3-METHYL-2-CYCLOHEXEN-1-OL

Base Information

• Chemical Name: 3-METHYL-2-CYCLOHEXEN-1-OL
• CAS No.: 21378-21-2
• Deprecated CAS: 20053-41-2,54423-21-1
• Molecular Formula: C7H12O
• Molecular Weight: 112.172
• Hs Code.: 2906199090
• European Community (EC) Number: 244-353-0
• NSC Number: 174669
• DSSTox Substance ID: DTXSID50884796
• Nikkaji Number: J149.922J
• Mol file: 21378-21-2.mol

Synonyms:(?à)-3-Hydroxy-1-methylcyclohexene;(?à)-3-Methyl-2-cyclohexen-1-ol;(?à)-Seudenol;1-Methyl-1-cyclohexen-3-ol;3-Hydroxy-1-methylcyclohexene;3-Methyl-2-cyclohexen-1-ol;3-Methyl-2-cyclohexenol;NSC 174669;Seudenol;

Chemical Property of 3-METHYL-2-CYCLOHEXEN-1-OL

Chemical Property:

• Vapor Pressure: 0.0876mmHg at 25°C
• Refractive Index: n20/D 1.484(lit.)
• Boiling Point: 199 °C at 760 mmHg
• PKA: 14.72±0.40(Predicted)
• Flash Point: 71.7 °C
• PSA: 20.23000
• Density: 0.977 g/cm³
• LogP: 1.47750
• Storage Temp.: 2-8°C
• XLogP3: 0.9
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 0
• Exact Mass: 112.088815002
• Heavy Atom Count: 8
• Complexity: 105

Purity/Quality:

98%,99%, ^*data from raw suppliers

3-Methyl-2-cyclohexen-1-ol 96% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=CC(CCC1)O
• Uses: 3-Methyl-2-cyclohexen-1-ol was used in the synthesis of 19-nor-1α, 25-dihydroxyvitamin D(3) derivatives. It was also used in sex pheromone of the Douglas-fir beetle.

Technology Process of 3-METHYL-2-CYCLOHEXEN-1-OL

There total 48 articles about 3-METHYL-2-CYCLOHEXEN-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: 71.0%

3-methylcyclohexen-2-one (1193-18-6) → 3-methylcyclohex-2-en-1-ol (21378-21-2,54423-21-1) + 3-Methylcyclohexanone (591-24-2,625-96-7)

Guidance literature:

With sodium tetrahydroborate; In various solvent(s); at 20 ℃; for 3h;

DOI:10.1081/SCC-200051041

Reference yield: 58.0%

3-methyl-1-cyclohexene (591-48-0) → 1,2-epoxy-3-methyl-cyclohexane (5410-22-0) + 3-methylcyclohexen-2-one (1193-18-6) + 3-methylcyclohex-2-en-1-ol (21378-21-2,54423-21-1) + 6-methylcyclohex-2-en-1-one (6610-21-5) + 6-methyl-2-cyclohexen-1-ol (3718-56-7)

Guidance literature:

With 6C₁₆H₃₆N⁽¹⁺⁾*2Zn⁽²⁺⁾*4Na⁽¹⁺⁾*[Bi₂Zn₂(ZnW₉O₃₄)2]^(14-); urea hydrogen peroxide adduct; In acetonitrile; at 70 ℃; for 24h;

DOI:10.1021/acscatal.5b00066

Reference yield: 39.0%

cyclohexenone (930-68-7) → 3-methylcyclohexen-2-one (1193-18-6) + 3-methylcyclohex-2-en-1-ol (21378-21-2,54423-21-1) + 1-methylcyclohex-2-en-1-ol (23758-27-2) + 3-Methylcyclohexanone (591-24-2,625-96-7)

Guidance literature:

With Me₂(t-BuO)2CoLi; In tetrahydrofuran; for 18h; Product distribution; -70 deg C -> room temperature; other alkyl derivatives of 3d metals; other solvents;

DOI:10.1016/0040-4039(90)80014-D

upstream raw materials:

tert.-butylhydroperoxide

1-methylcyclohex-1-ene

3-methylcyclohexen-2-one

2-(trimethylsilyl)-3-methylcyclohexene

Downstream raw materials:

1-methoxy-3-methyl-2-cyclohexene

(S)-3-methyl-2-cyclohexenyl acetate

(R)-3-methyl-2-cyclohexenyl acetate

4-Nitro-benzoic acid 3-methyl-cyclohex-2-enyl ester

Refernces

• 1、 Maurya, Abhishek,Haldar, Chanchal. "Liquid-phase oxidation of olefins with rare hydronium ion salt of dinuclear dioxido-vanadium(V) complexes and comparative catalytic studies with analogous copper complexes". . . Retrieved 2021/02/26.
• 2、 Nie, Renfeng,Chen, Jingwen,Chen, Minda,Qi, Zhiyuan,Goh, Tian-Wei,Ma, Tao,Zhou, Lin,Pei, Yuchen,Huang, Wenyu. "Aerobic oxidation of the C-H bond under ambient conditions using highly dispersed Co over highly porous N-doped carbon". . p. 1461 - 1466. Retrieved 2019/03/26.