10021-22-4

Basic information

• Product Name: 2H-Pyran-2-one,3,6-dihydro-4-methyl-
• Synonyms: 3-Pentenoicacid, 5-hydroxy-3-methyl-, d-lactone (7CI); 3,6-Dihydro-4-methyl-2H-pyran-2-one
• CAS NO: 10021-22-4
• Molecular Formula: C6H8 O2
• Molecular Weight: 112.128
• Mol File: 10021-22-4.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: 2H-Pyran-2-one,3,6-dihydro-4-methyl-(CAS DataBase Reference)
• NIST Chemistry Reference: 2H-Pyran-2-one,3,6-dihydro-4-methyl-(10021-22-4)
• EPA Substance Registry System: 2H-Pyran-2-one,3,6-dihydro-4-methyl-(10021-22-4)

Safety Data

• Hazardous Substances Data: 10021-22-4(Hazardous Substances Data)

Downstream Products

• 922-62-3 3-Methyl-cis-2-penten 
• 116913-93-0 2,6-dimethyl-3-ethoxy-6-<(Z)-3-methyl-5-(dimethylphenylsilyl)-3-pentenyl>-2-cyclohexen-1-one 
• 116913-94-1 2,4-dimethyl-4<(Z)-3-methyl-5-(dimethylphenylsilyl)-3-pentenyl>-3-vinyl-2-cyclohexen-1-one 
• 116913-89-4 (Z)-methyl-3-methyl-5-(dimethylphenylsilyl)-3-pentenoate 
• 116913-90-7 (Z)-3-methyl-5-(dimethylphenylsilyl)-3-penten-1-ol 
• 116913-91-8 (Z)-3-methyl-5-(dimethylphenylsilyl)-3-pentenyl iodide 
• 233751-94-5 C₃₇H₆₇NO₄SSi₂ 
• 116913-88-3 (Z)-5-(Dimethyl-phenyl-silanyl)-3-methyl-pent-3-enoic acid 
• 39149-97-8 (Z)-3-methylpent-2-ene-1,5-diol 
• 6229-28-3 5-hydroxy-3-methyl-pent-3c-enoic acid benzhydrylamide 

Relevant articles and documents

Oxidative Ring-Opening Reaction of Cyclopropanone Acetals with Carbonyl Compounds via Photoinduced Electron Transfer. Generation of a β-Carbonyl Radical Species and Its Application to the Synthesis of γ-Hydroxy Ester Derivatives

Photoinduced electron transfer (PET) reactions of 2-substituted or 2,2-disubstituted cyclopropanone methyl trialkylsilyl acetals 1a-e,g and 1-siloxy-2-oxabicyclohexane (1f) with carbonyl compounds 2 (benzophenone (2a), acetophenone (2b), 2-acetonaphthone (2c), 2-acetylpyridine (2d), 4-acetylbenzonitrile (2e), 2,3-butanedione (2f), and benzoyl cyanide (2g)) were examined in the presence of Mg(ClO4)2.Carbon-carbon bond coupling products (γ-hydroxy esters 3 or their derivative butyrolactones 4) between 1 and 2 were formed in good yields.A mechanism is proposed for the product formation which is initiated by the single electron transfer (SET) from 1 to the excited state of 2.The set generates a transient pair of ion radicals, i.e. a ring-opened sec- or tert-β-carbonyl radical from 1 and a ketyl radical ion from 2 stabilized by the Mg salt.This realizes a novel type of carbon-carbon bond formation at the sterically crowded β-position of propanoates.