139542-30-6

Basic information

• Product Name: 2H-Pyran-2-one, 4-methyl-6-(2,6,6-trimethyl-4-oxo-2-cyclohexen-1-yl)-
• CAS NO: 139542-30-6
• Molecular Formula: C15H18O3
• Molecular Weight: 246.306
• Mol File: 139542-30-6.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: 2H-Pyran-2-one, 4-methyl-6-(2,6,6-trimethyl-4-oxo-2-cyclohexen-1-yl)-(CAS DataBase Reference)
• NIST Chemistry Reference: 2H-Pyran-2-one, 4-methyl-6-(2,6,6-trimethyl-4-oxo-2-cyclohexen-1-yl)-(139542-30-6)
• EPA Substance Registry System: 2H-Pyran-2-one, 4-methyl-6-(2,6,6-trimethyl-4-oxo-2-cyclohexen-1-yl)-(139542-30-6)

Safety Data

• Hazardous Substances Data: 139542-30-6(Hazardous Substances Data)

Upstream product

• 3385-34-0 ethyl isodehydroacetate 
• 22682-15-1 6-chloro-4-methylpyran-2-one 
• 924-59-4 diethyl 3-methylpent-2-enedioate 
• 372-42-9 (E)-3-methylpent-2-enedioic acid 
• 372-42-9 3-methylpent-2-enedioic acid 

Downstream Products

• 139542-31-7 6-(1'-hydroxy-2',6',6'-trimethyl-4'-oxocyclohex-2'-enyl)-4-methylpyran-2-one 
• 21293-29-8 (2Z,4E)-5-(1-hydroxy-2,6,6-trimethyl-4-oxo-2-cyclohexen-1-yl)-3-methyl-2,4-pentadienoic acid 
• 20110-02-5 (2Z,4E)-5-(1,4-Dihydroxy-2,6,6-trimethyl-cyclohex-2-enyl)-3-methyl-penta-2,4-dienoic acid 

Relevant articles and documents

A Stereospecific Synthesis of (+/-)-Abscisic Acid

A convenient separation of (E)- and (Z)-3-methylpent-2-enedioic acids was devised, and it was shown that with acetyl chloride or thionyl chloride the (Z)-acid yields the cyclic anhydride while the (E)-acid forms 6-chloro-4-methylpyran-2-one.The chloropyranone by conventional chemistry gave 4-methyl-6-(2'-oxopropyl)pyran-2-one which condensed with 4-methylpent-3-en-2-one in the presence of pyrrolidine, yielding 4-methyl-6-(2',6',6'-trimethyl-4'-oxocyclohex-2'-enyl)pyran-2-one.Oxidation with selenium dioxide or t-butyl chromate then gave 6-(1'-hydroxy-2',6',6'-trimethyl-4'-oxocyclohex-2'-enyl)-4-methylpyran-2-one, which on reduction by lithium aluminium hydride and reoxidation afforded (+/-)-abscisic acid stereospecifically.