4,7-Methano-1H-indene, octahydro-, (3aR,4R,7S,7aS)-rel-

Base Information

• Chemical Name: 4,7-Methano-1H-indene, octahydro-, (3aR,4R,7S,7aS)-rel-
• CAS No.: 2825-83-4
• Molecular Formula: C10H16
• Molecular Weight: 136.237
• Hs Code.: 2902199090
• European Community (EC) Number: 220-586-3
• DSSTox Substance ID: DTXSID00883895
• Nikkaji Number: J306.761K
• Wikidata: Q72470723
• Mol file: 2825-83-4.mol

Synonyms:2825-83-4;endo-Tetrahydrodicyclopentadiene;(3aR,4R,7S,7aS)-rel-Octahydro-1H-4,7-methanoindene;4,7-Methano-1H-indene, octahydro-, (3aR,4R,7S,7aS)-rel-;(1S,2S,6R,7R)-tricyclo[5.2.1.02,6]decane;endo-trimethylennorbornan;DTXSID00883895;AKOS006345728;BS-16414;CS-0155458;(1R,2R,6S,7S)-tricyclo[5.2.1.0,decane;D92336;EN300-7367981;(1R,2R,6S,7S)-tricyclo[5.2.1.0,2,6]decane;(3aR,4R,7S,7aS);-rel-Octahydro-1H-4,7-methanoindene;Z1201624510

Chemical Property of 4,7-Methano-1H-indene, octahydro-, (3aR,4R,7S,7aS)-rel-

Chemical Property:

• Vapor Pressure: 0.678mmHg at 25°C
• Melting Point: 75 °C
• Refractive Index: 1.517
• Boiling Point: 192.519 °C at 760 mmHg
• Flash Point: 40.556 °C
• PSA: 0.00000
• Density: 0.977 g/cm³
• LogP: 2.83260
• Storage Temp.: Sealed in dry,Room Temperature
• Solubility.: soluble in Methanol
• 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% ^*data from raw suppliers

endo-Tetrahydrodicyclopentadiene >97.0%(GC) ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CC2C3CCC(C3)C2C1
• Isomeric SMILES: C1C[C@@H]2[C@@H]3CC[C@@H](C3)[C@@H]2C1
• Uses: ENDO-TETRAHYDRODICYCLOPENTADIENE can be used as organic synthesis intermediate and pharmaceutical intermediate, mainly used in laboratory research and development process and pharmaceutical and chemical production process.

Technology Process of 4,7-Methano-1H-indene, octahydro-, (3aR,4R,7S,7aS)-rel-

There total 130 articles about 4,7-Methano-1H-indene, octahydro-, (3aR,4R,7S,7aS)-rel- 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

cyclopenta-1,3-diene

bi(cyclopentadiene)

anti-Tricyclo<4.2.1.1^2,5>decan

Downstream raw materials:

adamantane

1,2,3,5,6,7-hexabromnaphthalin

1,3,5-tribromoadamantane

1-adamanthanol

Refernces

• 1、 Klimko, Yu. E.,Isaev, S. D.,Yurchenko, A. G.. "A NEW APPROACH TO THE BICYCLO ( 5.2.1 ) DECANE SYSTEM.". . p. 3259 - 3260. Retrieved 1983.
• 2、 Paulson,D.R. et al.. "-". . p. 2010 - 2013. Retrieved 1978.
• 3、 Sibi,Singh, Bhawan,Kumar,Pendem,Sinha. "Single-step catalytic liquid-phase hydroconversion of DCPD into high energy density fuel exo-THDCPD". . p. 976 - 983. Retrieved 2012.
• 4、 Huang, Ming-Yu,Wu, Jung-Chung,Shieu, Fuh-Sheng,Lin, Jiang-Jen. "Isomerization of endo-tetrahydrodicyclopentadiene over clay-supported chloroaluminate ionic liquid catalysts". . p. 69 - 75. Retrieved 2010.
• 5、 Khan, Nizamuddin,Abhyankar,Nandi, Tandra,Eswara Prasad. "Nickel nanocatalyst supported single-step hydroconversion of dicyclopentadiene (DCPD) into high energy-density fuel, exo-tetrahydrodicyclopentadiene (Exo-THDCPD)". . p. 7982 - 7992. Retrieved 2019.
• 6、 Aminov,Ramazanov,Khusnutdinov. "Synthesis of adamantane by ionic liquid-promoted isomerization of tricyclo[5.2.1.02,6]decane and H2SO4-mediated hydroisomerization of pentacyclo[4.4.0.02,4.03,7.08,10]decane". . p. 102 - 106. Retrieved 2022/02/17.
• 7、 -. "Preparation method of adamantanone". Paragraph 0033; 0043; 0052; 0062; 0070; 0080; 0088; 0098;. . Retrieved 2021/04/03.