76923-16-5

Basic information

• Product Name: 3-METHYL-5-PHENYL-1H-PYRAZOLE-4-CARBOXYLIC ACID ETHYL ESTER
• Synonyms: 3-METHYL-5-PHENYL-1H-PYRAZOLE-4-CARBOXYLIC ACID ETHYL ESTER;Ethyl 3-methyl-5-phenylpyrazole-4-carboxylate;Ethyl 5-methyl-3-phenyl-1H-pyrazole-4-carboxylate;3-methyl-5-phenyl-2H-pyrazole-4-carboxylic acid ethyl ester;ethyl 3-methyl-5-phenyl-2H-pyrazole-4-carboxylate
• CAS NO: 76923-16-5
• Molecular Formula: C₁₃H₁₄N₂O₂
• Molecular Weight: 230.26
• Mol File: 76923-16-5.mol
• Article Data: 6

Chemical Properties

• Boiling Point: 415.183°C at 760 mmHg
• Flash Point: 204.896°C
• Appearance: /
• Density: 1.169g/cm³
• Vapor Pressure: 0mmHg at 25°C
• Refractive Index: 1.57
• CAS DataBase Reference: 3-METHYL-5-PHENYL-1H-PYRAZOLE-4-CARBOXYLIC ACID ETHYL ESTER(CAS DataBase Reference)
• NIST Chemistry Reference: 3-METHYL-5-PHENYL-1H-PYRAZOLE-4-CARBOXYLIC ACID ETHYL ESTER(76923-16-5)
• EPA Substance Registry System: 3-METHYL-5-PHENYL-1H-PYRAZOLE-4-CARBOXYLIC ACID ETHYL ESTER(76923-16-5)

Safety Data

• Hazardous Substances Data: 76923-16-5(Hazardous Substances Data)

Usage

InChI:InChI=1/C13H14N2O2/c1-3-17-13(16)11-9(2)14-15-12(11)10-7-5-4-6-8-10/h4-8H,3H2,1-2H3,(H,14,15)

Upstream product

• 20605-40-7 thiobenzoylhydrazine 
• 609-15-4 ethyl 2-chloro-3-oxo-butyrate 
• 60868-42-0 ethyl 3-phenyl-2-(1-ethoxyethylidene)-3-oxopropanoate 
• 141-97-9 ethyl acetoacetate 
• 98-88-4 benzoyl chloride 
• 569-37-9 ethyl 3-oxo-2-benzoylbutanoate 
• 21759-71-7 ethyl N-methyl-β-aminocrotonate 
• 82140-46-3 (E)-2-Benzoyl-3-methylamino-but-2-enoic acid ethyl ester 
• 4346-94-5 thiosemicarbazide hydrochloride 
• 563-41-7 semicarbazide hydrochloride 

Downstream Products

• 77435-42-8 ethyl-1,3-dimethyl-5-phenyl-1H-pyrazole-4-carboxylate 
• 861586-02-9 1,3-dimethyl-5-phenyl-1H-pyrazole-4-carboxylic acid 
• 1318239-50-7 4-fluoro-1,3-dimethyl-5-phenyl-1H-pyrazole 
• 1228670-93-6 ethyl 1,5-dimethyl-3-phenyl-1H-pyrazole-4-carboxylate 
• 153654-15-0 4-hydroxymethyl-3-methyl-5-phenyl-1H-pyrazole 
• 54952-71-5 3-methyl-5-phenyl-1⁽²⁾H-pyrazole-4-carboxylic acid 
• 56426-41-6 3-methyl-5-phenylpyrazole 

Relevant articles and documents

Decarboxylative Fluorination of Electron-Rich Heteroaromatic Carboxylic Acids with Selectfluor

A transition-metal-free decarboxylative fluorination of electron-rich five-membered heteroaromatics, including furan-, pyrazole-, isoxazole-, thiophene-, indole-, benzofuran- and indazolecarboxylic acids, with Selectfluor is reported. Fluorinated dimer products were observed for nitrogen-containing heteroaromatic carboxylic acids, such as indole and pyrazole. An effective method has been developed to synthesize the monomer of 2- and 3-fluoroindoles with Li2CO3 as base at low temperature.

SmCl3-catalyzed C-acylation of 1,3-dicarbonyl compounds and malononitrile

(Chemical Equation Presented) A recyclable, convenient, and efficient catalytic system for C-acylation of 1,3-dicarbonyl compounds and malononitrile with acid chlorides has been developed, giving moderate to excellent yields under mild conditions. This is the first catalytic example of such reactions. In addition, by applying this protocol as the key step, 3,5-disubstituted-1H- pyrazole-4-carboxylate can easily be synthesized in high yields in a one-pot procedure.

Study of the reaction of 2-acyl 1,3-dicarbonyl compounds with hydrazines by 1H NMR spectroscopy

The reaction of 2-acyl 1,3-dicarbonyl compounds with hydrazine and phenylhydrazine was studied by 1H NMR spectroscopy.It was shown that the formation of functionally 4-substituted pyrazoles is promoted if the reaction is conducted in protic solvents at reduced temperature.The presence of the benzoyl groups in the 2-acyl 1,3-dicarbonyl compounds leads to the preferential formation of the cleavage products, i.e., the corresponding acylhydrazines and 1,3-dicarbonyl compounds.It was established that the initial reaction product is consumed in two directions, i.e., cyclization with the formation of functionally 4-substituted pyyrazoles and cleavage with the formation of acetylhydrazines and the corresponding 1,3-dicarbonyl compounds.