(1S,2S,5R)-1-Allyl-2-isopropyl-5-methylcyclohexanol

Base Information

• Chemical Name: (1S,2S,5R)-1-Allyl-2-isopropyl-5-methylcyclohexanol
• CAS No.: 369651-27-4
• Molecular Formula: C13H24 O
• Molecular Weight: 196.333
• DSSTox Substance ID: DTXSID10464710
• Nikkaji Number: J1.885.645J
• Mol file: 369651-27-4.mol

Synonyms:(1S,2S,5R)-1-ALLYL-2-ISOPROPYL-5-METHYLCYCLOHEXANOL;369651-27-4;(1S,2S,5R)-5-methyl-2-propan-2-yl-1-prop-2-enylcyclohexan-1-ol;DTXSID10464710;AKOS006325366;A18699

Chemical Property of (1S,2S,5R)-1-Allyl-2-isopropyl-5-methylcyclohexanol

Chemical Property:

• Vapor Pressure: 0.00312mmHg at 25°C
• Refractive Index: 1.462
• Boiling Point: 251.9°C at 760 mmHg
• Flash Point: 109.3°C
• PSA: 20.23000
• Density: 0.879g/cm³
• LogP: 3.38580
• XLogP3: 3.9
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 3
• Exact Mass: 196.182715385
• Heavy Atom Count: 14
• Complexity: 197

Purity/Quality:

97% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1CCC(C(C1)(CC=C)O)C(C)C
• Isomeric SMILES: C[C@@H]1CC[C@H]([C@@](C1)(CC=C)O)C(C)C

Technology Process of (1S,2S,5R)-1-Allyl-2-isopropyl-5-methylcyclohexanol

There total 4 articles about (1S,2S,5R)-1-Allyl-2-isopropyl-5-methylcyclohexanol 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: 94.0%

(2R,5S)-menthone (10458-14-7,14073-97-3,17627-49-5,7786-64-3) + allylmagnesium bromide (1730-25-2) → (1S,2S,5R)-1-allyl-2-isopropyl-5-methylcyclohexanol (369651-27-4)

Guidance literature:

In diethyl ether; at -20 ℃;

DOI:10.1016/j.jorganchem.2006.07.011

Reference yield: 62.0%

(2R,5S)-menthone (10458-14-7,14073-97-3,17627-49-5,7786-64-3) + allylmagnesium bromide (1730-25-2) → (1S,2S,5R)-1-allyl-2-isopropyl-5-methylcyclohexanol (369651-27-4) + (1R,2S,5R)-1-allyl-2-isopropyl-5-methylcyclohexanol (33651-13-7,33651-23-9,33662-00-9,38618-20-1)

Guidance literature:

In tetrahydrofuran; diethyl ether; at 20 ℃; for 2h;

DOI:10.1021/jo102413u

Reference yield:

(2R,5S)-menthone (10458-14-7,14073-97-3,17627-49-5,7786-64-3) + allylmagnesium bromide (2622-05-1) → (1S,2S,5R)-1-allyl-2-isopropyl-5-methylcyclohexanol (369651-27-4)

Guidance literature:

In diethyl ether;

upstream raw materials:

(2R,5S)-menthone

allylmagnesium bromide

allylmagnesium bromide

Downstream raw materials:

1-Propyl-neomenthol

(S)-1-phenyl-5-hexen-3-ol

(R)-1-phenyl-hex-5-en-3-ol

(6S*,7S*,10R*)-7-isopropyl-10-methyl-oxaspiro(5.5)undecan-2-one