4-N-PROPYLBICYCLO[2.2.2]OCTAN-1-OL

Base Information

• Chemical Name: 4-N-PROPYLBICYCLO[2.2.2]OCTAN-1-OL
• CAS No.: 76921-54-5
• Molecular Formula: C11H20O
• Molecular Weight: 168.2759
• Hs Code.: 2906199090
• Mol file: 76921-54-5.mol

Synonyms:4-Propylbicyclo[2.2.2]octan-1-ol;

Chemical Property of 4-N-PROPYLBICYCLO[2.2.2]OCTAN-1-OL

Chemical Property:

• Boiling Point: 230.3 °C at 760 mmHg
• Flash Point: 93.9 °C
• PSA: 20.23000
• Density: 1.029 g/cm³
• LogP: 2.87180

Purity/Quality:

99% ^*data from raw suppliers

4-N-PROPYLBICYCLO[2.2.2]OCTAN-1-OL 98.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 4-N-PROPYLBICYCLO[2.2.2]OCTAN-1-OL

There total 6 articles about 4-N-PROPYLBICYCLO[2.2.2]OCTAN-1-OL 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: 65.0%

1-hydroxy-4-propylbicyclo [2.2.2] octan-3-one (76921-59-0) → 1-hydroxy-4-propylbicyclo(2.2.2)octane (76921-54-5)

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:

n-hexan-2-one (591-78-6) → 1-hydroxy-4-propylbicyclo(2.2.2)octane (76921-54-5)

Guidance literature:

Multi-step reaction with 5 steps

1: 48 percent / benzyltrimethylammonium hydroxide / methanol; 2-methyl-propan-2-ol / 10 - 20 °C

2: 92 percent / sodium hydroxide, water / 10 h / Heating

3: 62 percent / acetic anhydride / 14 h / Heating

4: 58 percent / potassium hydroxide, water / 6 h / 70 °C / Heating

5: 65 percent / 1.) hydrazine hydrate;2.) potassium hydroxide, diethylene glycol / 1.) reflux, 5 h; 2.) 230 deg C - 240 deg C, 20 h

With potassium hydroxide; sodium hydroxide; water; acetic anhydride; N-benzyl-trimethylammonium hydroxide; hydrazine hydrate; diethylene glycol; In methanol; tert-butyl alcohol;

DOI:10.1039/P29810000026

Reference yield:

3-methyl-1,5-dicyano-3-propylpentane (76921-73-8) → 1-hydroxy-4-propylbicyclo(2.2.2)octane (76921-54-5)

Guidance literature:

Multi-step reaction with 4 steps

1: 92 percent / sodium hydroxide, water / 10 h / Heating

2: 62 percent / acetic anhydride / 14 h / Heating

3: 58 percent / potassium hydroxide, water / 6 h / 70 °C / Heating

4: 65 percent / 1.) hydrazine hydrate;2.) potassium hydroxide, diethylene glycol / 1.) reflux, 5 h; 2.) 230 deg C - 240 deg C, 20 h

With potassium hydroxide; sodium hydroxide; water; acetic anhydride; hydrazine hydrate; diethylene glycol;

DOI:10.1039/P29810000026

upstream raw materials:

1-hydroxy-4-propylbicyclo [2.2.2] octan-3-one

n-hexan-2-one

3-methyl-1,5-dicyano-3-propylpentane

4-acetyl-4-propylcyclohexanone

Downstream raw materials:

1-Phenyl-4-propyl-bicyclo[2.2.2]octane

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

4'-(4-Propyl-bicyclo[2.2.2]oct-1-yl)-biphenyl-4-carbonitrile

4-(4-Propyl-bicyclo[2.2.2]oct-1-yl)-benzonitrile

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.