2-Chlorocyclopentanone

Base Information

• Chemical Name: 2-Chlorocyclopentanone
• CAS No.: 694-28-0
• Deprecated CAS: 93474-01-2
• Molecular Formula: C5H7 Cl O
• Molecular Weight: 118.563
• Hs Code.: 29147000
• European Community (EC) Number: 211-769-9
• NSC Number: 60206
• DSSTox Substance ID: DTXSID50883481
• Nikkaji Number: J48.264A
• Mol file: 694-28-0.mol

Synonyms:2-Chlorocyclopentanone;694-28-0;CYCLOPENTANONE, 2-CHLORO-;2-chlorocyclopentan-1-one;2-Chloro-1-cyclopentanone;alpha-Chlorocyclopentanone;2-Chlorocyclopentan-one;EINECS 211-769-9;NSC 60206;.alpha.-Chlorocyclopentanone;BRN 1098899;4-07-00-00012 (Beilstein Handbook Reference);MFCD00001410;chlorocyclopentanone;WLN: L5VTJ BG;2-chloro-cyclopentan-1-one;2-Chlorocyclopentanone, 98%;SCHEMBL172692;DTXSID50883481;NSC60206;NSC-60206;AKOS009031263;AS-46944;LS-58068;FT-0611938;EN300-21150;F10995;A836493;Z104492966

Chemical Property of 2-Chlorocyclopentanone

Chemical Property:

• Appearance/Colour: Clear pink to brown liquid. Aromatic odor.
• Vapor Pressure: 0.657mmHg at 25°C
• Refractive Index: n20/D 1.474(lit.)
• Boiling Point: 72-74 ºC (12 mmHg)
• Flash Point: 77 ºC
• PSA: 17.07000
• Density: 1.185
• LogP: 1.34680
• Storage Temp.: 2-8°C
• Water Solubility.: Soluble in water.
• XLogP3: 1.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 0
• Exact Mass: 118.0185425
• Heavy Atom Count: 7
• Complexity: 90.1

Purity/Quality:

99% ^*data from raw suppliers

2-Chlorocyclopentanone ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36-37/39

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CC(C(=O)C1)Cl

Technology Process of 2-Chlorocyclopentanone

There total 26 articles about 2-Chlorocyclopentanone 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: 100.0%

cyclopentanone (120-92-3) → 2-chlorocyclopentanone (694-28-0)

Guidance literature:

With iodine; mercury dichloride; In dichloromethane; for 1h; Ambient temperature;

DOI:10.1055/s-1986-31748

Reference yield: 84.0%

cyclopentene (142-29-0) → 2-chlorocyclopentanone (694-28-0)

Guidance literature:

With chromium(VI) oxide; chloro-trimethyl-silane; In tetrachloromethane; for 18h; 5-10 degC to room temp.;

DOI:10.1016/S0040-4039(00)95157-8

Reference yield: 81.0%

N-chloro-succinimide (128-09-6) + cyclopentanone (120-92-3) → 2-chlorocyclopentanone (694-28-0)

Guidance literature:

amberlyst-15; In ethyl acetate; at 20 ℃; for 0.5h;

DOI:10.1016/j.tetlet.2004.11.140

upstream raw materials:

cyclopentanone

(1S,5R)-6-Oxa-bicyclo[3.1.0]hexane

N-chloro-succinimide

1-(trimethylsilyloxy)cyclopentene

Downstream raw materials:

2,2'-Diphenylbi-1-cyclopenten-1-yl

2,2'-Diphenylbi-2-cyclopenten-1-yl

2-methoxycyclopentanone

anti-10-Oxatricyclo<4.2.1.1^2,5>dec-3-en-9-on

Refernces

• 1、 Duan, Xin-Hua,Mayr, Herbert. "Electrophilicities of α-chlorinating agents used in organocatalysis". supporting information; experimental part. p. 2238 - 2241. Retrieved 2010/08/05.
• 2、 -. "Process For Preparing Chlorinated Carbonyl Compounds In Jet Loop Reactors". Page/Page column 5. . Retrieved 2008/12/05.