17520-16-0

Basic information

• Product Name: Cyclohexanone, 2-(3-butynyl)-2-methyl-
• CAS NO: 17520-16-0
• Molecular Formula: C11H16O
• Molecular Weight: 164.247
• Mol File: 17520-16-0.mol
• Article Data: 2

Chemical Properties

• CAS DataBase Reference: Cyclohexanone, 2-(3-butynyl)-2-methyl-(CAS DataBase Reference)
• NIST Chemistry Reference: Cyclohexanone, 2-(3-butynyl)-2-methyl-(17520-16-0)
• EPA Substance Registry System: Cyclohexanone, 2-(3-butynyl)-2-methyl-(17520-16-0)

Safety Data

• Hazardous Substances Data: 17520-16-0(Hazardous Substances Data)

Upstream product

• 127938-91-4 2-(buta-1,2-dienyl)-2-methylcyclohexanone 
• 6432-29-7 1,8a-epoxy-4a-methyl-3,4,4a,5,6,7,8,8a-octahydro-2(1H)-naphthalenone 

Downstream Products

• 83606-13-7 2-Butyl-2-methyl-6-(toluene-4-sulfonyloxy)-hexanoic acid methyl ester 
• 83606-11-5 (6-Butyl-6-methyl-cyclohex-1-enyloxy)-trimethyl-silane 
• 1197-78-0 2-butyl-2-methyl-cyclohexanone 
• 118235-18-0 (butyne-3 yl)-6 trimethylsiloxy-1 cyclohexene-1 

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.