91306-30-8

Basic information

• Product Name: Cyclohexanone, 2-methyl-2-(3-oxobutyl)-, (2R)-
• CAS NO: 91306-30-8
• Molecular Formula: C11H18O2
• Molecular Weight: 182.263
• Mol File: 91306-30-8.mol
• Article Data: 5

Chemical Properties

• CAS DataBase Reference: Cyclohexanone, 2-methyl-2-(3-oxobutyl)-, (2R)-(CAS DataBase Reference)
• NIST Chemistry Reference: Cyclohexanone, 2-methyl-2-(3-oxobutyl)-, (2R)-(91306-30-8)
• EPA Substance Registry System: Cyclohexanone, 2-methyl-2-(3-oxobutyl)-, (2R)-(91306-30-8)

Safety Data

• Hazardous Substances Data: 91306-30-8(Hazardous Substances Data)

Upstream product

• 583-60-8 2-Methylcyclohexanone 
• 195251-76-4 E/Z-<2(RS)>-2-Methyl-N-(S-α-methylbenzyl)-cyclohexaneimine 
• 352695-16-0 (1R_.E)-N-(2-methylcyclohexylidene)-1-phenylethanamine 
• 1728-38-7 methyl enol ether of 2-methylcyclohexanone 
• 163877-34-7 (R)-3-(1-methyl-2-oxocyclohexyl)propanenitrile 
• 115692-63-2 (R)-(+)-2-(trans-but-2-enyl)-2-methylcyclohexanone 

Downstream Products

• 63975-59-7 (R)-(-)-4a-methyl-4,4a,5,6,7,8-hexahydro-3H-naphthalene-2-one 
• 33449-59-1 8-Methyl-4,4a,5,6,7,8-hexahydronaphthalen-2(3H)-one 

Relevant articles and documents

Artemisinin tricyclic analogs: Role of a methyl group at C-5a

New artemisinin tricyclic analogs, bearing a methyl group at C-5a were synthetized through ozonation of vinylsilanes. Presence of such a substituent was detrimental to the antimalarial activity of these trioxanes, thus reinforcing the hypothesis that tight hemin-trioxane complexes are involved in the activation phase of these compounds.

Chiral 2,2-Disubstituted Cyclohexanones; Annulation via Claisen Rearrangement Products

The methyl enol ether of 2-methylcyclohexanone reacts regiospecifically with the optical active forms of but-3-yn-2-ol and but-3-en-2-ol. (R)-But-3-yn-2-ol yields an approximately 4:1 mixture of (R)-2-methyl-2-(R-buta-1,2-dienyl)cyclohexanone and the corresponding SR compound.By contrast the but-3-en-2-ol reaction is ca. 96percent enantioselective; (R)-but-3-en-2-ol gives (R)-2-(trans-but-2-enyl)-2-methylcyclohexanone and (S)-but-3-en-2-ol gives the corresponding (S)-cyclohexanone.These Claisen rearrangement products have been transformed into Robinson-type annulated ketones.Cleavage of some highly hindered esters has been carried out efficiently by sodium methylsulphinyl-methanide in dimethyl sulphoxide.

Enantioselective Synthesis of Quaternary Carbon Centers trough Michael-Type Alkylation of Chiral Imines

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