2-Cyclopentylidenecyclopentanone

Base Information

• Chemical Name: 2-Cyclopentylidenecyclopentanone
• CAS No.: 825-25-2
• Molecular Formula: C10H14 O
• Molecular Weight: 150.221
• European Community (EC) Number: 212-542-7
• NSC Number: 22041
• UNII: 7ALH95T3QJ
• DSSTox Substance ID: DTXSID80231794
• Nikkaji Number: J99.984I
• Wikidata: Q83112738
• Mol file: 825-25-2.mol

Synonyms:2-Cyclopentylidenecyclopentanone;825-25-2;2-cyclopentylidenecyclopentan-1-one;[Bicyclopentyliden]-2-one;Cyclopentylidenecyclopentan-2-one;Cyclopentanone, 2-cyclopentylidene-;[1,1'-Bi(cyclopentylidene)]-2-one;7ALH95T3QJ;EINECS 212-542-7;NSC-22041;[.DELTA.1,1'-Bicyclopentan]-2-one;Cyclopentanone,2-cyclopentylidene-;NSC22041;UNII-7ALH95T3QJ;SCHEMBL5464779;BICYCLOPENTYLIDENE-2-ONE;2-cyclopentylidene cyclopentanone;2-cyclopentylidenecyclo-pentanone;2-Cyclopentylidene-cyclopentanone;NYSYNXRPXJZYFY-UHFFFAOYSA-;2-cyclopentylidencyclopentan-1-on;DTXSID80231794;1,1'-bi(cyclopentyliden)-2-one;2-Cyclopentylidene-1-cyclopentanone;MFCD00044678;NSC 22041;STL560956;AKOS006241773;CS-0202769;FT-0632995;E82432;EN300-136053

Chemical Property of 2-Cyclopentylidenecyclopentanone

Chemical Property:

• Vapor Pressure: 0.0142mmHg at 25°C
• Melting Point: 74-75 °C
• Refractive Index: 1.5215 (estimate)
• Boiling Point: 257.8°C at 760 mmHg
• Flash Point: 104°C
• PSA: 17.07000
• Density: 1 g/cm3
• LogP: 2.61000
• XLogP3: 1.8
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 0
• Exact Mass: 150.104465066
• Heavy Atom Count: 11
• Complexity: 205

Purity/Quality:

99.9% ^*data from raw suppliers

Bicyclopentylidene-2-one ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1CCC(=C2CCCC2=O)C1
• Uses: Bicyclopentylidene-2-one is derived from Cyclopentanone (C988395), which is a chemical compound used in the synthesis of various simple and complex organic compounds. Also, it is used in the synthesis of peptidase IV inhibitors for the treatment of type 2 diabetes.

Technology Process of 2-Cyclopentylidenecyclopentanone

There total 69 articles about 2-Cyclopentylidenecyclopentanone 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: 87.0%

cyclopentanone (120-92-3) + carbonic acid dimethyl ester (616-38-6) → hexanedioic acid dimethyl ester (627-93-0) + 2-cyclopentylidenecyclopentan-1-one (825-25-2)

Guidance literature:

With cerium(IV) oxide; at 260 ℃; for 5h; under 3750.38 Torr; Inert atmosphere; Autoclave;

DOI:10.1039/c5gc02528a

Reference yield: 61.0%

cyclopentanone (120-92-3) + carbonic acid dimethyl ester (616-38-6) → hexanedioic acid dimethyl ester (627-93-0) + dimethyl 2-methyladipate (66432-76-6,19780-94-0) + 2-cyclopentylidenecyclopentan-1-one (825-25-2) + dimethyl 2-oxocyclopentane-1,3-dicarboxylate (155191-86-9)

Guidance literature:

With magnesium oxide; at 260 ℃; for 3h; under 3750.38 Torr; Reagent/catalyst; Time; Inert atmosphere; Autoclave;

DOI:10.1039/c5gc02528a

Reference yield: 48.6%

cyclopentanone (120-92-3) → N,N-dicyclopentylamine (20667-16-7) + (+/-)-2-Cyclopentylidenecylopenta-1-ol (6261-30-9) + 2-cyclopentylcyclopentanol (4884-25-7) + N-Cyclopentyliden-cyclopentylamin (27721-49-9) + C10H15N + 2-cyclopentylidenecyclopentan-1-one (825-25-2) + Cyclopentamine (1003-03-8)

Guidance literature:

With ammonia; hydrogen; In methanol; at 90 ℃; for 4h; under 15001.5 Torr; Catalytic behavior; Autoclave;

DOI:10.1002/cctc.201900335

upstream raw materials:

piperidine

ethyl acetate

cyclopentanone

spiro[4.5]decan-6-one

Downstream raw materials:

(1,1'-bicyclopentyl)-2-one

bicyclopentyl

bicyclopentylidene

2-cyclopentylcyclopentanol

Refernces

• 1、 Xu, Qianqian,Sheng, Xueru,Jia, Haiyuan,Li, Na,Zhang, Jian,Shi, Haiqiang,Niu, Meihong,Ping, Qingwei. "Diatomite Stabilized KOH: An Efficient Heterogeneous Catalyst for Cyclopentanone Self-condensation". . p. 916 - 923. Retrieved 2021.
• 2、 Guo, Wanjun,Tong, Tao,Liu, Xiaohui,Guo, Yong,Wang, Yanqin. "Morphology-Tuned Activity of Ru/Nb2O5 Catalysts for Ketone Reductive Amination". . p. 4130 - 4138. Retrieved 2019/05/24.