1,2-Cyclopentanedione

Base Information

• Chemical Name: 1,2-Cyclopentanedione
• CAS No.: 3008-40-0
• Molecular Formula: C5H6 O2
• Molecular Weight: 98.1014
• Hs Code.: 2914299000
• European Community (EC) Number: 857-354-1
• DSSTox Substance ID: DTXSID60952490
• Nikkaji Number: J80.614E
• Wikipedia: 1,2-Cyclopentanedione
• Wikidata: Q93734710
• Mol file: 3008-40-0.mol

Synonyms:1,2-Cyclopentanedione;cyclopentane-1,2-dione;3008-40-0;1,2-cyclopentadione;MFCD00045446;cyclopentanedione;cyclopentane-1,2-quinone;DTXSID60952490;AMY23435;AC2232;AKOS017344721;SY057516;EN300-41495;A918674;F8885-0660

Chemical Property of 1,2-Cyclopentanedione

Chemical Property:

• Vapor Pressure: 0.0527mmHg at 25°C
• Melting Point: 56 °C
• Boiling Point: 234.5°C at 760 mmHg
• Flash Point: 86.9°C
• PSA: 34.14000
• Density: 1.038g/cm³
• LogP: 1.47880
• XLogP3: -0.4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 98.036779430
• Heavy Atom Count: 7
• Complexity: 101

Purity/Quality:

99%, ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CC(=O)C(=O)C1

Technology Process of 1,2-Cyclopentanedione

There total 27 articles about 1,2-Cyclopentanedione 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: 97.0%

1,3-cylohexanedione (504-02-9) → cyclopentane-1,2-dione (3008-40-0)

Guidance literature:

With aluminum (III) chloride; Oxone; In water; at 20 ℃; for 1.5h;

DOI:10.1021/jo4009047

Reference yield: 80.0%

2-chlorocyclopentane-1-ol (69578-06-9) → cyclopentane-1,2-dione (3008-40-0)

Guidance literature:

With iron(III) chloride hexahydrate; In water; at 100 ℃; for 0.166667h;

DOI:10.1002/ejoc.201001042

Reference yield: 73.0%

2-keto cyclopentanone acetal (109459-54-3) → cyclopentane-1,2-dione (3008-40-0)

Guidance literature:

With sulfuric acid; silica gel; In dichloromethane; for 24h; Ambient temperature;

DOI:10.1016/S0040-4039(00)95779-4

upstream raw materials:

4,5-dioxo-cyclopentane-1,3-dicarboxylic acid diethyl ester

2,3-dioxo-cyclopentanecarboxylic acid ethyl ester

cyclopentanone

1,2-bis((trimethylsilyl)oxy)cyclopent-1-ene

Downstream raw materials:

2-benzoyloxy-cyclopent-2-enone

cyclopentane-1,2-dione-bis-benzoylhydrazone

2-(3-Methoxyphenylamino)-2-cyclopenten-1-on

succinic acid

Refernces

• 1、 Singh, Bharat,Chand, Rajendra. "Kinetics and mechanism of bromamine-T oxidation of some cyclic ketones in acidic media". . p. 2871 - 2873. Retrieved 1985.
• 2、 -. "TYK2 INHIBITORS AND USES THEREOF". Paragraph 00826; 00827. . Retrieved 2018/04/27.
• 3、 Winkler, Christoph K.,Stueckler, Clemens,Mueller, Nicole J.,Pressnitz, Desiree,Faber, Kurt. "Asymmetric synthesis of O-protected acyloins using enoate reductases: Stereochemical control through protecting group modification". supporting information; experimental part. p. 6354 - 6358. Retrieved 2011/02/24.