1855-08-9

Basic information

• Product Name: 1,2-Propanedione, 1-(4-methylphenyl)-
• CAS NO: 1855-08-9
• Molecular Formula: C10H10O2
• Molecular Weight: 162.188
• Mol File: 1855-08-9.mol
• Article Data: 19

Chemical Properties

• CAS DataBase Reference: 1,2-Propanedione, 1-(4-methylphenyl)-(CAS DataBase Reference)
• NIST Chemistry Reference: 1,2-Propanedione, 1-(4-methylphenyl)-(1855-08-9)
• EPA Substance Registry System: 1,2-Propanedione, 1-(4-methylphenyl)-(1855-08-9)

Safety Data

• Hazardous Substances Data: 1855-08-9(Hazardous Substances Data)

Usage

Physical state

Colorless liquid

Odor

Sweet, floral

Uses

a. Flavoring agent in the food industry
b. Production of fragrances and perfumes
c. Pharmaceutical industry
d. Solvent in chemical reactions

Health hazards

Potential irritant to the skin, eyes, and respiratory system

Precautions

Avoid prolonged or excessive exposure to minimize health risks

Upstream product

• 53815-22-8 1-(hydroxyimino-(seqtrans))-1-p-tolyl-propanone-⁽²⁾ 
• 142438-05-9 2-bromo-2-tolylacetone 
• 32763-21-6 2,2-Dimethoxy-1-p-tolyl-propan-1-one 
• 109296-43-7 2-methyl-3-(4-methylphenyl)-2-nitro oxirane 
• 111508-15-7 1,1-Bis-benzotriazol-1-yl-1-p-tolyl-propan-2-one 
• 1450-08-4 (α-4-methylbenzoylethylidene)triphenylphosphorane 
• 2698-14-8 1-methyl-4-(prop-1-enyl)benzene 
• 5337-93-9 4'-methylpropiophenone 
• 5400-87-3 1-p-tolyl-propane-1,2-dione-2-oxime 
• 57169-52-5 2,2-Dichloro-1-(4-methylphenyl)-propanone 
• 874-60-2 4-methyl-benzoyl chloride 
• 111098-80-7 bis(benzotriazolo)(4-methylphenyl)methane 
• 622-97-9 1-ethenyl-4-methylbenzene 
• 75-52-5 nitromethane 

Downstream Products

• 137465-83-9 5-methyl-6-(4-methylphenyl)-2,3-dihydropyrazine 
• 111197-79-6 (S)-2-hydroxy-1-(4-methylphenyl)-1-propanone 
• 78539-88-5 2-(4-toluoyl)pyridine 
• 176173-91-4 (3,4,5,6-Tetrahydro-pyridin-2-yl)-p-tolyl-methanone 
• 176173-94-7 (3,3-Dichloro-3,4,5,6-tetrahydro-pyridin-2-yl)-p-tolyl-methanone 
• 137465-89-5 1-isocyano-2-(p-toluylamino)ethane 
• 1279712-71-8 N-(3-oxo-3-p-tolylprop-1-en-2-yl)acetamide 
• 1443215-58-4 3-oxo-3-(p-tolyl)prop-1-en-2-yl acetate 
• 1443215-62-0 (R)-1-oxo-1-(p-tolyl)propan-2-yl acetate 

Relevant articles and documents

Direct Umpolung Morita–Baylis–Hillman like α-Functionalization of Enones via Enolonium Species

Herein we report on the umpolung of Morita–Baylis–Hillman type intermediates and application to the α-functionalization of enone C?H bonds. This reaction gives direct access to α-chloro-enones, 1,2-diketones and α-tosyloxy-enones. The latter are important intermediates for cross-coupling reaction and, to the best of our knowledge, cannot be made in a single step from enones in any other way. The proposed mechanism is supported by spectroscopic studies. The key initial step involves conjugate attack of an amine (DABCO or pyridine), likely assisted by hypervalent iodine acting as a Lewis acid leading to formation of an electrophilic β-ammonium-enolonium species. Nucleophilic attack by acetate, tosylate, or chloride anion is followed by base induced elimination of the ammonium species to give the noted products. Hydrolysis of α-acetoxy-enones lead to formation of 1,2-diketones. The α-tosyl-enones participate in Negishi coupling reactions under standard conditions.

New push–pull chromophores. Synthesis of 2-[4-Aryl-3-cyano-5-hydroxy-5-methyl-1H-pyrrol-2(5H)-ylidene]malononitriles

2-Aminoprop-1-ene-1,1,3-tricarbonitrile (malononitrile dimer) reacted with 1-arylpropane-1,2-diones in ethanol in the presence of piperidine to give new donor–acceptor chromophores, 2-[4-aryl-3-cyano-5-hydroxy-5-methyl-1H-pyrrole-2(5H)-ylidene]malononitriles.

A Desulfonylative Approach in Oxidative Gold Catalysis: Regiospecific Access to Donor-Substituted Acyl Gold Carbenes

Donor-substituted acyl gold carbenes are challenging to access selectively by gold-promoted intermolecular oxidation of internal alkynes as the opposite regioisomers frequently predominate. By using alkynyl sulfones or sulfonates as substrates, the oxidative gold catalysis in the presence of substituted pyridine N-oxides offers regiospecific access to acyl/aryl, acyl/alkenyl, and acyl/alkoxy gold carbenes by in situ expulsion of sulfur dioxide. The intermediacies of these reactive species are established by their reactivities, including undergoing further oxidation by the same oxidant, cyclopropanation of styrenes, engaging in a [3+2] cycloaddition with α-methylstyrene, and conversion into dienones. Accept it: A desulfonylative approach was developed to regiospecifically access these underexplored acyl gold carbenes from either alkynyl aryl/alkenyl sulfones or alkynyl sulfonate substrates. The reactivities of these donor- and acceptor-substituted carbenes are examined.