128049-39-8

Basic information

• Product Name: 2-(buta-1,2-dienyl)-2-methylcyclohexanone
• CAS NO: 128049-39-8
• Molecular Weight: 164.247
• Mol File: 128049-39-8.mol

Chemical Properties

• CAS DataBase Reference: 2-(buta-1,2-dienyl)-2-methylcyclohexanone(CAS DataBase Reference)
• NIST Chemistry Reference: 2-(buta-1,2-dienyl)-2-methylcyclohexanone(128049-39-8)
• EPA Substance Registry System: 2-(buta-1,2-dienyl)-2-methylcyclohexanone(128049-39-8)

Safety Data

• Hazardous Substances Data: 128049-39-8(Hazardous Substances Data)

Upstream product

• 1728-38-7 methyl enol ether of 2-methylcyclohexanone 
• 1728-37-6 2-methoxy-3-methylcyclohex-1-ene 
• 583-60-8 2-Methylcyclohexanone 
• 2028-63-9 but-3-yn-2-ol 
• 42969-65-3 (R)-(+)-3-butyn-2-ol 

Downstream Products

• 17520-16-0 2-(but-3-ynyl)-2-methylcyclohexanone 

Relevant articles and documents

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.