Tetrahydrodicyclopentadiene

Base Information

• Chemical Name: Tetrahydrodicyclopentadiene
• CAS No.: 6004-38-2
• Deprecated CAS: 116921-58-5,136598-77-1
• Molecular Formula: C₁₀H₁₆
• Molecular Weight: 136.237
• European Community (EC) Number: 227-851-2
• NSC Number: 22464
• DSSTox Substance ID: DTXSID60859773
• Nikkaji Number: J208.970J
• Mol file: 6004-38-2.mol

Synonyms:exo-tricyclo(5.2.1.0(2,6))decane;octahydro-exo-4,7-methano-1H-indene

Chemical Property of Tetrahydrodicyclopentadiene

Chemical Property:

• Melting Point: 65 - 67 °C
• Refractive Index: 1.4860 (estimate)
• Boiling Point: 185.55°C (rough estimate)
• Flash Point: 55.9oC
• PSA: 0.00000
• Density: 0.8455 (estimate)
• LogP: 2.83260
• Storage Temp.: 2-8°C
• XLogP3: 3.8
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 0
• Exact Mass: 136.125200510
• Heavy Atom Count: 10
• Complexity: 134

Purity/Quality:

99.5% ^*data from raw suppliers

Tetrahydrodicyclopentadiene ^*data from reagent suppliers

Safty Information:

• Statements: 36/37/38
• Safety Statements: 26-36/37/39

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CC2C3CCC(C3)C2C1

Technology Process of Tetrahydrodicyclopentadiene

There total 14 articles about Tetrahydrodicyclopentadiene 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: 98.0%

bi(cyclopentadiene) (77-73-6,933-60-8,1755-01-7,25038-78-2) → endo-octahydro-4,7-methano-1H-indene (2825-82-3,2825-83-4,69993-69-7,6004-38-2)

Guidance literature:

With hydrogen; cobalt nanoparticles on charcoal; In tetrahydrofuran; at 80 ℃; for 18h; under 3800.26 Torr;

DOI:10.1021/ol0268889

Reference yield: 95.0%

dicyclopentadiene (77-73-6,933-60-8,1755-01-7,13257-74-4,25850-35-5,57429-84-2,109428-68-4,25038-78-2) → endo-octahydro-4,7-methano-1H-indene (2825-82-3,2825-83-4,69993-69-7,6004-38-2)

Guidance literature:

With sodium tetrahydroborate; hydrogen; nickel dichloride; In isopropyl alcohol; at 40 ℃; for 6h; under 760.051 Torr; Temperature;

DOI:10.1134/S1070428016030040

Reference yield: 90.1%

1,5-cis,cis-cyclooctadiene (1552-12-1,111-78-4) → bicyclo[3.3.0]oct-2-ene (5549-09-7) + C16H24 (1239568-81-0) + endo-octahydro-4,7-methano-1H-indene (2825-82-3,2825-83-4,69993-69-7,6004-38-2)

Guidance literature:

With bis(1,5-cyclooctadiene)nickel ⁽⁰⁾; boron trifluoride diethyl etherate; Inert atmosphere;

DOI:10.1016/j.molcata.2009.09.017

upstream raw materials:

bicyclo<5.2.1>decane

endo-Dicyclopentadien

Diammonal

bi(cyclopentadiene)

Downstream raw materials:

Tricyclo<5.2.1.0^2,6>decane-2-carboxylic acid chloride

adamantane

Refernces

• 1、 Karakanov, Edward A.,Zolotukhina, Anna V.,Ivanov, Andrey O.,Maximov, Anton L.. "Dendrimer-Encapsulated Pd Nanoparticles, Immobilized in Silica Pores, as Catalysts for Selective Hydrogenation of Unsaturated Compounds". . p. 358 - 381. Retrieved 2019/04/04.
• 2、 Mokhov,Popov, Yu. V.,Nebykov. "Hydrogenation of alkenes over nickel nanoparticles under atmospheric pressure of hydrogen". . p. 319 - 323. Retrieved 2016/06/06.