18048-64-1

Basic information

• Product Name: 1-(3,4-DIMETHYLPHENYL)-3-METHYL-3-PYRAZOLIN-5-ONE
• Synonyms: 1-(3,4-DIMETHYLPHENYL)-3-METHYL-3-PYRAZOLIN-5-ONE;2-(3,4-Dimethylphenyl)-2,4-dihydro-5-methyl-3H-pyrazol-3-one;3-Methyl-1-(3,4-dimethylphenyl)-2-pyrazolin-5-one;3H-Pyrazol-3-one,2-(3,4-diMethylphenyl)-2,4-dihydro-5-Methyl-;1-(3,4-diMethylphenyl)-3-Methyl-1H-pyrazol-5(4H)-one;1-(3,4-diMethylphenyl)-3-Methyl-3-pyrazolin-5-tone;2-Pyrazolin-5-one, 3-Methyl-1-(3,4-xylyl)-;2-(3,4-dimethylphenyl)-5-methyl-2,4-dihydro-3H-pyrazol-3-one
• CAS NO: 18048-64-1
• Molecular Formula: C₁₂H₁₄N₂O
• Molecular Weight: 202.2524
• Mol File: 18048-64-1.mol
• Article Data: 12

Chemical Properties

• Melting Point: 116-119℃
• Boiling Point: 390.1 °C at 760 mmHg
• Flash Point: 189.7 °C
• Appearance: /
• Density: 1.13
• Vapor Pressure: 2.72E-06mmHg at 25°C
• Refractive Index: 1.586
• Storage Temp.: Sealed in dry,Room Temperature
• Solubility: Chloroform (Slightly), DMSO (Slightly), Methanol (Very Slightly)
• PKA: 2.77±0.50(Predicted)
• CAS DataBase Reference: 1-(3,4-DIMETHYLPHENYL)-3-METHYL-3-PYRAZOLIN-5-ONE(CAS DataBase Reference)
• NIST Chemistry Reference: 1-(3,4-DIMETHYLPHENYL)-3-METHYL-3-PYRAZOLIN-5-ONE(18048-64-1)
• EPA Substance Registry System: 1-(3,4-DIMETHYLPHENYL)-3-METHYL-3-PYRAZOLIN-5-ONE(18048-64-1)

Safety Data

• Hazardous Substances Data: 18048-64-1(Hazardous Substances Data)

Usage

Description

1-(3,4-DIMETHYLPHENYL)-3-METHYL-3-PYRAZOLIN-5-ONE is a chemical compound with the molecular formula C12H15NO. It is a derivative of pyrazolone, featuring a 3,4-dimethylphenyl group attached to the first position and a methyl group at the third position. 1-(3,4-DIMETHYLPHENYL)-3-METHYL-3-PYRAZOLIN-5-ONE is known for its potential applications in various fields, particularly in the synthesis of pharmaceuticals and agrochemicals.
Used in Pharmaceutical Industry:
1-(3,4-DIMETHYLPHENYL)-3-METHYL-3-PYRAZOLIN-5-ONE is used as a reagent for the enantioselective aminoalkylation of pyrazol-3-ones. This process is crucial in the synthesis of chiral compounds, which are essential in the development of new drugs with improved efficacy and reduced side effects. The enantioselective approach ensures that the desired chiral center is formed, leading to more effective and safer medications.
Used in Agrochemical Industry:
1-(3,4-DIMETHYLPHENYL)-3-METHYL-3-PYRAZOLIN-5-ONE can also be utilized in the synthesis of agrochemicals, such as pesticides and herbicides. The enantioselective synthesis of these compounds can result in more targeted and environmentally friendly products, reducing the impact on non-target organisms and ecosystems.

InChI:InChI=1/C12H14N2O/c1-8-4-5-11(6-9(8)2)14-12(15)7-10(3)13-14/h4-6H,7H2,1-3H3

Upstream product

• 141-97-9 ethyl acetoacetate 
• 13636-53-8 3,4-dimethylphenylhydrazine 
• 105-45-3 acetoacetic acid methyl ester 
• 60481-51-8 3,4-dimethylphenylhydrazine hydrochloride 

Downstream Products

• 1510821-61-0 2-(4,5-dimethyl-2-morpholinophenyl)-5-methyl-1H-pyrazol-3(2H)-one 
• 376591-99-0 3’-{N’-[1-(3,4-dimethylphenyl)-3-methyl-5-oxo-1,5-di-hydropyrazol-4-ylidene]hydrazino}-2’-hydroxybiphenyl-3-carboxylic acid 

Relevant articles and documents

Iodine-catalyzed oxidative annulation: Facile synthesis of pyrazolooxepinopyrazolones: Via methyl azaarene sp3C-H functionalization

An iodine-catalyzed methyl azaarene sp3 C-H functionalization has been developed for the synthesis of a seven-membered O-heterocyclic architecture containing three different heterocyclic aromatic hydrocarbons. This method can be applied to a wide range of substituted methyl azaarenes and diverse 2,4-dihydro-3H-pyrazol-3-ones, and brings about the efficient preparation of 2,9-dihydrooxepino[2,3-c:6,5-c′]dipyrazol-3(7H)-ones in high yields with the merits of low catalyst loading, good functional group tolerance and metal-free conditions.

Electrochemical synthesis of versatile ammonium oxides under metal catalyst-, exogenous-oxidant-, and exogenous-electrolyte-free conditions

An electrochemical oxidative cross-coupling reaction between 2.5-substituted-pyrazolin-5-ones and ammonium thiocyanate has been developed, which resulted in a series of unprecedented cross-coupling products under metal catalyst-, exogenous-oxidant-, and exogenous-electrolyte-free conditions. It is worth noting that since the resulting cross-coupling products are nearly insoluble in MeCN, the pure product could be afforded without silica gel column purification. In addition, the prepared ammonium oxides are versatile building blocks for synthesizing functionalized pyrazole derivatives.

Metal-Free Direct C–H Thiolation and Thiocyanation of Pyrazolones

Metal-free approach for direct C–H thiolation and thiocyanation of N-substituted pyrazolones with disulfides and thiocyanate salts, respectively, are developed. These reactions allow the C–S bond coupling to proceed effectively under mild conditions, providing useful and convenient methods for preparation of a series of 4-thio-substituted pyrazolone analogues, which have potential applications in organic, medicinal and material chemistry. Preliminary mechanistic investigation suggested that radical processes are likely to involve in these transformations.