94482-84-5

Basic information

• Product Name: 2H-Pyran-2-one, 4-[(2,6-dimethylphenyl)methyl]tetrahydro-3-methylene-
• CAS NO: 94482-84-5
• Molecular Formula: C15H18O2
• Molecular Weight: 230.307
• Mol File: 94482-84-5.mol
• Article Data: 3

Chemical Properties

• CAS DataBase Reference: 2H-Pyran-2-one, 4-[(2,6-dimethylphenyl)methyl]tetrahydro-3-methylene-(CAS DataBase Reference)
• NIST Chemistry Reference: 2H-Pyran-2-one, 4-[(2,6-dimethylphenyl)methyl]tetrahydro-3-methylene-(94482-84-5)
• EPA Substance Registry System: 2H-Pyran-2-one, 4-[(2,6-dimethylphenyl)methyl]tetrahydro-3-methylene-(94482-84-5)

Safety Data

• Hazardous Substances Data: 94482-84-5(Hazardous Substances Data)

Upstream product

• 94451-10-2 3-(2,6-Dimethylbenzyl)-2-methyl-2-phenylthio-5-pentanolide 
• 94451-09-9 (3S,4R)-4-(2,6-Dimethyl-benzyl)-3-phenylsulfanyl-tetrahydro-pyran-2-one 
• 100591-69-3 3-Benzenesulfinyl-tetrahydro-pyran-2-one 
• 94451-06-6 2-(phenylthio)-2-penten-5-olide 
• 89036-08-8 2-(phenylthio)-5-pentanolide 
• 542-28-9 3,4,5,6-tetrahydro-2H-pyran-2-one 
• 94451-12-4 3-Benzenesulfinyl-4-(2,6-dimethyl-benzyl)-3-methyl-tetrahydro-pyran-2-one 
• 131228-29-0 4-(2,6-Dimethyl-benzyl)-3-[1-tributylstannanyl-meth-(Z)-ylidene]-tetrahydro-pyran-2-one 

Relevant articles and documents

An Useful Synthetic Method for 3-Substituted δ-Lactones. Synthesis of (+/-)-Secocrispiolide

2-Phenylthio-2-penten-5-olide (1) acted as a reactive Michael acceptor toward some typical carbon nucleophiles to give 3-substituted 2-phenylthio-5-pentanolides (2) which were convertible both to 3-substituted 5-pentanolides by reductive desulfurization and to 3-substituted 2-penten-5-olides by sulfenic acid syn elimination of the sulfoxides 4 derived from 2.The Pummerer rearrangement of 4 provided 3-substituted 2-phenylthio-2-penten-5-olides and/or 2-hydroxy-2-penten-5-olides. (+/-)-Secocrispiolide was synthesized via the adduct obtained by the Michael reaction of 1 with the Grignard reagent prepared from 2,6-dimethylbenzyl bromide and magnesium.

THE MICHAEL REACTION OF 2-(PHENYLTHIO)-2-PENTEN-5-OLIDE WITH SOME BENZYLIC GRIGNARD REAGENTS. SYNTHESIS OF SECOCRISPIOLIDE

The electrophilic reactivity of 2-(phenylthio)-2-penten-5-olide toward some benzylic Grignard reagents was investigated, and 2-methylene-3-(2,6-dimethylbenzyl)-5-pentanolide (secocrispiolide) was synthesized from one of the Michael adducts.