13901-86-5

Basic information

• Product Name: 1,4-Pentanedione, 1-(4-methylphenyl)-
• CAS NO: 13901-86-5
• Molecular Formula: C12H14O2
• Molecular Weight: 190.242
• Mol File: 13901-86-5.mol
• Article Data: 25

Chemical Properties

• CAS DataBase Reference: 1,4-Pentanedione, 1-(4-methylphenyl)-(CAS DataBase Reference)
• NIST Chemistry Reference: 1,4-Pentanedione, 1-(4-methylphenyl)-(13901-86-5)
• EPA Substance Registry System: 1,4-Pentanedione, 1-(4-methylphenyl)-(13901-86-5)

Safety Data

• Hazardous Substances Data: 13901-86-5(Hazardous Substances Data)

Upstream product

• 123-76-2 levulinic acid 
• 116-11-0 2-Methoxypropene 
• 619-41-0 4-(bromoacetyl)toluene 
• 2227-58-9 3-(4-methylphenyl)prop-2-ynoic acid 
• 67-64-1 acetone 
• 74032-45-4 S-2-pyridyl 4-methylbenzothiolate 
• 78-94-4 methyl vinyl ketone 
• 66117-64-4 di(p-tolyl)borinic acid 
• 622-97-9 1-ethenyl-4-methylbenzene 
• 874-60-2 4-methyl-benzoyl chloride 
• 104-87-0 4-methyl-benzaldehyde 
• 201230-82-2 carbon monoxide 
• 133216-67-8 4-acetyl-3-methyl-6,6-bis(4-methylphenyl)-1,2-dioxan-3-ol 
• 2919-20-2 1,1-di(p-tolyl)ethylene 

Downstream Products

• 1609193-04-5 (2S,5S)-2-methyl-5-(p-tolyl)pyrrolidine 
• 1609192-89-3 (2S,5R)-2-methyl-5-(p-tolyl)pyrrolidine 
• 1309456-79-8 (+)-(R)-5-methyl-2-(4'-methylphenyl)-1-pyrroline 
• 1445874-23-6 1-(3,4-dichlorophenyl)-2-methyl-5-p-tolyl-1H-pyrrole 
• 1445874-51-0 (R)-3-(4-(4-((1-(3,4-dichlorophenyl)-2-methyl-5-p-tolyl-1H-pyrrol-3-yl)methyl)piperazin-1-yl)-3-fluorophenyl)-5-((4-phenyl-1H-1,2,3-triazol-1-yl)methyl)oxazolidin-2-one 
• 1445874-30-5 (R)-5-(azidomethyl)-3-(4-(4-((1-(3,4-dichlorophenyl)-2-methyl-5-p-tolyl-1H-pyrrol-3-yl)methyl)piperazin-1-yl)-3-fluorophenyl)oxazolidin-2-one 
• 929989-09-3 2-methyl-1-(4-chlorophenyl)-5-(4-methylphenyl)-1H-pyrrole 
• 908292-42-2 1-(4-fluorophenyl)-2-methyl-5-(4-methylphenyl)-1H-pyrrole 
• 65564-87-6 3-(4-Methylphenyl)-2-cyclopenten-1-one 
• 85093-00-1 2-methyl-5-(4-methylphenyl)thiophene 
• 115145-49-8 2-isopropyl-5-methyl-4-(2-methyl-5-p-tolyl-pyrrol-1-yl)-phenol 
• 1458715-56-4 5,6,7-trimethoxy-2-(4-(2-methyl-5-p-tolyl-1H-pyrrol-1-yl)phenyl)benzo[d]thiazole 
• 1458715-50-8 6-methoxy-2-(4-(2-methyl-5-p-tolyl-1H-pyrrol-1-yl)phenyl)benzo[d]thiazole 
• 1458715-45-1 6-fluoro-2-(4-(2-methyl-5-p-tolyl-1H-pyrrol-1-yl)phenyl)benzo[d]thiazole 

Relevant articles and documents

Visible-Light Photocatalytic Preparation of 1,4-Ketoaldehydes and 1,4-Diketones from α-Bromoketones and Alkyl Enol Ethers

A Ru2+-photocatalyzed, visible-light-mediated ATRA reaction for the straightforward preparation of 1,4-ketoaldehydes, 1,4-diketones, and 1,4-ketoesters, which are of difficult access by other means, is reported herein. This method employs readily accessible α-bromoketones and alkyl vinyl ethers as starting materials, allowing the construction of secondary, tertiary, and challenging quaternary centers. In addition, the synthetic usefulness of this method is illustrated by applying it to the construction of substituted pyrroles.

Nonclassical Mechanism in the Cyclodehydration of Diols Catalyzed by a Bifunctional Iridium Complex

1,4- and 1,5-diols undergo cyclodehydration upon treatment with cationic N-heterocyclic carbene (NHC)–IrIII complexes to give tetrahydrofurans and tetrahydropyrans, respectively. The mechanism was investigated, and a metal-hydride-driven pathway was proposed for all substrates, except for very electron-rich ones. This contrasts with the well-established classical pathways that involve nucleophilic substitution.

Light-Driven Vitamin B12-Catalysed Generation of Acyl Radicals from 2-S-Pyridyl Thioesters

Acyl radicals are invaluable intermediates in organic synthesis, however their generation remains challenging. Herein, we present an unprecedented light-driven, cobalt-catalysed method for the generation of acyl radicals from readily available 2-S-pyridyl thioesters. The synthetic potential of this methodology was demonstrated in the Giese-type acylation of activated olefins in the presence of heptamethyl cobyrrinate. This vitamin B12 derivative proved to be the most efficient catalyst in the studied process. The developed method features broad substrate scope (38 examples), good functional group tolerance, and mild reaction conditions. Moreover, it is easily scalable (illustrated on a 20-fold scale-up procedure), enabling its preparative use. Mechanistic studies revealed that the reaction proceeds via a radical pathway with the key steps involving the formation of an acyl-vitamin B12 complex and subsequent photolysis of the Co?C bond. (Figure presented.).