3-(2-Propenyl)cyclopentene

Base Information

• Chemical Name: 3-(2-Propenyl)cyclopentene
• CAS No.: 14564-97-7
• Molecular Formula: C8H12
• Molecular Weight: 108.183
• DSSTox Substance ID: DTXSID50932665
• Mol file: 14564-97-7.mol

Synonyms:3-(2-Propenyl)cyclopentene;Cyclopentene,3-(2-propenyl)-;14564-97-7;3-Allylcyclopenten;3-Allylcyclopentene-1;3-Allyl-1-cyclopentene;3-[2-Propenyl]-1-cyclopentene;DTXSID50932665;VWGHETFSGHHDRB-UHFFFAOYSA-N;3-(PROP-2-EN-1-YL)CYCLOPENT-1-ENE

Chemical Property of 3-(2-Propenyl)cyclopentene

Chemical Property:

• Vapor Pressure: 16.5mmHg at 25°C
• Boiling Point: 122.9°Cat760mmHg
• Flash Point: 11.8°C
• Density: 0.824g/cm³
• XLogP3: 2.8
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 2
• Exact Mass: 108.093900383
• Heavy Atom Count: 8
• Complexity: 101

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C=CCC1CCC=C1

Technology Process of 3-(2-Propenyl)cyclopentene

There total 2 articles about 3-(2-Propenyl)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:

5-chloromethyl-2-norbornene (95-09-0) → bicyclo[3.3.0]oct-2-ene (5549-09-7) + bicyclo[3.2.1]oct-2-ene (823-02-9,61617-43-4) + 4-allylcyclopentene (765-99-1) + 3-allyl-1-cyclopentene (14564-97-7)

Guidance literature:

With sodium; In various solvent(s); at 80 - 110 ℃; for 1h; Further byproducts given;

DOI:10.1021/jo00283a022

Reference yield:

5-chloromethyl-2-norbornene (95-09-0) → bicyclo[3.3.0]oct-2-ene (5549-09-7) + 4-allylcyclopentene (765-99-1) + 3-allyl-1-cyclopentene (14564-97-7) + 5-methyl-2-norbornene (822-96-8,10060-47-6,10060-48-7,73338-98-4,73338-99-5,75503-82-1,78678-28-1,108266-87-1) + 5-methylbicyclo[2.2.1]heptan-2-ene (822-96-8,10060-47-6,10060-48-7,73338-98-4,73338-99-5,75503-82-1,78678-28-1,108266-87-1) + 1-allyl-1,3-cyclopentadiene (29378-03-8)

Guidance literature:

With ethidium Bromide; magnesium; In tetrahydrofuran; Mechanism; Heating; other solvent;

DOI:10.1021/jo00283a022

Reference yield: 85.0%

3-allyl-1-cyclopentene (14564-97-7) + triphenylmethylacetonitrile oxide (13412-55-0) → 3-triphenylmethyl-5-<(2-cyclopenten-1-yl)methyl>-2-isoxazoline (127346-93-4,127346-94-5)

Guidance literature:

In benzene; at 85 ℃; for 48h;

DOI:10.1016/S0040-4020(01)89162-6

upstream raw materials:

5-chloromethyl-2-norbornene

Downstream raw materials:

3-triphenylmethyl-5-<(2-cyclopenten-1-yl)methyl>-2-isoxazoline

(1R*,3R*,5S*)-3-cyanomethyl-2-oxabicyclo<3.3.0>octane

(1R*,3S*,5S*)-3-cyanomethyl-2-oxabicyclo<3.3.0>octane