(2S,3R)-2,3-Dimethylcyclohexan-1-one

Base Information

• Chemical Name: (2S,3R)-2,3-Dimethylcyclohexan-1-one
• CAS No.: 1551-89-9
• Molecular Formula: C8H14O
• Molecular Weight: 126.199
• DSSTox Substance ID: DTXSID50595375
• Nikkaji Number: J523.048I
• Wikidata: Q82490375
• Mol file: 1551-89-9.mol

Synonyms:(2S,3R)-2,3-Dimethylcyclohexan-1-one;1551-89-9;SCHEMBL9445782;trans-2,3-dimethylcyclohexanone;DTXSID50595375

Chemical Property of (2S,3R)-2,3-Dimethylcyclohexan-1-one

Chemical Property:

• XLogP3: 1.9
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 0
• Exact Mass: 126.104465066
• Heavy Atom Count: 9
• Complexity: 118

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1CCCC(=O)C1C
• Isomeric SMILES: C[C@@H]1CCCC(=O)[C@H]1C

Technology Process of (2S,3R)-2,3-Dimethylcyclohexan-1-one

There total 27 articles about (2S,3R)-2,3-Dimethylcyclohexan-1-one 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: 82.0%

1,2-trans-dimethylcyclohexane (6876-23-9) → 1,2-dimethylcyclohexanol (19879-11-9) + trans-2,3-dimethylcyclohexanone (1551-89-9) + trans-1,2-dimethyl-cyclohexan-4-one (5465-09-8,27922-05-0,28023-45-2,69127-34-0,75364-86-2,75364-88-4,75364-89-5,113348-79-1)

Guidance literature:

With methyltrifluoromethyldioxirane; In dichloromethane; at -22 ℃; for 0.166667h; Yields of byproduct given. Title compound not separated from byproducts;

DOI:10.1021/ja00199a039

Reference yield:

1,2-trans-dimethylcyclohexane (6876-23-9) → cis-1,2-dimethylcyclohexanol (19879-12-0) + 1,2-dimethylcyclohexanol (19879-11-9) + trans-2,3-dimethylcyclohexanone (1551-89-9) + trans-1,2-dimethyl-cyclohexan-4-one (5465-09-8,27922-05-0,28023-45-2,69127-34-0,75364-86-2,75364-88-4,75364-89-5,113348-79-1) + 2-Methylcyclohexanone (583-60-8)

Guidance literature:

With oxygen; silica gel; ozone; for 0.5h; Product distribution; - 78 deg C to r.t.; var. of solvent, temp., time;

Reference yield:

1,2-trans-dimethylcyclohexane (6876-23-9) → cis-1,2-dimethylcyclohexanol (19879-12-0) + 1,2-dimethylcyclohexanol (19879-11-9) + trans-2,3-dimethylcyclohexanone (1551-89-9) + trans-1,2-dimethyl-cyclohexan-3-ol (1502-24-5,4277-08-1,4277-26-3,4277-27-4,6194-40-7)

Guidance literature:

With peracetic acid; tris(μ-oxo)di[(1,4,7-trimethyl-1,4,7-triazanonane)manganese(IV)] hexafluorophosphate; In acetonitrile; at 30 ℃; for 1h; Yield given. Further byproducts given. Yields of byproduct given;

DOI:10.1016/S0040-4039(98)00893-4

upstream raw materials:

2,3-dimethylcyclohex-2-en-1-one

cis-2,3-dimethylcyclohexanone

trans-1,2-dimethyl-cyclohexan-3-ol

1,2-trans-dimethylcyclohexane

Downstream raw materials:

trimethyl-1-cyclohexanone

2,3,6-trimethylcyclohexan-1-one

(+/-)-trans-2,3-dimethyl-cyclohexanone semicarbazone

(+/-)-2c,3t-dimethyl-cyclohexan-r-ol