3a,4,5,6,7,7a-Hexahydro-4,7-methano-1H-inden-5-ol

Base Information

• Chemical Name: 3a,4,5,6,7,7a-Hexahydro-4,7-methano-1H-inden-5-ol
• CAS No.: 133-21-1
• Deprecated CAS: 6316-18-3,37047-93-1,42554-02-9
• Molecular Formula: C10H14O
• Molecular Weight: 150.221
• Hs Code.: 2906199090
• European Community (EC) Number: 205-099-6,253-436-0
• NSC Number: 22463
• DSSTox Substance ID: DTXSID60865339
• Nikkaji Number: J184.382F
• Mol file: 133-21-1.mol

Synonyms:3a,4,5,6,7,7a-Hexahydro-4,7-methano-1H-inden-5-ol;133-21-1;Cydecanol;tricyclo[5.2.1.02,6]dec-4-en-8-ol;Dicyclopentadiene alcohol;EINECS 205-099-6;NSC 22463;4,7-Methanoinden-5-ol, 3a,4,5,6,7,7a-hexahydro-;4,7-Methano-1H-inden-5-ol, 3a,4,5,6,7,7a-hexahydro-;37275-49-3;exo-dihydrodicyclopentadiene;SCHEMBL821102;DTXSID60865339;CS-M0213;NSC22463;NSC-22463;AKOS024332276;CS-W000217;tricyclo[5.2.1.0?,?]dec-4-en-8-ol;4, 3a,4,5,6,7,7a-hexahydro-, exo-;8-HYDROXYTRICYCLO(5.2.1.02,6)-4-DECENE;4,7-Methanoinden-5-ol, 3a,4,5,6,7,7a-hexahydro-, exo-

Chemical Property of 3a,4,5,6,7,7a-Hexahydro-4,7-methano-1H-inden-5-ol

Chemical Property:

• Vapor Pressure: 0.00462mmHg at 25°C
• Melting Point: 97-98℃
• Refractive Index: 1.5065 (589.3 nm 20℃)
• Boiling Point: 245.9 °C at 760 mmHg
• Flash Point: 90.2 °C
• PSA: 20.23000
• Density: 1.157 g/cm³
• LogP: 1.57940
• XLogP3: 1.6
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 0
• Exact Mass: 150.104465066
• Heavy Atom Count: 11
• Complexity: 209

Purity/Quality:

99%, ^*data from raw suppliers

3a,4,5,6,7,7a-Hexahydro-4,7-methano-1H-inden-5-ol ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1C=CC2C1C3CC2C(C3)O

Technology Process of 3a,4,5,6,7,7a-Hexahydro-4,7-methano-1H-inden-5-ol

There total 21 articles about 3a,4,5,6,7,7a-Hexahydro-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: 96.0%

(1RS,2RS,6RS,7RS,8SR)-tricyclo[5.2.1.02,6]dec-4-en-8-yl 4-nitrobenzoate (93818-38-3) → (1RS,2RS,6RS,7RS,8SR)-tricyclo[5.2.1.02,6]dec-4-en-8-ol (133-21-1,36807-74-6,42913-38-2,51175-97-4,54418-52-9)

Guidance literature:

With sodium hydroxide; In methanol; water; for 2h; Heating;

DOI:10.1002/hlca.200490151

Reference yield:

formic acid (64-18-6) + exo-dicyclopentadiene (933-60-8,25038-78-2) → exo-tricyclo<5.2.1.02,6>dec-3-en-exo-8-ol (3385-61-3,5071-81-8,36807-75-7,51260-50-5,66170-47-6) + (1RS,2RS,6RS,7RS,8SR)-tricyclo[5.2.1.02,6]dec-4-en-8-ol (133-21-1,36807-74-6,42913-38-2,51175-97-4,54418-52-9)

Guidance literature:

With sodium hydroxide; toluene-4-sulfonic acid; Multistep reaction. Title compound not separated from byproducts; 1.) 100 deg C, 5 h, 2.) 40 deg C, 2 h;

Reference yield:

→ (1RS,2RS,6RS,7RS,8SR)-tricyclo[5.2.1.02,6]dec-4-en-8-ol (133-21-1,36807-74-6,42913-38-2,51175-97-4,54418-52-9)

Guidance literature:

With potassium hydroxide;

DOI:10.1021/ja01223a044

upstream raw materials:

bi(cyclopentadiene)

exo-Δ⁴-tricyclo<5.2.1.0^2,6>decen-8-one

formic acid

exo-dicyclopentadiene

Downstream raw materials:

(1RS,2RS,6RS,7RS,8SR)-tricyclo[5.2.1.0^2,6]dec-4-en-8-yl acetate

(1R,2R,6R,7R,8S)-tricyclo[5.2.1.0^2,6]dec-4-en-8-ol

(1S,2S,6S,7S,8R)-tricyclo[5.2.1.0^2,6]dec-4-en-8-ol

tricyclo[5.2.1.0(2,6)]decanone

Refernces

• 1、 Wilder et al.. "". . p. 1636. Retrieved 1974.
• 2、 Riemschneider. "-". . p. 140. Retrieved 1961.
• 3、 Dobinson et al.. "". . p. 82,99. Retrieved 1963.
• 4、 -. "Organolipic substance". . . Retrieved 2008/06/13.