694-35-9

Basic information

• Product Name: 3-ETHYL-1-CYCLOPENTENE
• Synonyms: 3-ETHYL-1-CYCLOPENTENE;3-ETHYLCYCLOPENTENE;3-Ethylcyclopentene-1;cyclopentene,3-ethyl-
• CAS NO: 694-35-9
• Molecular Formula: C₇H₁₂
• Molecular Weight: 96.17
• EINECS: 211-770-4
• Mol File: 694-35-9.mol

Chemical Properties

• Melting Point: -108.93°C (estimate)
• Boiling Point: 97.85°C
• Appearance: /
• Density: 0.7784
• Vapor Pressure: 47.1mmHg at 25°C
• Refractive Index: 1.4291
• CAS DataBase Reference: 3-ETHYL-1-CYCLOPENTENE(CAS DataBase Reference)
• NIST Chemistry Reference: 3-ETHYL-1-CYCLOPENTENE(694-35-9)
• EPA Substance Registry System: 3-ETHYL-1-CYCLOPENTENE(694-35-9)

Safety Data

• Statements: 11
• Safety Statements: 9-16-33
• RIDADR: 3295
• Hazardous Substances Data: 694-35-9(Hazardous Substances Data)

Usage

Uses

Used in Industrial Applications:
3-Ethyl-1-cyclopentene is utilized as a solvent due to its chemical properties, facilitating various processes in different industries.
Used in Chemical Synthesis:
In the chemical industry, 3-ethyl-1-cyclopentene serves as a key intermediate in the synthesis of various organic compounds, leveraging its reactivity as a cyclic alkene.
Used in Research and Development:
3-Ethyl-1-cyclopentene is employed as a research compound for studying the properties and reactions of cyclic alkenes, contributing to the advancement of organic chemistry.
Used in Pharmaceutical Industry:
3-Ethyl-1-cyclopentene may be used as a building block in the development of pharmaceuticals, given its potential to form complex molecular structures with therapeutic applications.
Used in Fragrance Industry:
Due to its sweet odor, 3-ethyl-1-cyclopentene can be used as a component in the creation of fragrances, adding to the complexity and richness of scents in perfumes and other aromatic products.

InChI:InChI=1/C7H12/c1-2-7-5-3-4-6-7/h3,5,7H,2,4,6H2,1H3

Upstream product

• 591-49-1 1-methylcyclohex-1-ene 
• 2386-64-3 ethylmagnesium chloride 
• 96-40-2 2-cyclopenten-1-yl chloride 
• 101053-02-5 3-ethylcyclopentanol 
• 2146-38-5 1-ethylcyclopentene 
• 57761-90-7 endo-2-chlorobicyclo<3.2.0>heptane 
• 95526-36-6 1-phenoxy-2-cyclopentene 
• 925-90-6 ethylmagnesium bromide 
• 68241-89-4 [(cyclopent-2-en-1-yloxy)methyl]benzene 
• 15131-55-2 di-2-cyclopenten-1-yl ether 
• 109-99-9 tetrahydrofuran 
• 142-29-0 cyclopentene 
• 591-47-9 4-methylcyclohexene 

Downstream Products

• 106864-49-7 hydrido(η-ethylcyclopentadienyl)bis(triphenylphosphine)iridium(III) hexafluoroantimonate 
• 90321-83-8 3-Ethyl-cyclopentylbromid 

Relevant articles and documents

Investigation of Rearrangement Reactions of Cyclic Allyl and Pentadienyl Anions

Bicyclohexenyl anion (1) and bicycloheptenyl anion (2) rearrange in THF to monocyclic pentadienyl anions, whereas bicyclooctenyl anion 3 is stable under the reaction conditions. 3 in contrary is formed by the known electrocyclic ring closure of cyclooctadienyl anion 7.Rearrangements of cyclopentenyl anion and pentadienyl anion are not detected.Cyclic allyl anions are alkylated by ethene, formed by cleavage of THF with base or independently added. 6,6-Dimethylcyclohexadienyl anion undergoes slow fragmentation to toluene at room temperature.

The Kinetics and Mechanism of Ring Opening of Radicals containing the Cyclobutylcarbinyl System

The kinetic parameters of β-fission of radicals containing the cyclobutylcarbinyl system have been determined by analysis of the mixtures obtained when suitable chloro-compounds are treated with tributylstannane.Under these conditions ring opening is irreversible and in the rigid bicyclic system (4) is under stereoelectronic control.For ring opening of cyclobutylcarbinyl radical (8) kf = 4.3 x 103 s-1 at 60 deg C, and the best values of the activation parameters appear to be ΔH(excit.) = 12.2 kcal mol-1 and ΔS(excit.) = -7.4 cal mol-1 K-1.Monocyclic systems undergo preferential fission of the more substituted βγ-bond.Methyl substituents at the α-, β-, or δ-positions have little effect but γ-substitution strongly enhances the rate of ring opening.The transition state is reactant-like and has a similar disposition of centres to that (1) for homolytic addition.