36140-84-8

Basic information

• Product Name: 1H-Pyrazole, 3,5-dimethyl-1-(phenylacetyl)-
• CAS NO: 36140-84-8
• Molecular Formula: C13H14N2O
• Molecular Weight: 214.267
• Mol File: 36140-84-8.mol
• Article Data: 6

Chemical Properties

• CAS DataBase Reference: 1H-Pyrazole, 3,5-dimethyl-1-(phenylacetyl)-(CAS DataBase Reference)
• NIST Chemistry Reference: 1H-Pyrazole, 3,5-dimethyl-1-(phenylacetyl)-(36140-84-8)
• EPA Substance Registry System: 1H-Pyrazole, 3,5-dimethyl-1-(phenylacetyl)-(36140-84-8)

Safety Data

• Hazardous Substances Data: 36140-84-8(Hazardous Substances Data)

Upstream product

• 67-51-6 3,5-dimethyl-1H-pyrazole 
• 103-80-0 phenylacetyl chloride 
• 103-82-2 phenylacetic acid 
• 541-41-3 chloroformic acid ethyl ester 
• 123-54-6 acetylacetone 
• 937-39-3 2-phenylacetylhydrazine 

Downstream Products

• 166588-72-3 1-(3,5-Dimethyl-pyrazol-1-yl)-2,3-diphenyl-propan-1-one 
• 59204-21-6 Methyl (R)-2-chloro-2-phenylethanoate 
• 116046-08-3 (R)-2-fluoro-2-phenyl-1-ethanol 
• 212790-78-8 (R)-2-fluoro-1,2-diphenylethan-1-one 
• 53647-50-0 ethyl 3-benzoyl-3-phenylpropionate 
• 501416-52-0 methyl phenyl<2,2-(2)H2>acetate 
• 62267-02-1 methyl phenylacetate-α-d1 

Relevant articles and documents

Iodonium salts as efficient iodine(iii)-based noncovalent organocatalysts for Knorr-type reactions

Hypervalent iodine(iii)-derivatives display higher catalytic activity than other aliphatic and aromatic iodine(i)- or bromine(i)-containing substrates for a Knorr-type reaction of N-acetyl hydrazides with acetyl acetone to give N-acyl pyrazoles. The highe

Resolution of secondary alcohols using 2-acyl-3-phenyl-l-menthopyrazoles as enantioselective acylating agents

The chelation of AlCl3 with N-acylpyrazoles leads to structural fixation of the acyl moiety and an acceleration in the rate of acylation of secondary alcohols. The chiral environment of the fixed acyl moiety of 2-acyl-3-phenyl-l-menthopyrazole 2 causes diastereofacial selectivity in the reaction with secondary alcohols, and thus 2 behaves as an enantioselective acylating agent. By the use of 2.4 molar equivalents of racemic 1-phenylethanol 3a, 2-acetyl-3-phenyl-l-menthopyrazole 2a afforded (S)-1-phenylethyl acetate (S)-4aa enantioselectively and unreacted 3a was recovered with (R)-configuration. Furthermore, the inverse configurational preferences were observed to give (R)-4aa and (S)-3a by the addition of strongly basic amines, which sometimes behaved as catalysts for enolate formation from 2 and AlCl3. These dramatic changes in stereoselective preference should be useful properties of 2-acyl-3-phenyl-l-menthopyrazole 2 as an enantioselective acylating agent.

The preparation of N-acetylpyrazoles and their behavior toward alcohols

According to four different methods, various types of n-acylpyrazoles were prepared from the corresponding pyrazoles and carboxylic acids or their acid chlorides. Although A-acylpyrazoles were inert to alcohols under neutral or weakly basic conditions, th