2-Pentylidenecyclohexanone

Base Information

• Chemical Name: 2-Pentylidenecyclohexanone
• CAS No.: 25677-40-1
• Molecular Formula: C11H18 O
• Molecular Weight: 166.263
• European Community (EC) Number: 247-178-8
• Nikkaji Number: J72.718K
• Mol file: 25677-40-1.mol

Synonyms:(2Z)-2-pentylidenecyclohexanone;2-Pentylidenecyclohexanone;25677-40-1;Cyclohexanone, 2-pentylidene-;2-pentylidene cyclohexanone;SCHEMBL9404901;(2E)-2-pentylidenecyclohexan-1-one;2-Pentylidenecyclohexanone 100 microg/mL in Acetonitrile

Chemical Property of 2-Pentylidenecyclohexanone

Chemical Property:

• Vapor Pressure: 0.0118mmHg at 25°C
• Refractive Index: 1.4677 (estimate)
• Boiling Point: 261.1°Cat760mmHg
• Flash Point: 108.5°C
• PSA: 17.07000
• Density: 0.979g/cm³
• LogP: 3.24610
• Storage Temp.: Amber Vial, Refrigerator, Under inert atmosphere
• Solubility.: Chloroform (Slightly), Methanol (Slightly)
• XLogP3: 3.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 3
• Exact Mass: 166.135765193
• Heavy Atom Count: 12
• Complexity: 179

Purity/Quality:

99% ^*data from raw suppliers

2-Pentylidenecyclohexanone ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCCCC=C1CCCCC1=O
• Isomeric SMILES: CCCC/C=C/1\CCCCC1=O
• Uses: 2-Pentylidenecyclohexanone, is the fragrance chemical. It can also be used in the synthesis of dialkylphenols in the presence of zirconium catalyst.

Technology Process of 2-Pentylidenecyclohexanone

There total 3 articles about 2-Pentylidenecyclohexanone 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: 83.0%

n-butyllithium (109-72-8,29786-93-4) + 2-(pyrrolidinomethylidene)cyclohexanone (16329-51-4) → 2-Pent-(E)-ylidene-cyclohexanone (25677-40-1)

Guidance literature:

In Petroleum ether; at -40 ℃; for 2h;

DOI:10.1246/cl.1983.875

Reference yield:

tributyl borane (122-56-5) + 2-(hydroxymethylene)cyclohexanone (823-45-0) → 2-Pent-(E)-ylidene-cyclohexanone (25677-40-1)

Guidance literature:

With hydrogen cation; Yield given. Multistep reaction; 2.) THF, reflux;

DOI:10.1016/S0040-4039(00)85435-0

Reference yield:

→ 2-Pent-(E)-ylidene-cyclohexanone (25677-40-1)

Guidance literature:

C4H9Li, Dimethylaminomethylen-cyclohexanon;

upstream raw materials:

n-butyllithium

2-(pyrrolidinomethylidene)cyclohexanone

tributyl borane

2-(hydroxymethylene)cyclohexanone

Refernces

• 1、 Mukaiyama, Teruaki,Ohsumi, Tadashi. "A CONVENIENT METHOD FOR THE SYNTHESIS OF α,β-UNSATURATED CARBONYL COMPOUNDS". . p. 875 - 878. Retrieved 2007/10/02.