Cyclohexanone, 2-methyl-5-(1-methylethyl)-, (2R,5S)-

Base Information

• Chemical Name: Cyclohexanone, 2-methyl-5-(1-methylethyl)-, (2R,5S)-
• CAS No.: 13163-74-1
• Molecular Formula: C10H18O
• Molecular Weight: 154.252
• DSSTox Substance ID: DTXSID00486724
• Nikkaji Number: J1.244.244K
• Mol file: 13163-74-1.mol

Synonyms:13163-74-1;Cyclohexanone, 2-methyl-5-(1-methylethyl)-, (2R,5S)-;DTXSID00486724

Chemical Property of Cyclohexanone, 2-methyl-5-(1-methylethyl)-, (2R,5S)-

Chemical Property:

• XLogP3: 2.7
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 1
• Exact Mass: 154.135765193
• Heavy Atom Count: 11
• Complexity: 149

Purity/Quality:

85.0-99.8% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CC1CCC(CC1=O)C(C)C
• Isomeric SMILES: C[C@@H]1CC[C@@H](CC1=O)C(C)C

Technology Process of Cyclohexanone, 2-methyl-5-(1-methylethyl)-, (2R,5S)-

There total 31 articles about Cyclohexanone, 2-methyl-5-(1-methylethyl)-, (2R,5S)- 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: 59.0%

(+)-neodihydrocarveol (20549-48-8,17699-09-1) → Menthane (99-82-1,1678-82-6,6069-98-3,129939-70-4,129939-71-5) + (2R,5S)-(-)-carvomenthone (13163-74-1) + (1R,2S,4R)-(+)-neocarvomenthol (3858-49-9) + (-)-(1S,2R,5S)-neoisocarvomenthol (1126-41-6)

Guidance literature:

With hydrogen; palladium on activated charcoal; In diethyl ether; at 20 ℃; under 760 Torr; Further byproducts given;

Reference yield: 53.0%

carvacrol (499-75-2) → methyl-2 isopropyl-5 cyclohexanone (499-70-7,3901-91-5,5206-83-7,7065-48-7,13163-73-0,13163-74-1,59471-80-6,116562-19-7,127911-15-3)

Guidance literature:

With C₃₃H₄₉ClNRh; hydrogen; In 2,2,2-trifluoroethanol; water; at 70 ℃; for 24h; under 60006 Torr; Autoclave;

DOI:10.1021/jacs.5b05868

Reference yield: 32.0%

(S)-carvomenthene (499-94-5,5502-88-5,34363-01-4) → (2R,5S)-(-)-carvomenthone (13163-74-1) + (-)-carvomenthone (13163-73-0)

Guidance literature:

(S)-carvomenthene; With lithium borohydride; boron trifluoride diethyl etherate; In diethyl ether; at 20 ℃; for 2h;

With sodium dichromate; sulfuric acid; In diethyl ether; for 2h; Heating;

DOI:10.1016/S0040-4020(02)00492-1

upstream raw materials:

(-)-carvomenthone

sodium ethanolate

(S)-p-mentha-6,8-dien-2-one

(-)-(1S,2R,5S)-neoisocarvomenthol

Downstream raw materials:

(-)-carvomenthone

1-Ethinyl-neoisomenthol

(1R)-isocarvomenthylamine

N-((1R)-isocarvomenthyl)-benzamide