4488-57-7

Basic information

• Product Name: 5,6-DIHYDRODICYCLOPENTADIENE
• Synonyms: TRICYCLO[5.2.1.02,6]DECAN-3-ENE;3a,4,5,6,7,7a-hexahydro-7-methano-1h-indene;4,7-Methano-1H-indene, 3a,4,5,6,7,7a-hexahydro-;4,7-Methanoindene, 3a,4,5,6,7,7a-hexahydro-;Dihydrodicyclopentadiene;Steriochemistry unspecified;Tricyclo(5.2.1.0(2,6))dec-3-ene;Tricyclo(5.2.1.0(2,6))dec-4-ene
• CAS NO: 4488-57-7
• Molecular Formula: C₁₀H₁₄
• Molecular Weight: 134.22
• EINECS: 224-778-8
• Mol File: 4488-57-7.mol
• Article Data: 17

Chemical Properties

• Melting Point: 49°C
• Boiling Point: 180 °C
• Flash Point: 53.5 °C
• Appearance: /
• Density: 1.011 g/cm³
• Vapor Pressure: 0.947mmHg at 25°C
• Refractive Index: 1.542
• CAS DataBase Reference: 5,6-DIHYDRODICYCLOPENTADIENE(CAS DataBase Reference)
• NIST Chemistry Reference: 5,6-DIHYDRODICYCLOPENTADIENE(4488-57-7)
• EPA Substance Registry System: 5,6-DIHYDRODICYCLOPENTADIENE(4488-57-7)

Safety Data

• Safety Statements: 22-24/25
• RIDADR: 1993
• HazardClass: 3.2
• PackingGroup: III
• Hazardous Substances Data: 4488-57-7(Hazardous Substances Data)

Usage

Uses

5,6-Dihydrodicyclopentadiene is a chemical intermediate used in preparation of Tetrahydrodicyclopentadiene (T795383), a volatile organic pollutant.

InChI:InChI=1/C10H14/c1-2-9-7-4-5-8(6-7)10(9)3-1/h1-2,7-10H,3-6H2

Upstream product

• 77-73-6 bi(cyclopentadiene) 
• 6316-17-2 8-Iod-dihydro-exo-dicyclopentadien 
• 57051-32-8 8-Keto tricyclo[5.2.1.0^2,6]decane 
• 1755-01-7 endo-Dicyclopentadien 

Downstream Products

• 80657-64-3 tricyclo[5.2.1.02,6] decane-2-carboxylic acid ester 
• 80657-64-3 TCDCE 
• 91027-98-4 3a,4,5,6,7,7a-Hexahydro-1H-4,7-methano-inden-1-yl-hydroperoxide 
• 4292-90-4 9-oxatetracyclo[5.3.1.0.0]undecane 
• 542-92-7 cyclopenta-1,3-diene 
• 142-29-0 cyclopentene 
• 80657-64-3 ethyl endo-tricyclo[5.2.1.0(2,6)]decane-2-carboxylate 
• 80657-64-3 ethyl exo-tricyclo[5.2.1.0(2,6)]decane-2-carboxylate 
• 80657-64-3 endo ethyl tricyclo[5.2.1.0^2,6]decane-2-carboxylate 
• 80657-64-3 exo ethyl tricyclo[5.2.1.0^2,6]decane-2-carboxylate 
• 4728-34-1 octahydro-4,7-methano-indene-1,2-diol 

Relevant articles and documents

A convenient route to prepare isodicyclopentadiene-precursor of 1,5-dihydro-pentalene

A new route to prepare tricyclo[5.2.1.02,6]deca-2,4-diene (isodicyclopentadiene) was developed. This new route passes through a brominated (5-bromotricyclo[5.2.1.02,6]dec-3-ene) derivative obtained from tricycle[5.2.1.02,6]dec-3-ene (8,9-dihydrodicyclopentadiene) and NBS with a good yield. The complete assignment of protons and carbons on nuclear magnetic resonance spectra was done for dicyclopentadiene and the chemically transformed compounds by 2D NMR techniques.

Colloid and Nanosized Catalysts in Organic Synthesis: XXII. Hydrogenation of Cycloolefins Catalyzed by Immobilized Transition Metals Nanoparticles in a Three-Phase System

The processes of unsaturated cyclic hydrocarbons hydrogenation in a three-phase gas-liquid-solid catalyst system in the presence of nanostructured nickel, cobalt, or iron catalysts in a flow reactor at 130°C and atmospheric pressure have studied. RX3Extra activated carbon, γ-Al2O3, NaX zeolite, and Purolite CT-175 cation-exchange resin have been used as supports; NaBH4 and NH2NH2·H2O were used as reducing agents. The catalytic activity of supported nanoparticles and their selectivity with respect to the product of exhaustive hydrogenation have been investigated.

Colloid and Nanosized Catalysts in Organic Synthesis: XIX.1 Influence of the Support Nature on Hydrogenation Catalysis of Cyclic Olefins by Nickel Nanoparticles

Gas-phase hydrogenation of cycloalkenes in the presence of nickel nanoparticles supported on Ceokar-2, BAU-A activated carbon, alumina, and NaX zeolite proceeds at 140–240°C and atmospheric pressure of hydrogen. The conversion and selectivity depend on the type of support and on the hydrogen excess.

Catalyst-free hydrogenation of alkenes and alkynes with hydrazine in the presence of oxygen

A series of alkenes and alkynes was subjected to reduction with hydrazine hydrate in ethanol in the presence of oxygen. An efficient method was developed for the reduction of C-C double bonds and C-C triple bonds with diimide, generated in situ from hydrazine hydrate by oxidation with oxygen. The reduction process proceeded for 24-48? hours with high chemoselectivity and excellent yields. This reduction procedure offers synthetic advantages over metal-catalyzed hydrogenation as well as other systems. Georg Thieme Verlag Stuttgart New York.