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

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:

98.00% ^*data from raw suppliers

Cyclopentene ^*data from reagent suppliers

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

(+/-)-(trans-2-chloro-cyclopentyl)-(2,4-dinitro-phenyl)-sulfide

1-cyclopentyl-4-methoxybenzene

1-cyclopentyl-2-methoxybenzene

Refernces

Synthesis, structure and electrochemical properties of two new unsymmetrical tetrathiafulvalene derivatives

10.1002/jhet.5570420515

The study focuses on the synthesis, structure, and electrochemical properties of two new unsymmetrical tetrathiafulvalene (TTF) derivatives, 2,3-bis(cyanoethylthio)-6,7-(methylethylenedithio)tetrathiafulvalene (6a) and 2,3-bis(cyanoethylthio)-6,7-(cyclopentodithio)tetrathiafulvalene (6b). These compounds were synthesized using a method involving the coupling of 1,3-dithiole-2-thione and 1,3-dithiole-2-one in the presence of phosphite. The synthesis started from (Et4N)2[Zn(dmit)2] and involved several steps, including alkylation and reactions with various reagents such as oligo(4,5-dihydro-1,3-dithiole-2,4,5-trithione) and cyclopentene. The molecular structures of 6a and 6b were determined by X-ray crystallography, revealing differences in the orientation of the cyanoethyl groups and packing modes. The redox properties of these compounds were investigated by cyclic voltammetry, showing two reversible single-electron redox couples for each, with close redox potentials indicating similar electron effects on the TTF core. The study highlights the potential of these unsymmetrical TTF derivatives for applications in organic conductors and superconductors.