17629-26-4

Basic information

• Product Name: 1-Ethyl-3,5-dimethyl-1H-pyrazole
• Synonyms: 1-ETHYL-3,5-DIMETHYL-1H-PYRAZOLE;AKOS PAO-1134;VITAS-BB TBB000656;1-ethyl-3,5-dimethyl-1H-pyrazole(SALTDATA: FREE)
• CAS NO: 17629-26-4
• Molecular Formula: C₇H₁₂N₂
• Molecular Weight: 124.18
• Mol File: 17629-26-4.mol

Chemical Properties

• Boiling Point: 179.3 °C at 760 mmHg
• Flash Point: 62.2 °C
• Appearance: /
• Density: 0.96 g/cm³
• Vapor Pressure: 1.28mmHg at 25°C
• Refractive Index: 1.51
• Storage Temp.: 2-8°C
• PKA: 3.32±0.10(Predicted)
• CAS DataBase Reference: 1-Ethyl-3,5-dimethyl-1H-pyrazole(CAS DataBase Reference)
• NIST Chemistry Reference: 1-Ethyl-3,5-dimethyl-1H-pyrazole(17629-26-4)
• EPA Substance Registry System: 1-Ethyl-3,5-dimethyl-1H-pyrazole(17629-26-4)

Safety Data

• HazardClass: IRRITANT
• Hazardous Substances Data: 17629-26-4(Hazardous Substances Data)

Usage

Chemical Properties

colorless or light yellow liquid

InChI:InChI=1/C7H12N2/c1-4-9-7(3)5-6(2)8-9/h5H,4H2,1-3H3

Upstream product

• 1072-91-9 1,3,5-trimethyl-1H-pyrazole 
• 74-88-4 methyl iodide 
• 1118-66-7 4-Aminopent-3-en-2-one 
• 6629-60-3 ethylhydrazine oxalic acid salt 
• 75632-83-6 3-methyl-5-[(trimethylsilyl)methyl]isoxazole 
• 18413-14-4 ethylhydrazine hydrochloride salt 
• 403815-86-1 (Z)-4-Amino-1-trimethylsilanyl-pent-3-en-2-one 
• 75-03-6 ethyl iodide 
• 67-51-6 3,5-dimethyl-1H-pyrazole 
• 74-96-4 ethyl bromide 

Downstream Products

• 87581-73-5 1-<α-(p-methylbenzoyl)ethyl>-3,5-dimethylpyrazole 
• 1171610-58-4 1-Ethyl-3,5-dimethyl-1H-pyrazole-4-carbonyl chloride 
• 67-51-6 3,5-dimethyl-1H-pyrazole 
• 74-85-1 ethene 
• 51108-51-1 4-bromo-1-ethyl-3,5-dimethyl-1H-pyrazole 
• 108444-24-2 1-ethyl-3,5-dimethylpyrazole-4-carboxylic acid 
• 701911-46-8 1-ethyl-3,5-dimethyl-1H-pyrazole-4-carbaldehyde 

Relevant articles and documents

Synthesis of 1-ethylpyrazole-4-carbaldehydes, 1,1′-methylenebis(3,5- dimethylpyrazole-4-carbaldehyde), and Schiff bases derived therefrom

New pyrazole-containing aldehydes, 1-ethylpyrazole-4-carbaldehyde, 1-ethyl-3,5-dimethylpyrazole-4-carbaldehyde, and 1,1′-methylenebis(3,5- dimethylpyrazole-4-carbaldehyde), were synthesized by the Vilsmeier reaction. Their reactions with primary amines (a

Synthesis of silylated β-enaminones and applications to the synthesis of silyl heterocycles

Silyl β-enaminones have been synthesized by reductive cleavage of silylisoxazoles. These versatile synthons bearing the silyl group in different positions of the enamino ketonic system are of great interest in the construction of a variety of penta- and hexaheterocycles, which, in general, retain the silyl group attached at the ring or in a side chain.

Scope and limitations in the regioselective synthesis of 1,3,5-trisubstituted pyrazoles from β-amino enones and hydrazine derivatives. 13C-chemical shift prediction rules for 1,3,5-trisubstituted pyrazoles

β-amino enones react with hydrazine derivatives to give regioselectively 1,3,5-trisubstituted pyrazoles. The synthetic method only presents limitations when the β-substituent of the enone and the hydrazine substituent are bulky or possess an electron withdrawing character. Comparison of the 13C-NMR spectra of the seventy pyrazoles allowed us to estimate a 13C-chemical shift prediction rule for 1,3,5-trisubstituted pyrazoles, with deviations of less than ± 1 ppm.

Influence of N-substitution in the FVT of pyrazoles

Flash vacuum thermolysis of 1-ethyl (3), 3,5-dimethyl-1-ethyl (4), 1-n-buthyl (5), 1-tert-butyl (6), 3,5-dimethyl-1-phenyl (7) and 1-phenyl-pyrazole (8) was studied.In the N-alkyl derivatives, pyrazole elimination and olefin formation was found.In contrast, phenylderivatives afforded isomerization and nitrogen extrusion.Kinetic parameters for compound 4 are described and a general mechanism including the N-H derivatives is discussed.

ALPHA-LITHIATION OF N-ALKYL GROUPS IN PYRAZOLES

1,3,5-Trimethylpyrazole and 1-ethyl-3,5-dimethylpyrazole undergo lithiation exclusively at the α-position of the N-alkyl group. 1-Benzylpyrazole is metallated under kinetic control at -78 deg C at the CH2 group, but the metallorganic intermediate rearrang