Dihydrodicyclopentadiene

Base Information

• Chemical Name: Dihydrodicyclopentadiene
• CAS No.: 4488-57-7
• Deprecated CAS: 52642-53-2
• Molecular Formula: C10H14
• Molecular Weight: 134.221
• Hs Code.: 2902199090
• European Community (EC) Number: 224-778-8
• NSC Number: 22462
• DSSTox Substance ID: DTXSID70884076
• Nikkaji Number: J65.414K
• Mol file: 4488-57-7.mol

Synonyms:5,6-Dihydrodicyclopentadiene;4488-57-7;Dihydrodicyclopentadiene;3a,4,5,6,7,7a-Hexahydro-4,7-methano-1H-indene;Tricyclo(5.2.1.0(2,6))dec-4-ene;tricyclo[5.2.1.02,6]dec-3-ene;Tricyclo(5.2.1.0(2,6))dec-3-ene;4,7-Methano-1H-indene, 3a,4,5,6,7,7a-hexahydro-;4,7-Methanoindene, 3a,4,5,6,7,7a-hexahydro-;EINECS 224-778-8;NSC 22462;3a,4,7,7a-Tetrahydro-4,7-methanoindan;Tricyclo[5.2.1.0(2,6)]dec-3-ene;AI3-51355;3a,4,5,6,7,7a-Hexahydro-4,7-methanoindene;EC 224-778-8;Tricyclo[5.2.1.0(2,6)]dec-4-ene;95%;NSC22462;DHDCPD;UNII-4Y71GL377S;DTXSID70884076;tricyclo[5.2.1.0,dec-3-ene;4Y71GL377S;RCL T296457;NSC-22462;tricyclo[5.2.1.0?,?]dec-3-ene;AKOS025295338;Tricyclo[5.2.1.02,6]decan-3-ene;Tricyclo[5.2.1.0(2,6)]decan-3-ene;CS-0377944;D2001;D89973;3a,4,5,6,7,7a - hexahydro - 4,7 - methano - 1H - indene

Chemical Property of Dihydrodicyclopentadiene

Chemical Property:

• Vapor Pressure: 0.947mmHg at 25°C
• Melting Point: 49 °C
• Refractive Index: 1.542
• Boiling Point: 185.6 °C at 760 mmHg
• Flash Point: 53.5 °C
• PSA: 0.00000
• Density: 1.011 g/cm³
• LogP: 2.60860
• XLogP3: 3.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 0
• Exact Mass: 134.109550447
• Heavy Atom Count: 10
• Complexity: 181

Purity/Quality:

99.9% ^*data from raw suppliers

5,6-Dihydrodicyclopentadiene ^*data from reagent suppliers

Safty Information:

• Safety Statements: 22-24/25

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CC2CC1C3C2C=CC3
• Uses: 5,6-Dihydrodicyclopentadiene is a chemical intermediate used in preparation of Tetrahydrodicyclopentadiene (T795383), a volatile organic pollutant.

Technology Process of Dihydrodicyclopentadiene

There total 12 articles about Dihydrodicyclopentadiene 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: 87.0%

bi(cyclopentadiene) (77-73-6,933-60-8,1755-01-7,25038-78-2) → 3a,4,5,6,7,7a-hexahydro-1H-4,7-methanoindene (4488-57-7)

Guidance literature:

With naphthalene; water-d2; lithium; nickel dichloride; In tetrahydrofuran; Ambient temperature;

DOI:10.1016/0040-4039(96)01518-3

Reference yield: 70.0%

endo-Dicyclopentadien (1755-01-7,25038-78-2) → 3a,4,5,6,7,7a-hexahydro-1H-4,7-methanoindene (4488-57-7)

Guidance literature:

With nickel(II) nitrate hexahydrate; hydrazine hydrate; sodium hydroxide; In isopropyl alcohol; at 60 ℃; for 8h;

DOI:10.1134/S1070363214030062

Reference yield: 35.0%

C17H22N2O2S → 3a,4,5,6,7,7a-hexahydro-1H-4,7-methanoindene (4488-57-7)

Guidance literature:

With methyllithium; In diethyl ether; at 20 ℃; for 2h;

DOI:10.1021/es960987y

upstream raw materials:

endo-Dicyclopentadien

bi(cyclopentadiene)

8-Keto tricyclo[5.2.1.0^2,6]decane

8-Iod-dihydro-exo-dicyclopentadien

Downstream raw materials:

cyclopenta-1,3-diene

cyclopentene

9-oxatetracyclo[5.3.1.0.0]undecane

ethyl endo-tricyclo[5.2.1.0(2,6)]decane-2-carboxylate

Refernces

• 1、 Brown. "". . p. 952. Retrieved 1969.
• 2、 Nebykov,Popov, Yu. V.,Mokhov,Latyshova,Shcherbakova,Nemtseva,Shishkin. "Colloid and Nanosized Catalysts in Organic Synthesis: XXII. Hydrogenation of Cycloolefins Catalyzed by Immobilized Transition Metals Nanoparticles in a Three-Phase System". . p. 1985 - 1989. Retrieved 2019/11/29.
• 3、 Popov, Yu. V.,Mokhov,Nebykov,Latyshova,Shcherbakova,Panov. "Hydrogenation of Dicyclopentadiene in the Presence of a Nickel Catalyst Supported onto a Cation Exchanger in a Flow-Type Reactor". . p. 444 - 449. Retrieved 2018/08/17.