(1alpha,3Abeta,4beta,7beta,7abeta)-octahydro-4,7-methano-1H-inden-1-ol

Base Information

• Chemical Name: (1alpha,3Abeta,4beta,7beta,7abeta)-octahydro-4,7-methano-1H-inden-1-ol
• CAS No.: 10271-47-3
• Molecular Formula: C₁₀H₁₆O
• Molecular Weight: 152.236
• European Community (EC) Number: 233-612-3
• DSSTox Substance ID: DTXSID40908011
• Nikkaji Number: J245.632J
• Wikidata: Q82877360
• Mol file: 10271-47-3.mol

Synonyms:10271-47-3;(1alpha,3Abeta,4beta,7beta,7abeta)-octahydro-4,7-methano-1H-inden-1-ol;EINECS 233-612-3;(1R,2R,3S,6S,7S)-tricyclo[5.2.1.02,6]decan-3-ol;DTXSID40908011;Octahydro-1H-4,7-methanoinden-1-ol;(3aalpha,7aalpha)-Octahydro-4alpha,7alpha-methano-4H-inden-1beta-ol

Chemical Property of (1alpha,3Abeta,4beta,7beta,7abeta)-octahydro-4,7-methano-1H-inden-1-ol

Chemical Property:

• Vapor Pressure: 0.003mmHg at 25°C
• Boiling Point: 255.2°Cat760mmHg
• Flash Point: 105.5°C
• Density: 1.115g/cm³
• XLogP3: 2.3
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 0
• Exact Mass: 152.120115130
• Heavy Atom Count: 11
• Complexity: 178

Purity/Quality:

98%,99%, ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: C1CC2CC1C3C2C(CC3)O
• Isomeric SMILES: C1C[C@@H]2C[C@H]1[C@H]3[C@@H]2[C@H](CC3)O

Technology Process of (1alpha,3Abeta,4beta,7beta,7abeta)-octahydro-4,7-methano-1H-inden-1-ol

There total 4 articles about (1alpha,3Abeta,4beta,7beta,7abeta)-octahydro-4,7-methano-1H-inden-1-ol 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: 88.0%

exo-tricyclo<5.2.1.02,6>decan-3-one (17364-68-0) → exo-1-hydroxy-2,3,3a,4,5,6,7,7a-octahydro-exo-4,7-methano-1H-indene (10271-47-3,82752-64-5,10271-46-2,55255-97-5,82752-63-4,585544-46-3)

Guidance literature:

With sodium tetrahydroborate; In ethanol; 1.) 0 deg C, 1 h, 2.) reflux, 2 h;

DOI:10.1021/jo00345a052

Reference yield: 84.0%

(1RS,3aRS,4RS,7SR,7aSR)-3a,4,7,7a-tetrahydro-4,7-methano-1H-inden-1-ol (24529-79-1) → endo-1-hydroxy-2,3,3a,4,5,6,7,7a-octahydro-exo-4,7-methano-1H-indene (10271-46-2,82752-63-4,10271-47-3,55255-97-5,82752-64-5,585544-46-3)

Guidance literature:

With hydrogen; palladium on activated charcoal; In ethanol; under 2280 Torr;

DOI:10.1021/jo00345a052

Reference yield:

exo-tricyclo[5.2.1.02.6]dec-3-ene (3129-29-1) → (1RS,2RS,6RS,7SR)-exo-tricyclo<5.2.1.02,6>decan-4-ol (82752-61-2) + endo-1-hydroxy-2,3,3a,4,5,6,7,7a-octahydro-exo-4,7-methano-1H-indene (10271-46-2,82752-63-4,10271-47-3,55255-97-5,82752-64-5,585544-46-3) + exo-1-hydroxy-2,3,3a,4,5,6,7,7a-octahydro-exo-4,7-methano-1H-indene (10271-47-3,82752-64-5,10271-46-2,55255-97-5,82752-63-4,585544-46-3) + exo-5,6-trimethylene-endo-9-norbornanol (82752-62-3)

Guidance literature:

With sodium hydroxide; borane; dihydrogen peroxide; Multistep reaction. Title compound not separated from byproducts; 1.) THF, 2 h, 2.) H₂O, 0 deg C;

DOI:10.1021/jo00143a038

upstream raw materials:

exo-tricyclo[5.2.1.0^2.6]dec-3-ene

(1RS,3aRS,4RS,7SR,7aSR)-3a,4,7,7a-tetrahydro-4,7-methano-1H-inden-1-ol

exo-tricyclo<5.2.1.0^2,6>decan-3-one