Octahydro-4,7-methano-1H-inden-5-ol

Base Information

• Chemical Name: Octahydro-4,7-methano-1H-inden-5-ol
• CAS No.: 13380-89-7
• Deprecated CAS: 15904-95-7
• Molecular Formula: C10H16O
• Molecular Weight: 152.236
• Hs Code.: 2906199090
• European Community (EC) Number: 236-455-9
• NSC Number: 22466
• DSSTox Substance ID: DTXSID10864392
• Nikkaji Number: J105.971H
• Mol file: 13380-89-7.mol

Synonyms:13380-89-7;Octahydro-1H-4,7-methanoinden-5-ol;Octahydro-4,7-methano-1H-inden-5-ol;4,7-Methano-1H-inden-5-ol, octahydro-;4,7-Methanoinden-5-ol, perhydro-;4,7-Methanoindan-5-ol, hexahydro-;tricyclo[5.2.1.02,6]decan-8-ol;Tricyclo(5.2.1.0(2,6))decan-8-ol;EINECS 236-455-9;NSC 22466;15904-95-7;Tricyclo[5.2.1.0(2,6)]decan-8-ol;AI3-12158;NSC-22466;4, perhydro-;NSC22466;(3aR,4R,5S,7R,7aR)-octahydro-1H-4,7-methanoinden-5-ol;4,7-Methanohydrindan-5-ol;SCHEMBL863692;DTXSID10864392;octahydro-4,7-methanoinden-5-ol;MFCD00168035;AKOS000125690;AKOS017269137;CCG-356422;DS-7810;Octahydro-4,7-methano-1H-indene-5-ol;CS-0005799;D82912;octahydro - 4,7 - methano - 1H - inden - 5 - ol

Chemical Property of Octahydro-4,7-methano-1H-inden-5-ol

Chemical Property:

• Vapor Pressure: 0.00251mmHg at 25°C
• Melting Point: 120-121 °C
• Refractive Index: 1.555
• Boiling Point: 255.199 °C at 760 mmHg
• PKA: 15.06±0.20(Predicted)
• Flash Point: 105.494 °C
• PSA: 20.23000
• Density: 1.116 g/cm³
• LogP: 1.80340
• Storage Temp.: Sealed in dry,Room Temperature
• 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:

97% ^*data from raw suppliers

Octahydro-4,7-methano-1H-inden-5-ol ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CC2C(C1)C3CC2CC3O
• Uses: Octahydro-4,7-Methano-1H-inden-5-ol is a useful synthetic intermediate. It is used as a reagent to synthesize cyclopentanonorcamphor. It can also be used as a reagent to enhance the glass transition temperature of polymethyl methacrylate (PMMA).

Technology Process of Octahydro-4,7-methano-1H-inden-5-ol

There total 45 articles about Octahydro-4,7-methano-1H-inden-5-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: 54.0%

(3aR*,4S*,7S*,7aR*)-2,3,3a,4,5,6,7,7a-octahydro-4,7-methano-1H-inden-5-one (31351-12-9) → (3aRS,4SR,5SR,7SR,7aRS)-(±)-octahydro-1H-4,7-methanoinden-5-ol (10271-42-8,10271-43-9,10271-44-0,10271-45-1,13380-89-7,131408-34-9,15904-95-7)

Guidance literature:

With sodium tetrahydroborate; In methanol; at 20 ℃;

DOI:10.1021/acs.orglett.6b00025

Reference yield:

C10H14O → (3aRS,4RS,5RS,7RS,7aRS)-(±)-octahydro-1H-4,7-methanoinden-5-ol (10271-42-8,10271-43-9,10271-44-0,10271-45-1,13380-89-7,131408-34-9,15904-95-7) + Octahydro-endo-4,7-methanoinden-endo-5-ol (10271-42-8,10271-43-9,10271-44-0,10271-45-1,13380-89-7,131408-34-9,15904-95-7)

Guidance literature:

With sodium tetrahydroborate; In methanol; at 0 - 20 ℃; for 0.5h; Overall yield = 97 %; Overall yield = 3.09 mg;

DOI:10.1021/acs.orglett.6b00025

Reference yield:

(3aR*,4S*,7R*,7aS*)-2,3,3a,4,7,7a-hexahydro-4,7-methano-1H-indene (2826-19-9) → Octahydro-endo-4,7-methanoinden-endo-5-ol (10271-42-8,10271-43-9,10271-44-0,10271-45-1,13380-89-7,131408-34-9,15904-95-7)

Guidance literature:

With sulfuric acid;

DOI:10.1177/0739986302024003001

upstream raw materials:

tricyclo<5,2,1,0 2,6>-3-decene-8-ol

bi(cyclopentadiene)

octahydro-4,7-methano-inden-5-one

(3aR^*,4S^*,7S^*,7aR^*)-2,3,3a,4,5,6,7,7a-octahydro-4,7-methano-1H-inden-5-one

Downstream raw materials:

octahydro-4,7-methano-inden-5-one

3-Exo-Tricyclo[5.2.1.02,6 ]dec-8-yloxy-4-Methoxybenzaldehyde

(+/-)-5t-(4-nitro-benzoyloxy)-(3arH.7acH)-hexahydro-4c.7c-methano-indan

(1RS,2RS,6RS,7SR,8SR)-endo-tricyclo<5.2.1.0^2,6>deca-8-ol