cis-p-2-Menthen-1-ol

Base Information

• Chemical Name: cis-p-2-Menthen-1-ol
• CAS No.: 35376-40-0
• Molecular Formula: C10H18O
• Molecular Weight: 154.2493
• DSSTox Substance ID: DTXSID60956796
• Nikkaji Number: J2.365.794E
• Wikidata: Q67879801
• Mol file: 35376-40-0.mol

Synonyms:cis-p-2-Menthen-1-ol;35376-40-0;35376-39-7;4-tert-butylcyclohex-2-en-1-ol;2-Cyclohexen-1-ol, 4-(1,1-dimethylethyl)-, trans-;SCHEMBL8227904;DTXSID60956796;2-Cyclohexen-1-ol,4-(1,1-dimethylethyl)-trans-;Q67879801

Chemical Property of cis-p-2-Menthen-1-ol

Chemical Property:

• Vapor Pressure: 0.0262mmHg at 25°C
• Boiling Point: 218.8°C at 760 mmHg
• Flash Point: 88.7°C
• PSA: 20.23000
• Density: 0.946g/cm³
• LogP: 2.35960
• XLogP3: 2.5
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 1
• Exact Mass: 154.135765193
• Heavy Atom Count: 11
• Complexity: 153

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CC(C)(C)C1CCC(C=C1)O

Technology Process of cis-p-2-Menthen-1-ol

There total 6 articles about cis-p-2-Menthen-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: 56.0%

4-tert-butylcyclohex-2-enone (937-07-5) → trans 4-tert-butylcyclohexen-1-ol (35376-40-0)

Guidance literature:

With sodium tetrahydroborate; cerium(III) chloride heptahydrate; In methanol; at 0 - 20 ℃; for 1h;

DOI:10.1002/anie.201202059

Reference yield:

4-tert-butylcyclohex-2-enone (937-07-5) → trans 4-tert-butylcyclohexen-1-ol (35376-40-0) + cis 4-tert-butylcyclohexen-1-ol (35376-39-7,35376-40-0,51036-60-3,104680-71-9,139164-75-3,139164-76-4,139164-81-1,139164-82-2)

Guidance literature:

With hydrido(phosphonite)cobalt(I); 4,4,5,5-tetramethyl-[1,3,2]-dioxaboralane; In benzene; at 20 ℃; for 16h; Overall yield = 74 percent; Overall yield = 22.8 mg; stereoselective reaction; Sealed tube; Inert atmosphere; Darkness; Schlenk technique;

DOI:10.1002/ange.202009893

Reference yield:

4-tert-butylcyclohex-2-enone (937-07-5) → trans 4-tert-butylcyclohexen-1-ol (35376-40-0) + cis 4-tert-butylcyclohexen-1-ol (35376-39-7,35376-40-0,51036-60-3,104680-71-9,139164-75-3,139164-76-4,139164-81-1,139164-82-2)

Guidance literature:

With hydrido(phosphonite)cobalt(I); 4,4,5,5-tetramethyl-[1,3,2]-dioxaboralane; In benzene; at 20 ℃; for 16h; Overall yield = 74 percent; Overall yield = 22.8 mg; stereoselective reaction; Sealed tube; Inert atmosphere; Darkness; Schlenk technique;

DOI:10.1002/ange.202009893

upstream raw materials:

4-tert-butylcyclohex-2-enone

4-t-butyl-1-trimethylsilyloxy-1-cyclohexene

Downstream raw materials:

trans-4-tert-Butyl-trans-2-hydroxycyclohexanol

3-(tert-butyl)cyclohex-2-en-1-one

cis 6-tert-butyl-3-acetoxycyclohexene

trans 6-tert-butyl-3-acetoxycyclohexene

Refernces

• 1、 Graton, Jerome,Wang, Zhong,Brossard, Anne-Marie,Goncalves Monteiro, Daniela,Le Questel, Jean-Yves,Linclau, Bruno. "An unexpected and significantly lower hydrogen-bond-donating capacity of fluorohydrins compared to nonfluorinated alcohols". supporting information; experimental part. p. 6176 - 6180. Retrieved 2012/08/14.