Bicyclopentyl

Base Information

• Chemical Name: Bicyclopentyl
• CAS No.: 1636-39-1
• Molecular Formula: C10H18
• Molecular Weight: 138.253
• Hs Code.: 29038900
• European Community (EC) Number: 216-666-2
• NSC Number: 38865
• UNII: C75YPF7243
• DSSTox Substance ID: DTXSID80167625
• Nikkaji Number: J101.249E
• Wikidata: Q83037034
• Mol file: 1636-39-1.mol

Synonyms:Bicyclopentyl;Cyclopentylcyclopentane;1636-39-1;1,1'-BICYCLOPENTYL;Bicyclopentane;Dicyclopentyl;Cyclopentane, cyclopentyl-;EINECS 216-666-2;NSC-38865;estradiolbenzoate;bi(cyclopentane);NSC38865;1,1'-BI(CYCLOPENTANE);MAWOHFOSAIXURX-UHFFFAOYSA-;DTXSID80167625;C75YPF7243;NSC 38865;AKOS006271494;FT-0690772

Chemical Property of Bicyclopentyl

Chemical Property:

• Vapor Pressure: 0.891mmHg at 25°C
• Melting Point: -35.352--35.331 °C
• Refractive Index: 1.4860 (estimate)
• Boiling Point: 186.9°Cat760mmHg
• Flash Point: 51.6°C
• PSA: 0.00000
• Density: 0.915g/cm³
• LogP: 3.36680
• Storage Temp.: -20°C Freezer
• Solubility.: Chloroform (Slightly), Hexanes (Slightly)
• XLogP3: 4.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 1
• Exact Mass: 138.140850574
• Heavy Atom Count: 10
• Complexity: 80.6

Purity/Quality:

99%, ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CCC(C1)C2CCCC2
• Uses: 1,?1''-?Bicyclopentyl along with butanal mixtures are used to produce high density aviation fuel.

Technology Process of Bicyclopentyl

There total 78 articles about Bicyclopentyl 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: 71.0%

Cyclopentyl bromide (137-43-9) → bicyclopentyl (1636-39-1) + cyclopentylmagnesium bromide (33240-34-5)

Guidance literature:

With tetrahydrofuran; magnesium chloride; at 37 ℃; Product distribution; Mechanism; effect of solvent deuteration, other reagents;

DOI:10.1021/ja963208m

Reference yield: 63.0%

Cyclopentyl bromide (137-43-9) + bromobenzene (108-86-1,52753-63-6) → biphenyl (92-52-4,1594-86-1) + Cyclopentane (287-92-3) + cyclopentylbenzene (700-88-9) + bicyclopentyl (1636-39-1) + benzene (71-43-2,26181-88-4,54682-86-9,13967-78-7,174973-66-1)

Guidance literature:

With pyridine; 1,3-dimethyl-3,4,5,6-tetrahydro-2(1H)-pyrimidinone; 4,4'-Dimethoxy-2,2'-bipyridin; NiI₂*3.5H₂O; sodium iodide; zinc; at 20 - 60 ℃; for 25h; chemoselective reaction;

DOI:10.1021/ja301769r

Reference yield: 50.0%

Cyclopentyl bromide (137-43-9) → Cyclopentane (287-92-3) + bicyclopentyl (1636-39-1) + cyclopentene (142-29-0) + cyclopentylmagnesium bromide (33240-34-5)

Guidance literature:

With magnesium; In diethyl ether; at 0 ℃; Mechanism; Rate constant; reaction rate dependence on angular velocity of disk, solution viscosity;

DOI:10.1021/ja00408a032

upstream raw materials:

Cyclopentyl bromide

2-cyclopentylidenecyclopentan-1-one

3,3'-bicyclopentenyl

bicyclopentyl-1,1'-diene

Downstream raw materials:

cis-decalin

trans-Decalin

naphthalene

tetralin

Refernces

• 1、 Ourari, Ali,Derafa, Wassila,Aggoun, Djouhra. "A novel copper(ii) complex with an unsymmetrical tridentate-Schiff base: synthesis, crystal structure, electrochemical, morphological and electrocatalytic behaviors toward electroreduction of alkyl and aryl halides". . p. 82894 - 82905. Retrieved 2015.
• 2、 Funke,C.W. et al.. "-". . p. 1083 - 1089. Retrieved 1976.
• 3、 Blakely,C.F. et al.. "-". . p. 1939 - 1945. Retrieved 1961.
• 4、 Paul, Avishek,Smith, Mark D.,Vannucci, Aaron K.. "Photoredox-Assisted Reductive Cross-Coupling: Mechanistic Insight into Catalytic Aryl-Alkyl Cross-Couplings". supporting information. p. 1996 - 2003. Retrieved 2017/02/26.
• 5、 Deng, Qiang,Nie, Genkuo,Pan, Lun,Zou, Ji-Jun,Zhang, Xiangwen,Wang, Li. "Highly selective self-condensation of cyclic ketones using MOF-encapsulating phosphotungstic acid for renewable high-density fuel". . p. 4473 - 4481. Retrieved 2015/08/11.