bicyclo[2.2.2]octane-2,3-diyldimethanol

Base Information

• Chemical Name: bicyclo[2.2.2]octane-2,3-diyldimethanol
• CAS No.: 65942-08-7
• Molecular Formula: C₁₀H₁₈O₂
• Molecular Weight: 170.252
• Mol file: 65942-08-7.mol

Synonyms:Bicyclo[2.2.2]octane-2,3-dimethanol(6CI,7CI); Bicyclo[2.2.2]octane-2,3-dimethanol, cis-; NSC 149921

Chemical Property of bicyclo[2.2.2]octane-2,3-diyldimethanol

Chemical Property:

• Vapor Pressure: 3.85E-05mmHg at 25°C
• Boiling Point: 315°Cat760mmHg
• Flash Point: 152.7°C
• Density: 1.063g/cm³

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of bicyclo[2.2.2]octane-2,3-diyldimethanol

There total 8 articles about bicyclo[2.2.2]octane-2,3-diyldimethanol 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: 79.0%

cis-endo-2,3-bis(hydroxymethyl)bicyclo[2.2.2]oct-5-ene (57427-48-2) → cis-endo-2,3-bis(hydroxymethyl)bicyclo<2.2.2>octane (65942-08-7)

Guidance literature:

With hydrogen; palladium on activated charcoal; In ethanol;

DOI:10.1021/ja00294a052

Reference yield:

cis-endo-bicyclo<2.2.2>oct-5-ene-2,3-dicarboxylic acid anhydride (6708-37-8,24327-08-0,85081-13-6,85081-14-7,3769-13-9) → cis-endo-2,3-bis(hydroxymethyl)bicyclo<2.2.2>octane (65942-08-7)

Guidance literature:

Multi-step reaction with 2 steps

1: 74 percent / LiAlH₄

2: 79 percent / H₂ / 5percent Pd on C / aq. ethanol

With lithium aluminium tetrahydride; hydrogen; palladium on activated charcoal; In ethanol;

DOI:10.1021/ja00294a052

Reference yield:

bicyclo[2.2.2]oct-5-ene-2,3-dicarboxylic acid (6880-05-3) → cis-endo-2,3-bis(hydroxymethyl)bicyclo<2.2.2>octane (65942-08-7)

Guidance literature:

Multi-step reaction with 2 steps

1: LiAlH₄ / diethyl ether

2: (hydrogenation)

With lithium aluminium tetrahydride; In diethyl ether;

DOI:10.1021/ja01058a022

upstream raw materials:

cis-endo-2,3-bis(hydroxymethyl)bicyclo[2.2.2]oct-5-ene

cis-bicyclo[2.2.2]octane-2,3-dicarboxylic acid diethyl ester

diethyl endo,endo-bicyclo<2.2.2>oct-5-ene-2,3-dicarboxylate

meso-endo-tetrahydro-4,7-ethanoisobenzofuran-1,3-dione

Downstream raw materials:

cis-2,3-bis-(toluene-4-sulfonyloxymethyl)-bicyclo[2.2.2]octane

Refernces