Cyclopentanone, 2-(2-pentynyl)-

Base Information

• Chemical Name: Cyclopentanone, 2-(2-pentynyl)-
• CAS No.: 57026-62-7
• Deprecated CAS: 104314-92-3
• Molecular Formula: C10H14 O
• Molecular Weight: 150.221
• European Community (EC) Number: 260-523-7
• DSSTox Substance ID: DTXSID50886215
• Nikkaji Number: J349.065C
• Mol file: 57026-62-7.mol

Synonyms:Cyclopentanone, 2-(2-pentynyl)-;2-(Pent-2-ynyl)cyclopentan-1-one;57026-62-7;EINECS 260-523-7;Cyclopentanone, 2-(2-pentyn-1-yl)-;2-(2-Pentynyl)cyclopentanone;SCHEMBL9562181;DTXSID50886215

Chemical Property of Cyclopentanone, 2-(2-pentynyl)-

Chemical Property:

• Vapor Pressure: 0.0377mmHg at 25°C
• Boiling Point: 240.6°Cat760mmHg
• Flash Point: 94.3°C
• PSA: 17.07000
• Density: 0.965g/cm³
• LogP: 2.15910
• XLogP3: 2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 1
• Exact Mass: 150.104465066
• Heavy Atom Count: 11
• Complexity: 203

Purity/Quality:

98%Min ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCC#CCC1CCCC1=O

Technology Process of Cyclopentanone, 2-(2-pentynyl)-

There total 18 articles about Cyclopentanone, 2-(2-pentynyl)- 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: 95.0%

methyl 2-oxo-1-(pent-2-yn-1-yl)cyclopentanecarboxylate (68480-23-9) → 2-(Pent-2-enyl)cyclopentan-1-one (57026-62-7)

Guidance literature:

With lithium hydroxide; In tetrahydrofuran; water; at 20 ℃; for 2h;

DOI:10.1002/hlca.201500257

Reference yield: 94.0%

methyl 2-oxo-3-(pent-2-yn-1-yl)cyclopentanecarboxylate → 2-(Pent-2-enyl)cyclopentan-1-one (57026-62-7)

Guidance literature:

With lithium hydroxide; In tetrahydrofuran; water; at 20 ℃; for 2h;

DOI:10.1002/hlca.201500257

Reference yield: 85.0%

2-(2-pentynyl)-2-(2-benzothiazolylthio)cyclopentanone (68898-27-1) → 2-(Pent-2-enyl)cyclopentan-1-one (57026-62-7) + 2-Mercaptobenzothiazole (149-30-4,118090-09-8)

Guidance literature:

tetraethylammonium tosylate; In methanol; Electrochemical reduction (Pt cathode);

DOI:10.1021/jo01295a040

upstream raw materials:

2-(2-pentynyl)-2-(2-benzothiazolylthio)cyclopentanone

allyl 1-(2-pentynyl)-2-oxocyclopentanecarboxylate

1-bromo-pent-2-yne

cyclopentanone

Downstream raw materials:

Toluene-4-sulfonic acid (1R,2S)-2-pent-2-ynyl-cyclopentyl ester

(+/-)-tetrahydrodicranenone

Refernces

• 1、 Kataoka, Hideaki,Yamada, Toshiro,Goto, Kuniaki,Tsuji, Jiro. "AN EFFICIENT SYNTHETIC METHOD OF METHYL (+/-)-JASMONATE". . p. 4107 - 4112. Retrieved 2007/10/02.
• 2、 Henderson, Douglas,Richardson, Kevan A.,Taylor, Richard J. K.,Saunders, John. "A Quick and Efficient Route to 2-Substituted Cyclopentanones and Cyclohexanones". . p. 996 - 997. Retrieved 2007/10/02.