2-(3,3-Dimethylbicyclo(2.2.1)hept-2-yl)ethanol

Base Information

• Chemical Name: 2-(3,3-Dimethylbicyclo(2.2.1)hept-2-yl)ethanol
• CAS No.: 2226-08-6
• Molecular Formula: C11H20 O
• Molecular Weight: 168.279
• European Community (EC) Number: 240-567-3,218-756-7,240-472-7
• DSSTox Substance ID: DTXSID50936926
• Nikkaji Number: J299.189F
• Mol file: 2226-08-6.mol

Synonyms:16423-26-0;2226-08-6;2-(3,3-dimethyl-2-bicyclo[2.2.1]heptanyl)ethanol;EINECS 240-472-7;Endo-2-[3,3-dimethylbicyclo[2.2.1]hept-2-yl]ethanol;endo-2-(3,3-Dimethylbicyclo(2.2.1)hept-2-yl)ethanol;2-(3,3-Dimethylbicyclo(2.2.1)hept-2-yl)ethanol;EINECS 218-756-7;2-(6,6-Dimethyl-5-bicyclo[2.2.1]heptanyl)ethanol;SCHEMBL10785695;DTXSID50936926;16503-26-7;3,3-Dimethylbicyclo[2.2.1]heptane-2-ethanol;2-(3,3-Dimethyl-bicyclo[2.2.1.]hept-2-yl)-ethanol;2-(3,3-Dimethylbicyclo[2.2.1]heptan-2-yl)ethan-1-ol;Bicyclo(2.2.1)heptane-2-ethanol, 3,3-dimethyl-, endo-

Chemical Property of 2-(3,3-Dimethylbicyclo(2.2.1)hept-2-yl)ethanol

Chemical Property:

• Vapor Pressure: 0.0097mmHg at 25°C
• Boiling Point: 234.5°Cat760mmHg
• Flash Point: 103.8°C
• PSA: 20.23000
• Density: 0.941g/cm³
• LogP: 2.44110
• XLogP3: 3
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 2
• Exact Mass: 168.151415257
• Heavy Atom Count: 12
• Complexity: 174

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1(C2CCC(C2)C1CCO)C

Technology Process of 2-(3,3-Dimethylbicyclo(2.2.1)hept-2-yl)ethanol

There total 14 articles about 2-(3,3-Dimethylbicyclo(2.2.1)hept-2-yl)ethanol 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: 80.0%

3,3-Dimethyl-bicyclo<2.2.1>hept-2-yl-essigsaeuremethylester → 2-(3,3-Dimethyl-bicyclo<2.2.1>hept-2-yl)-ethanol (2226-08-6,16423-26-0,16503-26-7,130857-70-4,130857-71-5)

Guidance literature:

With lithium aluminium tetrahydride; In diethyl ether; for 1h; Heating;

DOI:10.1007/BF00809157

Reference yield:

endo-3,3-Dimethylbicyclo<2.2.1>heptane-2-acetic acid (131131-58-3) → 2-(3,3-Dimethyl-bicyclo<2.2.1>hept-2-yl)-ethanol (2226-08-6,16423-26-0,16503-26-7,130857-70-4,130857-71-5)

Guidance literature:

With lithium aluminium tetrahydride; diethyl ether;

DOI:10.1021/ja01128a073

Reference yield:

endo-2,2-dimethyl-3-hydroxymethylbicyclo<2.2.1>heptane (18310-55-9,18410-94-1,27899-45-2,63373-82-0,67560-14-9,72188-57-9,81601-68-5,81601-70-9,105453-57-4) → 2-(3,3-Dimethyl-bicyclo<2.2.1>hept-2-yl)-ethanol (2226-08-6,16423-26-0,16503-26-7,130857-70-4,130857-71-5)

Guidance literature:

Multi-step reaction with 5 steps

1: 97 percent / pyridine / 15 min, -5 deg C, then room temp., overnight

2: 61 percent / dimethylsulfoxide / 6 h / 100 - 120 °C

3: 90 percent / KOH / ethane-1,2-diol / 24 h / Heating

5: 80 percent / LiAlH₄ / diethyl ether / 1 h / Heating

With pyridine; potassium hydroxide; lithium aluminium tetrahydride; In diethyl ether; ethylene glycol; dimethyl sulfoxide;

DOI:10.1007/BF00809157

upstream raw materials:

2-(3,3-Dimethylbicyclo<2.2.1>hept-2-ylidene)ethanol

3-Aethoxycarbonyl-methyl-2,2-dimethyl-norbornan

camphene

(3,3-dimethyl-[2]norbornyl)-acetone