Perhydrotriquinacene

Base Information

• Chemical Name: Perhydrotriquinacene
• CAS No.: 17760-91-7
• Molecular Formula: C10H16
• Molecular Weight: 136.234
• NSC Number: 135447
• DSSTox Substance ID: DTXSID00170353
• Nikkaji Number: J1.383.751A,J82.674J
• Wikidata: Q83040270
• Mol file: 17760-91-7.mol

Synonyms:Perhydrotriquinacene;Decahydrocyclopenta[cd]pentalene;17760-91-7;tricyclo[5.2.1.04,10]decane;NSC135447;DTXSID00170353;AKOS024436645;NSC 135447;NSC-135447

Chemical Property of Perhydrotriquinacene

Chemical Property:

• Vapor Pressure: 0.881mmHg at 25°C
• Boiling Point: 187.1°Cat760mmHg
• Flash Point: 48.9°C
• PSA: 0.00000
• Density: 0.976g/cm³
• LogP: 2.83260
• 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: 110

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CC2CCC3C2C1CC3

Technology Process of Perhydrotriquinacene

There total 5 articles about Perhydrotriquinacene 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: 40.0%

hexacyclo[4.4.0.02,4.03,9.05,7.08,10]decane (33840-23-2) → protoadamantane (19026-94-9) + Bicyclo<3.3.2>decane (283-50-1) + Pentacyclo<4.4.0.02,4.03,9.05,7>decan (35856-11-2) + Perhydroquinacen (17760-91-7) + Secosnoutan (71382-30-4) + Snoutan (28339-41-5)

Guidance literature:

With hydrogen; palladium on activated charcoal; In methanol; for 2h; Product distribution; Mechanism; Ambient temperature; further catalyst: PtO₂;

Reference yield:

10-bromotricyclo<5.2.1.04,10>decane (33341-92-3) → Perhydroquinacen (17760-91-7)

Guidance literature:

With lithium aluminium tetrahydride; 2,2'-azobis(isobutyronitrile); triphenyltin chloride; In diethyl ether;

DOI:10.1021/ja00742a017

Reference yield:

Tricyclo<5.2.1.04,10>decan-10-ol (17791-01-4) → Perhydroquinacen (17760-91-7)

Guidance literature:

Multi-step reaction with 2 steps

1: aq. HBr, ZnBr₂ / 6 h / 100 °C

2: LiAlH₄, AIBN, Ph₃SnCl / diethyl ether

With lithium aluminium tetrahydride; 2,2'-azobis(isobutyronitrile); hydrogen bromide; triphenyltin chloride; zinc dibromide; In diethyl ether;

DOI:10.1021/ja00742a017

upstream raw materials:

10-bromotricyclo<5.2.1.0^4,10>decane

hexacyclo[4.4.0.0^2,4.0^3,9.0^5,7.0^8,10]decane

Tricyclo<5.2.1.0^4,10>decan-10-ol