2-Butylcyclopentanone

Base Information

• Chemical Name: 2-Butylcyclopentanone
• CAS No.: 934-42-9
• Deprecated CAS: 114221-83-9
• Molecular Formula: C₉H₁₆O
• Molecular Weight: 140.225
• European Community (EC) Number: 213-282-7
• DSSTox Substance ID: DTXSID60883619
• Nikkaji Number: J160.199G
• Mol file: 934-42-9.mol

Synonyms:2-Butylcyclopentanone;934-42-9;2-butylcyclopentan-1-one;Cyclopentanone, 2-butyl-;CYCLOPENTANONE,2-BUTYL-;EINECS 213-282-7;AI3-36552;2-n-butylcyclopentanone;2-BUTYLCYCLOPENANONE;2-BUTYL CYCLOPENTANONE;SCHEMBL1824692;DTXSID60883619;MFCD00797962;AKOS010639879;AS-50050;DI-O-TOLYLPHOSPHONOACETICACIDETHYLESTER;EN300-66850;O10708;A903057;Z813018296;2-butylcyclopentanone;2-Butyl-1-cyclopentanone

Chemical Property of 2-Butylcyclopentanone

Chemical Property:

• Vapor Pressure: 0.33mmHg at 25°C
• Refractive Index: 1.448
• Boiling Point: 200.1 °C at 760 mmHg
• Flash Point: 67.7 °C
• PSA: 17.07000
• Density: 0.9 g/cm³
• LogP: 2.54580
• Storage Temp.: Sealed in dry,Room Temperature
• XLogP3: 2.4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 3
• Exact Mass: 140.120115130
• Heavy Atom Count: 10
• Complexity: 118

Purity/Quality:

99% ^*data from raw suppliers

2-Butylcyclopentanone 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCCCC1CCCC1=O

Technology Process of 2-Butylcyclopentanone

There total 30 articles about 2-Butylcyclopentanone 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: 94.0%

2-(1-phenylthiobutyl)cyclopentanone (72653-67-9) → 2-butylcyclopentanone (934-42-9,162369-30-4)

Guidance literature:

W-2 Raney nickel; In ethanol; acetone; at 20 ℃; for 2h;

DOI:10.1016/S0040-4020(01)86667-9

Reference yield: 81.0%

2-butylcyclopent-2-enone (5561-05-7) → 2-butylcyclopentanone (934-42-9,162369-30-4)

Guidance literature:

With chloro-trimethyl-silane; diphenylsilane; zinc(II) chloride; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In chloroform; at 23 ℃; for 2h;

DOI:10.1016/S0040-4020(00)00864-4

Reference yield: 63.0%

1-iodo-butane (542-69-8) + 1-(trimethylsilyloxy)cyclopentene (19980-43-9) → 2-butylcyclopentanone (934-42-9,162369-30-4) + 2,5-dibutyl-cyclopentanone (100544-83-0) + 1-(butyloxy)cyclopentene (84215-06-5)

Guidance literature:

With N,N,N,N,N,N-hexamethylphosphoric triamide; methyllithium; dimethyl zinc(II); In tetrahydrofuran; at -60 ℃; for 10h;

DOI:10.1021/jo00269a006

upstream raw materials:

2-Buthylidenecyclopentenone

trans-Crotonaldehyde

cyclopentanone

ammonium acetate

Downstream raw materials:

cis-1,2-dibutylcyclopentane

trans-1,2-dibutylcyclopentane

C₁₁H₂₀O₂

6-Butyl-tetrahydro-pyran-2-one

Refernces

• 1、 Morisson,Barnier,Blanco. "Enzymatic resolution of bicyclo[n.1.0]alkan-1-ols derivatives: Preparation of optically active α-substituted α-methylcycloalkanones". . p. 7749 - 7764. Retrieved 2007/10/03.
• 2、 Jefford, Charles W.,Sledeski, Adam W.,Lelandais, Patrick,Boukouvalas, John. "The alkylation of silyl enol ethers with SN1-unreactive iodides in the presence of silver trifluoroacetate". . p. 1855 - 1858. Retrieved 2007/10/02.