exo-1,5,5-Trimethylbicyclo(2.2.1)heptan-2-ol

Base Information

• Chemical Name: exo-1,5,5-Trimethylbicyclo(2.2.1)heptan-2-ol
• CAS No.: 71686-38-9
• Molecular Formula: C10H18 O
• Molecular Weight: 154.252
• European Community (EC) Number: 208-598-7
• DSSTox Substance ID: DTXSID60968056
• Nikkaji Number: J294.577K
• Wikidata: Q82950743
• Mol file: 71686-38-9.mol

Synonyms:534-34-9;exo-1,5,5-Trimethylbicyclo(2.2.1)heptan-2-ol;EINECS 208-598-7;1,5,5-Trimethylbicyclo[2.2.1]heptan-2-ol;Exo-1,5,5-trimethylbicyclo[2.2.1]heptan-2-ol;(+)-exo-Isofenchol;Bicyclo(2.2.1)heptan-2-ol, 1,5,5-trimethyl-, exo-;Bicyclo[2.2.1]heptan-2-ol, 1,5,5-trimethyl-, exo-;Bicyclo[2.2.1]heptan-2-ol, 1,5,5-trimethyl-, exo-(+)-;DTXSID60968056

Chemical Property of exo-1,5,5-Trimethylbicyclo(2.2.1)heptan-2-ol

Chemical Property:

• Boiling Point: 202.9°Cat760mmHg
• Flash Point: 80.7°C
• Density: 0.992g/cm³
• XLogP3: 2.3
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 0
• Exact Mass: 154.135765193
• Heavy Atom Count: 11
• Complexity: 185

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1(CC2(CC1CC2O)C)C
• Isomeric SMILES: C[C@]12C[C@H](C[C@@H]1O)C(C2)(C)C

Technology Process of exo-1,5,5-Trimethylbicyclo(2.2.1)heptan-2-ol

There total 28 articles about exo-1,5,5-Trimethylbicyclo(2.2.1)heptan-2-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: 6.0%

α-fenchene (116724-26-6) + acetone (67-64-1) → exo-isofenchyl alcohol (71686-38-9) + 3,3,8,8-tetramethyl-exo-4-oxatricyclo[5.2.1.01,5]decane

Guidance literature:

With β-Zeolite; In tert-butyl alcohol; benzene; at 20 ℃; for 20h;

DOI:10.1023/A:1016330024852

Reference yield:

6-endo-Bromo-1.5.5-trimethyl-2-endo-norbornanol → (1R)-1,5,5-trimethyl-norbornane-2endo-ol (534-34-9,534-35-0,6168-62-3,71686-38-9,71686-39-0,95839-58-0,111821-62-6)

Guidance literature:

With zinc; In ethanol; Heating;

DOI:10.1039/jr9640005254

Reference yield:

6-endo-Bromo-1,5,5-trimethylnorbornan-2-on (3899-12-5,23287-10-7) → (1R)-1,5,5-trimethyl-norbornane-2endo-ol (534-34-9,534-35-0,6168-62-3,71686-38-9,71686-39-0,95839-58-0,111821-62-6)

Guidance literature:

Multi-step reaction with 2 steps

1: NaBH₄

2: Zn / ethanol / Heating

With sodium tetrahydroborate; zinc; In ethanol;

DOI:10.1039/jr9640005254

upstream raw materials:

aluminum isopropoxide

isofenchone

isopropyl alcohol

ethanol

Downstream raw materials:

(+/-)-6endo-Acetoxy-1.3.3-trimethyl-norbornan

phthalic acid mono-((1S)-1.5.5-trimethyl-norbornyl-(2endo)-ester)

(+/-)-O-(2-Carboxy-benzoyl)-β-isofenchol

Refernces