• CAS No.: 1092352-06-1
• Molecular Formula: C13H14
• Molecular Weight: 170.254
• Hs Code.: 2902909090
• Mol file: 1092352-06-1.mol

Synonyms:1-Ethynylcyclopentylbenzene;Benzene, (1-ethynylcyclopentyl)-;1-(1-ethynylcyclopentyl)benzene

Chemical Property of 1-Ethynylcyclopentylbenzene

Chemical Property:

• Boiling Point: 243.1±10.0℃ (760 Torr)
• Flash Point: 91.5±13.1℃
• PSA: 0.00000
• Density: 0.99±0.1 g/cm3 (20 oC 760 Torr)
• LogP: 3.13160

Purity/Quality:

99% ^*data from raw suppliers

(1-Ethynylcyclopentyl)benzene 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 1-Ethynylcyclopentylbenzene

There total 5 articles about 1-Ethynylcyclopentylbenzene 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:

C13H14Br2 → (1-ethynylcyclopentyl)benzene (1092352-06-1)

Guidance literature:

With tert.-butyl lithium; In tetrahydrofuran; at -78 - 20 ℃;

DOI:10.1002/anie.201301015

Reference yield:

1-phenyl-1-cyclopentanecarboxaldehyde (21573-69-3) → (1-ethynylcyclopentyl)benzene (1092352-06-1)

Guidance literature:

Multi-step reaction with 2 steps

1.1: triphenylphosphine / dichloromethane / 0.5 h / 0 °C

1.2: 3 h / 0 °C

2.1: tert.-butyl lithium / tetrahydrofuran / -78 - 20 °C

With tert.-butyl lithium; triphenylphosphine; In tetrahydrofuran; dichloromethane;

DOI:10.1002/anie.201301015

Reference yield:

1-phenyl-1-cyclopentanecarboxylic acid (77-55-4) → (1-ethynylcyclopentyl)benzene (1092352-06-1)

Guidance literature:

Multi-step reaction with 4 steps

1.1: lithium aluminium tetrahydride / tetrahydrofuran / Reflux

1.2: 0 °C

2.1: pyridinium chlorochromate; silica gel / dichloromethane / 20 °C

3.1: triphenylphosphine / dichloromethane / 0 - 20 °C

4.1: caesium carbonate / dimethyl sulfoxide / 12 h / 115 °C

With lithium aluminium tetrahydride; silica gel; caesium carbonate; triphenylphosphine; pyridinium chlorochromate; In tetrahydrofuran; dichloromethane; dimethyl sulfoxide;

DOI:10.1039/c9ob01395d

upstream raw materials:

1-phenyl-1-cyclopentanecarbonitrile

1-phenyl-1-cyclopentanecarboxaldehyde

1-phenyl-1-cyclopentanecarboxylic acid

1-hydroxymethyl-1-phenylcyclopentane

Refernces

• 1、 Henrion, Guilhem,Chavas, Thomas E. J.,Le Goff, Xavier,Gagosz, Fabien. "Biarylphosphonite gold(I) complexes as superior catalysts for oxidative cyclization of propynyl arenes into indan-2-ones". . p. 6277 - 6282. Retrieved 2013/07/11.