Cyclopentane

Base Information

• Chemical Name: Cyclopentane
• CAS No.: 287-92-3
• Molecular Formula: C5H10
• Molecular Weight: 70.1344
• Hs Code.: 2902 19 00
• European Community (EC) Number: 206-016-6,270-696-0
• ICSC Number: 0353
• NSC Number: 60213
• UN Number: 1146
• UNII: T86PB90RNU
• DSSTox Substance ID: DTXSID6024886
• Nikkaji Number: J2.564J
• Wikipedia: Cyclopentane
• Wikidata: Q80260,Q83064768
• Metabolomics Workbench ID: 53905
• ChEMBL ID: CHEMBL1370850
• Mol file: 287-92-3.mol

Synonyms:Cyclopentadiene;Cyclopentadienes;Cyclopentane;Cyclopentanes;Cyclopentene;Cyclopentenes

Chemical Property of Cyclopentane

Chemical Property:

• Appearance/Colour: colourless liquid with a petrol-like smell
• Vapor Pressure: 18.93 psi ( 55 °C)
• Melting Point: -94 °C
• Refractive Index: n20/D 1.405(lit.)
• Boiling Point: 49.2 °C at 760 mmHg
• Flash Point: ?35°F
• PSA: 0.00000
• Density: 0.79 g/cm³
• LogP: 1.95050
• Storage Temp.: Flammables area
• Solubility.: 0.156g/l insoluble
• Water Solubility.: Miscible with ethanol, ether and acetone. Slightly miscible with water.
• XLogP3: 3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 0
• Exact Mass: 70.078250319
• Heavy Atom Count: 5
• Complexity: 11.6
• Transport DOT Label: Flammable Liquid

Purity/Quality:

98% ^*data from raw suppliers

Cyclopentane ^*data from reagent suppliers

Safty Information:

• Pictogram(s): F
• Hazard Codes: F
• Statements: 11-52/53
• Safety Statements: 9-16-29-33-61

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Chemical Classes: Solvents -> Aliphatics, Saturated (
• Canonical SMILES: C1CCCC1
• Inhalation Risk: A harmful contamination of the air can be reached rather quickly on evaporation of this substance at 20 °C.
• Effects of Short Term Exposure: The substance and the vapour in high concentrations are irritating to the eyes and respiratory tract. The substance is irritating to the gastrointestinal tract. If swallowed the substance easily enters the airways and could result in aspiration pneumonitis. The substance may cause effects on the central nervous system. This may result in lowering of consciousness.
• Effects of Long Term Exposure: Repeated or prolonged contact with skin may cause dryness and cracking and dermatitis.
• Uses: (1)??? It can be used as a solvent for solution polymerization of polyisoprene rubber and cellulose ether. It can be used as a substitute for Freon as insulation materials in refrigerators and freezers as well as foaming agents for other hard PU foams, and chromatographic analysis standards. (2)??? Used as a standard substance for chromatographic analysis, solvents, engine fuels, azeotropic distillation agents. Cyclopentane is a petroleum product. Itis formed from high-temperature catalyticcracking of cyclohexane or by reduction ofcyclopentadiene. It occurs in petroleum etherfractions and in many commercial solvents.It is used as a solvent for paint, in extractionsof wax and fat, and in the shoe industry. As a laboratory reagent; in the manufacture of pharmaceuticals; found in solvents and in petroleum ether; propellant pressurizing agent. Cyclopentane is used as green blowing agent and involved in the production of polyurethane insulating foam, which is used in refrigerators, freezers, water heaters, construction panels, insulated pipes and roofs. As a lubricant, it finds applications in computer hard drives and outer space equipment due to its low volatile nature. It is widely useful in the preparation of resin, adhesives and pharmaceutical intermediate. It is an additive in gasoline. Since it is a halogen free compound and has zero-ozone depletion potential, it replaces the conventionally used chloro fluoro carbon (CFC) in refrigeration and thermal insulation.
• Production method: Cyclopentane is a component of the petroleum ether in the 30-60 °C boiling point range with the content being generally 5%-10%. Apply atmospheric distillation; at a 60: 1 reflux ratio and carry out at an 8m height tower; first distill out the isopentane and n-pentane; continue fractionation to obtain a cyclopentane with purity being over 98%. Cyclopentane can also be obtained through cyclopentanone reduction or cyclopentadiene catalytic hydrogenation.
• Physical properties: Colorless, mobile, flammable liquid with an odor resembling cyclohexane.

Technology Process of Cyclopentane

There total 149 articles about Cyclopentane 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: 97.4%

5-hydroxymethyl-tetrahydrofuran-2-carbaldehyde (69924-30-7) → 2,5-dimethyltetrahydrofuran (1003-38-9) + Cyclopentane (287-92-3)

Guidance literature:

With hydrogen; In 1,4-dioxane; at 180 ℃; for 20h; under 9000.9 Torr; Reagent/catalyst; Overall yield = 100 %; Catalytic behavior;

DOI:10.1039/c5gc00062a

Reference yield: 53.6%

penta-1,3-diene (504-60-9,17410-45-6,25212-15-1,64940-84-7) → Cyclopentane (287-92-3) + cyclopenta-1,3-diene (542-92-7,25568-84-7,7313-32-8) + cyclopentene (142-29-0)

Guidance literature:

With silica-supported tetrakis(triphenylphosphine)platinum⁽⁰⁾-derived nanocatalyst; In benzene; at 600 ℃;

DOI:10.1134/S0012500809020025

Reference yield: 21.4%

pentane (109-66-0,8031-35-4,9078-70-0) → Cyclopentane (287-92-3) + cyclopenta-1,3-diene (542-92-7,25568-84-7,7313-32-8) + cyclopentene (142-29-0)

Guidance literature:

With silica-supported tetrakis(triphenylphosphine)platinum⁽⁰⁾-derived nanocatalyst; In benzene; at 600 ℃;

DOI:10.1134/S0012500809020025

upstream raw materials:

Cyclopentyl bromide

cyclopentyl iodide

(Dichloroiodo)benzene

cyclopentanone hydrazone

Downstream raw materials:

ethylene glycol diformate

cyclopentylacetic acid methyl ester

ethyl cyclopentylacetate

ethane

Refernces

• 1、 Egger,Benson. "". . p. 241. Retrieved 1966.
• 2、 Heisig. "-". . p. 1067,1072. Retrieved 1935.
• 3、 Liberman et al.. "-". . . Retrieved 1958.
• 4、 Mendelsohn, Lauren N.,MacNeil, Connor S.,Tian, Lei,Park, Yoonsu,Scholes, Gregory D.,Chirik, Paul J.. "Visible-Light-Enhanced Cobalt-Catalyzed Hydrogenation: Switchable Catalysis Enabled by Divergence between Thermal and Photochemical Pathways". . p. 1351 - 1360. Retrieved 2021/02/01.
• 5、 Patel, Anjali,Patel, Jay. "Fe Exchanged Supported Phosphomolybdic Acid: Synthesis, Characterization and Low Temperature Water Mediated Hydrogenation of Cyclohexene". . . Retrieved 2021/11/09.