Cyclopentene

Base Information

• Chemical Name: Cyclopentene
• CAS No.: 142-29-0
• Deprecated CAS: 33004-05-6
• Molecular Formula: C5H8
• Molecular Weight: 68.1185
• Hs Code.: 29021990
• European Community (EC) Number: 205-532-9
• NSC Number: 5160
• UN Number: 2246
• UNII: ONM2CKV81Z
• DSSTox Substance ID: DTXSID6029171
• Nikkaji Number: J34.912G
• Wikipedia: Cyclopentene
• Wikidata: Q415233,Q82879382
• Metabolomics Workbench ID: 57233
• ChEMBL ID: CHEMBL1797299
• Mol file: 142-29-0.mol

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

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Chemical Property of Cyclopentene

Chemical Property:

• Appearance/Colour: colourless liquid with a petrol-like odour
• Vapor Pressure: 20.89 psi ( 55 °C)
• Melting Point: -135 °C
• Refractive Index: 1.464
• Boiling Point: 44.2 °C at 760 mmHg
• Flash Point: <−30°F
• PSA: 0.00000
• Density: 0.831 g/cm³
• LogP: 1.72650
• Storage Temp.: 0-6°C
• Sensitive.: Air Sensitive
• Solubility.: water: soluble0.535g/L at 25°C
• Water Solubility.: immiscible
• XLogP3: 1.9
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 0
• Exact Mass: 68.062600255
• Heavy Atom Count: 5
• Complexity: 38
• Transport DOT Label: Flammable Liquid

Purity/Quality:

Safty Information:

• Pictogram(s): F,Xn
• Hazard Codes: F,Xn
• Statements: 11-21/22-36/37/38-65-67-52/53-38
• Safety Statements: 9-16-26-33-36-62-61-36/37

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Chemical Classes: Other Classes -> Aliphatics, Unsaturated
• Canonical SMILES: C1CC=CC1
• Physical properties: Clear, colorless, watery, very flammable liquid with a characteristic sweet, petroleum-like odor.
• Uses: Cyclopentene is a cycloalkene that is cyclopentane having one endocyclic double bond. Vapors heavier than air. Inhalation of high concentrations may be narcotic. Used to make rubber and plastics. Neopentyl phosphine ligand catalyzed Heck coupling of cyclopentene has been reported. Mechanism of reaction of ground state oxygen atom with cyclopentene has been investigated. Homopolymerization of cyclopentene has been reported. Photocatalytic oxidation of cyclopentene over various titanium(IV) oxide catalyst has been reported. Cyclopentene was used to investigate the [2+2] cycloaddition of diamond (001) surfaces with alkene. Cyclopentene is used in organic synthesis for cross-linking resin. It is used as an intermediate in Industries such as Agrochemical, Dyestuff, Pharmaceutical, syntheses material, Chemical. It is used as a monomer for synthesis of plastics and rubber. It is also used for the synthesis of various chemicals, such as 1,1,2-Trimethylcyclohexane.

Technology Process of Cyclopentene

There total 218 articles about Cyclopentene 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: 80.0%

Cyclopentanol (96-41-3) → cyclopentyl chloride (930-28-9) + cyclopentene (142-29-0)

Guidance literature:

With 1-chloro-1-(dimethylamino)-2-methyl-1-propene; In dichloromethane; 1.) 0 deg C; 2.) rt., 3h;

DOI:10.1016/S0040-4039(00)99407-3

Reference yield: 70.0%

2-(cyclopentyloxy)tropone (87563-16-4) → 2-hydroxy-2,4,6-cycloheptatrien-1-one (533-75-5) + cyclopentene (142-29-0)

Guidance literature:

In dimethylsulfoxide-d6; at 180 ℃; for 2h;

DOI:10.1039/c39830000483

Reference yield: 58.1%

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

Guidance literature:

With hydrogen sulfide; at 600 ℃;

DOI:10.1134/S0012500809020025

upstream raw materials:

phthalic anhydride

Cyclopentanol

Cyclopentyl bromide

ethanol

Downstream raw materials:

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

1-cyclopentyl-3,5-dimethylbenzene

dichloro(cyclopentyl)(methyl)silane

4-(cyclopentyloxy)benzoic acid

Refernces

• 1、 Fel'Dblyum,Antonova,Zefirov. "Cyclization and dehydrocyclization of C5 hydrocarbons over platinum nanocatalysts and in the presence of hydrogen sulfide". . p. 27 - 30. Retrieved 2009.
• 2、 Newcomb, Martin,Manek, M. Beata,Glenn, Anne G.. "Ring opening and hydrogen atom transfer trapping of the bicyclo[2.1.0]pent-2-yl radical". . p. 949 - 958. Retrieved 1991.
• 3、 Koner, Apurba L.,Marquez, Cesar,Dickman, Michael H.,Nau, Werner M.. "Transition-metal-promoted chemoselective photoreactions at the cucurbituril rim". . p. 545 - 548. Retrieved 2011.
• 4、 Dohmaru, Takaaki,Nagata, Yoshio. "Kinetics of the Gas-phase Addition Reactions of Trichlorosilyl Radicals. Part 3.-Additions to 2-Olefins". . p. 1141 - 1148. Retrieved 1982.
• 5、 Adam, Waldemar,Finzel, Ralf,Kita, Fumio. "Benzophenone-sensitized two-photon chemistry of azoalkanes in the "laser/ liquid jet": Evidence for photoinduced hydrogen 1,2-shift in 1,3-cyclopentadiyl triplet diradicals". . p. 2211 - 2214. Retrieved 1991.
• 6、 Farneth, William E.,Thomsen, Marcus W.,Schultz, Nancy L.,Davies, Mark A.. "Infrared Multiphoton Photochemistry of Vinylcyclopropane. Variation of Yield and Branching Ratio with Experimental Parameters". . p. 4001 - 4006. Retrieved 1981.
• 7、 Evans, Stephen V.,Trotter, James. "Crystal Structure and Photochemistry of Four α-Cycloalkyl-p-chloroacetophenones". . p. 63 - 72. Retrieved 1988.
• 8、 Grosse,Morrell,Mavity. "". . p. 309,311. Retrieved 1940.
• 9、 Ziegler et al.. "-". . p. 434,436, 441. Retrieved 1956.
• 10、 Friedman,L.,Shechter,H.. "-". . p. 1002 - 1003. Retrieved 1960.