exo-3,3-dimethylbicyclo[2.2.1]heptan-2-ethanol

Base Information

• Chemical Name: exo-3,3-dimethylbicyclo[2.2.1]heptan-2-ethanol
• CAS No.: 16503-26-7
• Molecular Formula: C₁₁H₂₀O
• Molecular Weight: 168.279
• Mol file: 16503-26-7.mol

Synonyms:2-Norbornaneethanol,3,3-dimethyl-, exo- (8CI)

Chemical Property of exo-3,3-dimethylbicyclo[2.2.1]heptan-2-ethanol

Chemical Property:

• Boiling Point: 234.5°Cat760mmHg
• Flash Point: 103.8°C
• PSA: 51.75000
• Density: 0.941g/cm³
• LogP: 1.69940

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of exo-3,3-dimethylbicyclo[2.2.1]heptan-2-ethanol

There total 8 articles about exo-3,3-dimethylbicyclo[2.2.1]heptan-2-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:

exo-3,3-Dimethylbicyclo<2.2.1>heptane-2-acetic acid

endo-3,3-Dimethylbicyclo<2.2.1>heptane-2-acetic acid

endo-2,2-dimethyl-3-hydroxymethylbicyclo<2.2.1>heptane

3,3-Dimethyl-bicyclo<2.2.1>hept-2-yl-acetonitril

Refernces