(S)-2-Methylenecyclohexan-1-ol

Base Information

• Chemical Name: (S)-2-Methylenecyclohexan-1-ol
• CAS No.: 61187-70-0
• Molecular Formula: C₇H₁₂O
• Molecular Weight: 112.172
• DSSTox Substance ID: DTXSID70450316
• Nikkaji Number: J517.980G
• Wikidata: Q82269973
• Mol file: 61187-70-0.mol

Synonyms:(S)-2-Methylenecyclohexan-1-ol;61187-70-0;SCHEMBL10208832;DTXSID70450316;(1S)-2-methylidenecyclohexan-1-ol

Chemical Property of (S)-2-Methylenecyclohexan-1-ol

Chemical Property:

• XLogP3: 1.1
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 0
• Exact Mass: 112.088815002
• Heavy Atom Count: 8
• Complexity: 96.6

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C=C1CCCCC1O
• Isomeric SMILES: C=C1CCCC[C@@H]1O

Technology Process of (S)-2-Methylenecyclohexan-1-ol

There total 18 articles about (S)-2-Methylenecyclohexan-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: 17.0%

vinyl acetate (108-05-4,9003-20-7) + 2-methylenecyclohexanol (4065-80-9) → 2-O-Acetyl-methylidencyclohexan (1239618-86-0) + (+)-(S)-2-Methylen-1-cyclohexanol (61187-70-0)

Guidance literature:

With Candida antarctica lipase B; In tetrahydrofuran; hexane; at 50 ℃; for 3h; optical yield given as %ee; Resolution of racemate; Enzymatic reaction;

DOI:10.1016/j.procbio.2010.02.006

Reference yield:

1,2-epoxy-1-methylcyclohexane (1713-33-3) → (+)-(S)-2-Methylen-1-cyclohexanol (61187-70-0) + (S)-(-)-1-methyl-2-cyclohexen-1-ol (112837-29-3)

Guidance literature:

With n-butyllithium; (S)-2-(pyrrolidin1-yl)methylpyrrolidine; In tetrahydrofuran; hexane; at -78 - 25 ℃; for 18.5h; Yield given. Yields of byproduct given;

DOI:10.1016/S0040-4020(01)86808-3

Reference yield:

C8H14O4S (1023741-36-7) → (-)-(R)-2-Methylen-1-cyclohexanol (68852-11-9) + (+)-(S)-2-Methylen-1-cyclohexanol (61187-70-0)

Guidance literature:

With naphthalen-1-yl-lithium; In tetrahydrofuran; at -25 ℃; for 0.166667h; Title compound not separated from byproducts.;

DOI:10.1055/s-2008-1032092

upstream raw materials:

1,2-epoxy-1-methylcyclohexane

2-methylenecyclohexanol

(-)-(R)-(Cyclohexylidenmethyl)-p-tolyl-sulfoxid

(+)-(R)-(1-Cyclohexenylmethyl)-mesityl-sulfoxid