[(1S,5S)-6,6-dimethylbicyclo[3.1.1]heptan-2-yl]methanol

Base Information

• Chemical Name: [(1S,5S)-6,6-dimethylbicyclo[3.1.1]heptan-2-yl]methanol
• CAS No.: 514-99-8
• Molecular Formula: C10H18 O
• Molecular Weight: 154.252
• UNII: 7F5M346MU6
• Nikkaji Number: J1.788.588J
• Mol file: 514-99-8.mol

Synonyms:[(1S,5S)-6,6-dimethylbicyclo[3.1.1]heptan-2-yl]methanol;348633-12-5;10-pinanol;DIHYDROMYRTENOL;BICYCLO(3.1.1)HEPTANE-2-METHANOL, 6,6-DIMETHYL-;SCHEMBL8991540;EN300-1868003;(1beta,5beta)-6,6-Dimethylbicyclo[3.1.1]heptane-2-methanol

Chemical Property of [(1S,5S)-6,6-dimethylbicyclo[3.1.1]heptan-2-yl]methanol

Chemical Property:

• Boiling Point: 219.5°Cat760mmHg
• PKA: 14.99±0.10(Predicted)
• Flash Point: 96°C
• PSA: 20.23000
• Density: 0.95g/cm³
• LogP: 2.05100
• XLogP3: 2.5
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 1
• Exact Mass: 154.135765193
• Heavy Atom Count: 11
• Complexity: 162

Purity/Quality:

98%min ^*data from raw suppliers

MYRTANOL 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1(C2CCC(C1C2)CO)C
• Isomeric SMILES: CC1([C@H]2CCC([C@@H]1C2)CO)C

Technology Process of [(1S,5S)-6,6-dimethylbicyclo[3.1.1]heptan-2-yl]methanol

There total 37 articles about [(1S,5S)-6,6-dimethylbicyclo[3.1.1]heptan-2-yl]methanol 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: 97.0%

potassium (((1S*,2R*,5S*)-6,6-dimethylbicyclo[3.1.1]heptan-2-yl)methyl)trifluoroborate → ((1S*,2R*,5S*)-6,6-dimethylbicyclo[3.1.1]heptan-2-yl)methanol (473-01-8,514-99-8,15358-91-5,15358-92-6,51152-12-6,53369-17-8,73136-30-8,132203-71-5)

Guidance literature:

With rose bengal; triethylamine; In ethanol; at 25 ℃; for 12h; Schlenk technique; Irradiation;

DOI:10.1021/acs.orglett.8b02095

Reference yield: 93.0%

(1R,5R)-(+)-β-pinene (127-91-3,25719-60-2) → cis-myrtanol (473-01-8,514-99-8,15358-91-5,15358-92-6,51152-12-6,53369-17-8,73136-30-8,132203-71-5)

Guidance literature:

With C₁₁H₇F₁₇S⁽¹⁺⁾B^(1-)H₃; 3,3,4,4,5,5,6,6,7,7,8,8,9,9,10,10,10-heptadecafluorodecyl methyl sulfide; In FC-72; dichloromethane;

Reference yield: 85.0%

(1R/S,5R/S)-6,6-dimethyl-2-methylenebicyclo[3.1.1]heptane (127-91-3,25719-60-2) → ((1S*,2R*,5S*)-6,6-dimethylbicyclo[3.1.1]heptan-2-yl)methanol (473-01-8,514-99-8,15358-91-5,15358-92-6,51152-12-6,53369-17-8,73136-30-8,132203-71-5)

Guidance literature:

With sodium tetrahydroborate; titanium tetrachloride; In 1,2-dimethoxyethane; Ambient temperature;

DOI:10.1039/c39800000414

upstream raw materials:

Beta-pinene

(?)-β-pinene

2-<6,6-dimethylbicyclo<3.1.1>hept-2-yl>-5,5-ethylenedioxypentanal N,N-dimethylhydrazone

myrtenol

Downstream raw materials:

6,6-Dimethyl-bicyclo<3.1.1>heptan

(+/-)-Myrtanal

(+/-)-Isomyrtanal

(1R)-10-Acetoxy-cis-pinan