Propylcyclopentane

Base Information

• Chemical Name: Propylcyclopentane
• CAS No.: 2040-96-2
• Molecular Formula: C8H16
• Molecular Weight: 112.215
• Hs Code.: 2902199090
• European Community (EC) Number: 218-042-5
• NSC Number: 73947
• UNII: 4Q1SP7J9BM
• DSSTox Substance ID: DTXSID60174352
• Nikkaji Number: J43.420E
• Wikidata: Q81977192
• Mol file: 2040-96-2.mol

Synonyms:PROPYLCYCLOPENTANE;n-Propylcyclopentane;Cyclopentane, propyl-;2040-96-2;1-Cyclopentylpropane;EINECS 218-042-5;NSC 73947;BRN 1900338;4Q1SP7J9BM;NSC-73947;4-05-00-00125 (Beilstein Handbook Reference);propyl-cyclopentane;NSC73947;1-propylcyclopentane;Cyclopentane, n-propyl-;UNII-4Q1SP7J9BM;WLN: L5TJ A3;DTXSID60174352;MFCD00039449;AKOS024319568;LS-58044;FT-0633991

Chemical Property of Propylcyclopentane

Chemical Property:

• Vapor Pressure: 11.9mmHg at 25°C
• Melting Point: -117.34°C
• Refractive Index: 1.4239
• Boiling Point: 130.5°C at 760 mmHg
• PKA: >14 (Schwarzenbach et al., 1993)
• Flash Point: 18 °C
• PSA: 0.00000
• Density: 0.78 g/mL at 20 °C(lit.)
• LogP: 2.97670
• Solubility.: Soluble in acetone, benzene, and ether (Weast, 1986); miscible with cyclopentane.
• Water Solubility.: (at 25 °C):2.04 mg/kg (shake flask-GLC, Price, 1976) 1.77 mg/L (Kryzanowska and Szeliga, 1978)
• XLogP3: 4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 2
• Exact Mass: 112.125200510
• Heavy Atom Count: 8
• Complexity: 51.1

Purity/Quality:

99% ^*data from raw suppliers

n-Propylcyclopentane ^*data from reagent suppliers

Safty Information:

• Hazard Codes: F,Xn
• Statements: 11-65
• Safety Statements: 16-23-62

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCCC1CCCC1

Technology Process of Propylcyclopentane

There total 26 articles about Propylcyclopentane 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: 56.0%

Cyclopentyl bromide (137-43-9) + propyllithium (2417-93-8) → n-propylcyclopentane (2040-96-2)

Guidance literature:

With copper(l) iodide; lithium thiocyanate; In tetrahydrofuran; at 0 ℃; for 5h;

DOI:10.1021/jo00152a026

Reference yield:

octane (111-65-9) → 2-methylheptane (592-27-8) + 4-methylheptane (589-53-7) + 3-methylheptane (589-81-1) + o-xylene (95-47-6) + 2-ethyl-1-methylcyclopentane (930-89-2,930-90-5,3726-46-3) + n-propylcyclopentane (2040-96-2) + ethylbenzene (100-41-4,27536-89-6)

Guidance literature:

With 0.93 wt.% platinum on non-acidic silica; hydrogen; at 393 ℃; under 750.075 Torr; Autoclave;

DOI:10.1016/j.apcata.2012.03.010

Reference yield:

trans-1,2-bis(2,2-dibromocyclopropyl)ethylene (87968-76-1) → octane (111-65-9) + n-propylcyclopentane (2040-96-2) + cis-bicyclo[3.3.0]octane

Guidance literature:

trans-1,2-bis(2,2-dibromocyclopropyl)ethylene; With methyllithium; In diethyl ether; at -40 ℃; Inert atmosphere;

With 10% Pt/activated carbon; hydrogen; In diethyl ether; for 1 - 1.5h; under 760.051 Torr; Overall yield = 32 %Chromat.;

upstream raw materials:

1-propylcyclopentanol

Cyclopentyl bromide

propyllithium

trans-1,2-bis(2,2-dibromocyclopropyl)ethylene

Downstream raw materials:

1,3-dimethylcyclohexane

1,4 dimethylcyclohexane

o-xylene

para-xylene

Refernces

• 1、 Neuenschwander et al.. "". . p. 1760. Retrieved 1963.
• 2、 Newland, Robert J.,Smith, Alana,Smith, David M.,Fey, Natalie,Hanton, Martin J.,Mansell, Stephen M.. "Accessing Alkyl- and Alkenylcyclopentanes from Cr-Catalyzed Ethylene Oligomerization Using 2-Phosphinophosphinine Ligands". . p. 1062 - 1073. Retrieved 2018/03/30.
• 3、 Dong, Hailin,Berke, Heinz. "A mild and efficient rhenium-catalyzed transfer hydrogenation of terminal olefins using alcoholysis of amine-borane adducts as a reducing system". experimental part. p. 1803 - 1808. Retrieved 2011/06/19.