2-(4-Methyl-1-cyclohexenyl)-1-propanol

Base Information

• Chemical Name: 2-(4-Methyl-1-cyclohexenyl)-1-propanol
• CAS No.: 15714-10-0
• Molecular Formula: C10H18O
• Molecular Weight: 154.252
• Hs Code.: 2906199090
• Mol file: 15714-10-0.mol

Synonyms:2-(4-Methyl-1-cyclohexenyl)-1-propanol;p-Menth-3-en-9-ol

Chemical Property of 2-(4-Methyl-1-cyclohexenyl)-1-propanol

Chemical Property:

• Boiling Point: 105-109 °C(Press: 10 Torr)
• PKA: 14.94±0.10(Predicted)
• PSA: 20.23000
• Density: 0.921±0.06 g/cm3(Predicted)
• LogP: 2.36120

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 2-(4-Methyl-1-cyclohexenyl)-1-propanol

There total 6 articles about 2-(4-Methyl-1-cyclohexenyl)-1-propanol 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: 97.0%

p-menth-3-en-9-oic acid (96562-29-7) → 2-(4-methylcyclohex-1-en-1-yl)propan-1-ol (15714-10-0)

Guidance literature:

With lithium aluminium tetrahydride; In tetrahydrofuran; at 20 ℃; for 5h;

DOI:10.1021/jo011178m

Reference yield:

para-cymen-9-ol (4371-50-0) → 2-(4-methylcyclohex-1-en-1-yl)propan-1-ol (15714-10-0) + menth-1-en-9-ol (18479-68-0)

Guidance literature:

para-cymen-9-ol; With ethylenediamine; at 90 - 100 ℃;

With lithium; at 90 ℃; for 48h; Overall yield = 85 %;

DOI:10.1134/S1070428016060075

Reference yield:

1-methyl-4-isopropenylbenzene (1195-32-0) → 2-(4-methylcyclohex-1-en-1-yl)propan-1-ol (15714-10-0) + menth-1-en-9-ol (18479-68-0)

Guidance literature:

Multi-step reaction with 3 steps

1.1: boron trifluoride diethyl etherate; sodium tetrahydroborate / 1,4-dioxane / 2 h / 30 - 35 °C

2.1: sodium hydroxide; dihydrogen peroxide / 1,4-dioxane; water / 0.33 h / 40 - 45 °C

3.1: ethylenediamine / 90 - 100 °C

3.2: 48 h / 90 °C

With sodium tetrahydroborate; boron trifluoride diethyl etherate; dihydrogen peroxide; ethylenediamine; sodium hydroxide; In 1,4-dioxane; water;

DOI:10.1134/S1070428016060075

upstream raw materials:

p-menth-3-en-9-oic acid

4-hydroxy-p-menthan-9-oic acid ethyl ester

1-methylcyclohexan-4-one

para-cymen-9-ol

Downstream raw materials:

3,5-dinitro-benzoic acid p-menth-3-en-9-yl ester

Refernces

• 1、 Ferraz, Helena M. C.,Longo Jr., Luiz S.,Zukerman-Schpector, Julio. "Thallium trinitrate mediated oxidation of 3-alkenols: Ring contraction vs cyclization". . p. 3518 - 3521. Retrieved 2007/10/03.