2-Cyclopenten-1-one, 3-chloro-

Base Information

• Chemical Name: 2-Cyclopenten-1-one, 3-chloro-
• CAS No.: 53102-14-0
• Molecular Formula: C5H5ClO
• Molecular Weight: 116.547
• Hs Code.: 2914700090
• DSSTox Substance ID: DTXSID3075252
• Nikkaji Number: J125.119H
• Wikidata: Q82003261
• Mol file: 53102-14-0.mol

Synonyms:3-chlorocyclopent-2-en-1-one;53102-14-0;2-Cyclopenten-1-one, 3-chloro-;3-chlorocyclopent-2-enone;3-CHLORO-2-CYCLOPENTEN-1-ONE;3-Chloro-cyclopent-2-enone;SCHEMBL1464352;DTXSID3075252;3-Chloro-2-cyclopenten-1-one #;BBL032126;STK653009;AKOS004900360;VS-11005;3-Chloro-2-cyclopenten-1-one, AldrichCPR;CS-0239841;EN300-219786

Chemical Property of 2-Cyclopenten-1-one, 3-chloro-

Chemical Property:

• Vapor Pressure: 0.869mmHg at 25°C
• Boiling Point: 181°Cat760mmHg
• Flash Point: 60.3°C
• PSA: 17.07000
• Density: 1.23g/cm³
• LogP: 1.47200
• XLogP3: 0.9
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 0
• Exact Mass: 116.0028925
• Heavy Atom Count: 7
• Complexity: 126

Purity/Quality:

99% ^*data from raw suppliers

3-chlorocyclopent-2-enone ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CC(=O)C=C1Cl

Technology Process of 2-Cyclopenten-1-one, 3-chloro-

There total 11 articles about 2-Cyclopenten-1-one, 3-chloro- 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: 99.0%

1,3-cyclopentadione (3859-41-4) → 3-chlorocyclopent-2-en-1-one (53102-14-0)

Guidance literature:

With oxalyl dichloride; In dichloromethane; at 0 - 25 ℃; Inert atmosphere;

DOI:10.1002/chem.200701998

Reference yield: 64.0%

3,3-Dichloro-cyclopentanone → 3-chlorocyclopent-2-en-1-one (53102-14-0)

Guidance literature:

With sodium hydrogencarbonate; In dichloromethane; for 3h; Heating;

DOI:10.1016/0040-4020(80)87019-0

Reference yield:

2,2,3,5,5-pentachlorocyclopentanone (77707-93-8) → 3-chlorocyclopent-2-en-1-one (53102-14-0) + 3,4-dichloro-3-cyclopentenone (77708-21-5) + 2,3-dichloro-2-cyclopentenone (77708-07-7) + 3,4-dichloro-2-cyclopentenone (344322-99-2)

Guidance literature:

Yield given. Multistep reaction. Yields of byproduct given;

upstream raw materials:

1,3-cyclopentadione

4-chloropentanoyl chloride

2,2,3,5,5-pentachlorocyclopentanone

cyclopentanone

Downstream raw materials:

3-methoxycyclopent-2-enone

3-[2-(4-methoxy-phenyl)-aziridin-1-yl]-cyclopent-2-enone

3-(2-phenyl-aziridin-1-yl)-cyclopent-2-enone

3-benzenesulphonylcyclopent-2-en-1-one

Refernces

• 1、 -. "CEPHALOTAXUS ESTERS, METHODS OF SYNTHESIS, AND USES THEREOF". Page/Page column 106-107. . Retrieved 2009/12/28.
• 2、 Ullrich, John W.,Chiu, Fang-Ting,Tiner-Harding, Tammy,Mariano, Patrick S.. "Electron-Transfer-Initiated Photospirocyclization Reactions of β-Enaminone-Derived Allyliminium Salts". . p. 220 - 228. Retrieved 2007/10/02.