(E)-2-Butylidenecyclopentanone

Base Information

• Chemical Name: (E)-2-Butylidenecyclopentanone
• CAS No.: 16424-32-1
• Molecular Formula: C9H14 O
• Molecular Weight: 138.21
• Hs Code.: 2914299000
• European Community (EC) Number: 240-476-9
• Nikkaji Number: J180.705F,J600.549G
• Mol file: 16424-32-1.mol

Synonyms:(E)-2-Butylidenecyclopentanone;56292-42-3;SCHEMBL6902803;16424-32-1

Chemical Property of (E)-2-Butylidenecyclopentanone

Chemical Property:

• Vapor Pressure: 0.105mmHg at 25°C
• Boiling Point: 221.8°Cat760mmHg
• Flash Point: 85.6°C
• PSA: 17.07000
• Density: 1.02g/cm³
• LogP: 2.46590
• XLogP3: 2.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 2
• Exact Mass: 138.104465066
• Heavy Atom Count: 10
• Complexity: 156

Purity/Quality:

98%Min ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCCC=C1CCCC1=O
• Isomeric SMILES: CCC/C=C/1\CCCC1=O

Technology Process of (E)-2-Butylidenecyclopentanone

There total 12 articles about (E)-2-Butylidenecyclopentanone 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: 80.0%

methyl 2-oxo-1-(1-phenylthiobutyl)cyclopentanecarboxylate → (E)-2-butylidene-1-cyclopentanone (56292-42-3,16424-32-1)

Guidance literature:

With 1,4-diaza-bicyclo[2.2.2]octane; In dimethyl sulfoxide; at 100 - 120 ℃; for 0.5h;

Reference yield: 58.0%

butyraldehyde (123-72-8) + cyclopentanone (120-92-3) → (E)-2-butylidene-1-cyclopentanone (56292-42-3,16424-32-1)

Guidance literature:

With chloro-trimethyl-silane; palladium on activated charcoal; In N,N-dimethyl-formamide; at 75 ℃; for 5h;

DOI:10.1246/cl.2004.668

Reference yield: 43.0%

C23H22OP(1+)*BF4(1-) + butyraldehyde (123-72-8) → (E)-2-butylidene-1-cyclopentanone (56292-42-3,16424-32-1)

Guidance literature:

With sodium hydroxide; In dichloromethane;

DOI:10.1039/c39900001310

upstream raw materials:

butyraldehyde

cyclopentanone

1-(N-morpholino)cyclopent-1-ene

2-bromocyclopentanone

Downstream raw materials:

2-butylcyclopentanone

N-(2-butyl-cyclopentyl)-N-cyclopentyl-N'-phenyl-urea

(1R,3R,4R,5R)-methyl 1-(4-chlorophenyl)-6-oxo-4-propyl-2-azaspiro[4.4]nonane-3-carboxylate

2-cyclopentylidenecyclopentan-1-one

Refernces

• 1、 Zhu, Yulin,Pan, Yuanjiang. "A new lewis acid system palladium/TMSCl for Catalytic aldol condensation of aldehydes with ketones". . p. 668 - 669. Retrieved 2007/10/03.
• 2、 Takanami, Toshikatsu,Abe, Akie,Suda, Kohji,Ohmori, Hidenobu. "Anodic Oxidation of Triphenylphosphine in the Presence of Enol Silyl Ethers or Enol Esters. Electrochemical One-step Preparation of 2-Oxocycloalkyltriphenylphosphonium Tetrafluoroborates". . p. 1310 - 1311. Retrieved 2007/10/02.