Cyclopentenecarbonyl chloride

Base Information

• Chemical Name: Cyclopentenecarbonyl chloride
• CAS No.: 59253-90-6
• Molecular Formula: C6H7ClO
• Molecular Weight: 130.574
• European Community (EC) Number: 963-463-6
• DSSTox Substance ID: DTXSID60462544
• Nikkaji Number: J1.312.901K
• Wikidata: Q82287094
• Mol file: 59253-90-6.mol

Synonyms:59253-90-6;cyclopentenecarbonyl chloride;Cyclopentene-1-carbonyl Chloride;1-CYCLOPENTENE-1-CARBONYL CHLORIDE;cyclopent-1-enecarbonyl chloride;CYCLOPENT-1-ENE-1-CARBONYL CHLORIDE;cyclopent-1-enecarbonylchloride;SCHEMBL2559392;1-Cyclopentenylcarbonyl Chloride;DTXSID60462544;UPRHYURICVZODA-UHFFFAOYSA-N;AKOS006325800;EN300-7587197

Chemical Property of Cyclopentenecarbonyl chloride

Chemical Property:

• PSA: 17.07000
• LogP: 1.86210
• Storage Temp.: Hygroscopic, Refrigerator, under inert atmosphere
• Solubility.: Chloroform
• XLogP3: 2.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 1
• Exact Mass: 130.0185425
• Heavy Atom Count: 8
• Complexity: 138

Purity/Quality:

99% ^*data from raw suppliers

1-CyclopentenylcarbonylChloride ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CC=C(C1)C(=O)Cl
• Uses: 1-Cyclopentenylcarbonyl Chloride is a reactant used in the synthesis and structural bioactivity of N-(pheneethylcarbamothioyl)cyclopent-1-enecarboxamide used in cancer treatments.

Technology Process of Cyclopentenecarbonyl chloride

There total 4 articles about Cyclopentenecarbonyl chloride 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%

cyclopent-1-enecarboxylic acid (1560-11-8) → cyclopent-1-enecarbonyl chloride (59253-90-6)

Guidance literature:

With oxalyl dichloride; for 1h; Heating;

DOI:10.1021/jm00172a017

Reference yield:

1-(carboxymethoxy)cyclopentadiene (25662-28-6) → cyclopent-1-enecarbonyl chloride (59253-90-6)

Guidance literature:

Multi-step reaction with 2 steps

1: 10percent KOH

2: 54 percent / thionyl chloride

With potassium hydroxide; thionyl chloride;

DOI:10.3987/COM-93-6465

Reference yield:

(R)-Trans-2-Methoxycarbonylcyclopentanol (90085-05-5) → cyclopent-1-enecarbonyl chloride (59253-90-6)

Guidance literature:

Multi-step reaction with 3 steps

1: p-toluenesulfonyl chloride, pyridine

2: 10percent KOH

3: 54 percent / thionyl chloride

With pyridine; potassium hydroxide; thionyl chloride; p-toluenesulfonyl chloride;

DOI:10.3987/COM-93-6465

upstream raw materials:

cyclopent-1-enecarboxylic acid

1-(carboxymethoxy)cyclopentadiene

(R)-Trans-2-Methoxycarbonylcyclopentanol

methyl 2-oxocyclopentane-1-carboxylate

Downstream raw materials:

1-(cyclopent-1-en-1-yl)ethanone

1-cyclopentene-1-carboxamide

(cyclopent-1-en-1-yl)(phenyl)methanone

(1'R,2'R)-2'-Hydroxycyclohexyl cyclopentene-1-carboxylate