1-Hydroxy-4-methylbicyclo[2.2.2]octane

Base Information

• Chemical Name: 1-Hydroxy-4-methylbicyclo[2.2.2]octane
• CAS No.: 824-13-5
• Molecular Formula: C9H16 O
• Molecular Weight: 140.22
• Hs Code.: 2906199090
• Mol file: 824-13-5.mol

Synonyms:1-Hydroxy-4-methylbicyclo[2.2.2]octane;4-Methylbicyclo[2.2.2]octan-1-ol

Chemical Property of 1-Hydroxy-4-methylbicyclo[2.2.2]octane

Chemical Property:

• PSA: 20.23000
• LogP: 2.09160

Purity/Quality:

98%min ^*data from raw suppliers

4-METHYLBICYCLO[2.2.2]OCTAN-1-OL 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 1-Hydroxy-4-methylbicyclo[2.2.2]octane

There total 8 articles about 1-Hydroxy-4-methylbicyclo[2.2.2]octane 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: 93.0%

4-Acetoxy-1-methyl-bicyclo<2.2.2>octan (54644-25-6) → 4-Methylbicyclo<2.2.2>octan-1-ol (824-13-5)

Guidance literature:

With sodium methylate; In methanol;

DOI:10.1002/mrc.1260240306

Reference yield: 87.0%

4-hydroxy-1-methylbicyclo[2.2.2]octan-2-one (5122-77-0) → 4-Methylbicyclo<2.2.2>octan-1-ol (824-13-5)

Guidance literature:

With potassium hydroxide; hydrazine hydrate; diethylene glycol; 1.) reflux, 5 h; 2.) 230 deg C - 240 deg C, 20 h;

DOI:10.1039/P29810000026

Reference yield:

4-acetyl-4-methyl-heptanedinitrile (1681-17-0) → 4-Methylbicyclo<2.2.2>octan-1-ol (824-13-5)

Guidance literature:

Multi-step reaction with 6 steps

1: 92 percent / NaOH / H₂O

3: 93 percent / HCl / methanol

4: 90 percent / NH₂-NH₂, KOH / bis-(2-hydroxy-ethyl) ether

5: 88 percent / BF₃*O(C₂H₂)2

6: 93 percent / NaOCH₃ / methanol

With hydrogenchloride; potassium hydroxide; sodium hydroxide; boron trifluoride diethyl etherate; sodium methylate; hydrazine; In methanol; water; diethylene glycol;

DOI:10.1002/mrc.1260240306

upstream raw materials:

4-hydroxy-1-methylbicyclo[2.2.2]octan-2-one

4-Acetoxy-1-methyl-bicyclo<2.2.2>octan

4-acetyl-4-methyl-heptanedinitrile

4-acetyl-4-methyl-heptanedioic acid

Downstream raw materials:

4-methylbicyclo<2.2.2>octane-1-carboxylic acid

1-[4-(4-bromophenyl)phenyl]-4-methylbicyclo[2.2.2]octane

1-(4-bromophenyl)-4-methylbicyclo[2.2.2]octane

methyl 4-methylbicyclo<2.2.2>oct-1-yl sulphone

Refernces

• 1、 Gray, George W.,Kelly, Stephen M.. "The Synthesis of 1,4-Disubstituted Bicyclooctanes exhibiting Wide-range, Enantiotropic Nematic Phases". . p. 26 - 31. Retrieved 2007/10/02.