2alpha,5beta-Dimethylcyclohexanone

Base Information

• Chemical Name: 2alpha,5beta-Dimethylcyclohexanone
• CAS No.: 21087-33-2
• Molecular Formula: C₈H₁₄O
• Molecular Weight: 126.199
• DSSTox Substance ID: DTXSID401285912
• Nikkaji Number: J231.739G
• Mol file: 21087-33-2.mol

Synonyms:SCHEMBL19624810;2alpha,5beta-Dimethylcyclohexanone;DTXSID401285912;rel-(2R,5R)-2,5-Dimethylcyclohexanone;21087-33-2

Chemical Property of 2alpha,5beta-Dimethylcyclohexanone

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:

Useful:

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

Technology Process of 2alpha,5beta-Dimethylcyclohexanone

There total 20 articles about 2alpha,5beta-Dimethylcyclohexanone 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:

6-methylcyclohex-2-en-1-one (6610-21-5) + methyllithium (917-54-4) → (+-)-trans-2,5-dimethyl-cyclohexanone (66395-23-1) + (+/-)-cis-2,5-dimethyl-cyclohexanone (932-51-4,21087-33-2,21087-34-3,53288-40-7,66395-22-0,66395-23-1)

Guidance literature:

With methylaluminum bis(2,6-di-tert-butylphenoxide); In diethyl ether; toluene; at -78 ℃; for 0.5h; Yield given. Yields of byproduct given. Title compound not separated from byproducts;

DOI:10.1021/ja00219a038

Reference yield:

6-methylcyclohex-2-en-1-one (6610-21-5) → cis-2,5-Dimethylcyclohexanon (932-51-4,21087-33-2,21087-34-3,53288-40-7,66395-22-0,66395-23-1) + (2S,5S)-2,5-Dimethyl-cyclohexanone

Guidance literature:

6-methylcyclohex-2-en-1-one; dimethylzinc; chiral biphenyl-derived phosphoramidite; copper(II) bis(trifluoromethanesulfonate); In toluene; at -30 ℃;

With acetic acid;

DOI:10.1016/S0040-4039(02)01898-1

Reference yield:

6-methylcyclohex-2-en-1-one (6610-21-5) → (+-)-trans-2,5-dimethyl-cyclohexanone (66395-23-1) + (+/-)-cis-2,5-dimethyl-cyclohexanone (932-51-4,21087-33-2,21087-34-3,53288-40-7,66395-22-0,66395-23-1)

Guidance literature:

With methyllithium; potassium carbonate; copper(l) iodide; In diethyl ether; at 0 ℃; for 3h; Yield given. Yields of byproduct given. Title compound not separated from byproducts; 2.) MeOH, 40 deg C, 16 h;

upstream raw materials:

(3R)-3-methylcyclohexanone

oxalic acid diethyl ester

methyl iodide

1-Acetoxy-2,5-dimethyl-cyclohexen

Downstream raw materials:

(1R,2R,3R,4R)-2-Azido-3-iodo-1,4-dimethyl-cyclohexane

N-((1R,2R,3R,6R)-2-Azido-3,6-dimethyl-cyclohexyl)-4-methyl-benzenesulfonamide

C₂₂H₃₀N₂O₄S₂

(1R,2R,3R,6R)-3,6-dimethylcyclohexane-1,2-diamine