108444-24-2

Basic information

• Product Name: 1-ETHYL-3,5-DIMETHYL-1H-PYRAZOLE-4-CARBOXYLIC ACID
• Synonyms: ART-CHEM-BB B006509;AKOS B006509;AKOS PAO-0339;1-ETHYL-3,5-DIMETHYL-1H-PYRAZOLE-4-CARBOXYLIC ACID;TIMTEC-BB SBB007018;1-ethyl-3,5-dimethyl-1H-pyrazole-4-carboxylic acid(SALTDATA: FREE);1-Ethyl-3,5-dimethyl-pyrazole-4-carboxylic acid
• CAS NO: 108444-24-2
• Molecular Formula: C8H12N2O2
• Molecular Weight: 168.19
• Mol File: 108444-24-2.mol

Chemical Properties

• Melting Point: 225-226 °C
• Boiling Point: 307.4±37.0 °C(Predicted)
• Appearance: /
• Density: 1.19±0.1 g/cm3(Predicted)
• PKA: 3.75±0.10(Predicted)
• CAS DataBase Reference: 1-ETHYL-3,5-DIMETHYL-1H-PYRAZOLE-4-CARBOXYLIC ACID(CAS DataBase Reference)
• NIST Chemistry Reference: 1-ETHYL-3,5-DIMETHYL-1H-PYRAZOLE-4-CARBOXYLIC ACID(108444-24-2)
• EPA Substance Registry System: 1-ETHYL-3,5-DIMETHYL-1H-PYRAZOLE-4-CARBOXYLIC ACID(108444-24-2)

Safety Data

• Hazard Codes: Xi
• Statements: 36
• Safety Statements: 26
• HazardClass: IRRITANT
• Hazardous Substances Data: 108444-24-2(Hazardous Substances Data)

Usage

Class

Pyrazole derivative

Biological activities

Diverse

Potential applications

Pharmaceuticals and agrochemicals

Structural features

Carboxylic acid and methyl groups

Functional groups

Carboxylic acid and methyl groups

Pharmacological properties

Likely to be studied

Pesticidal properties

Likely to be studied

Intermediate in synthesis

Potential use in the synthesis of other organic compounds

Research and development

May be of interest for further research and development in various industries

Upstream product

• 1171610-58-4 1-Ethyl-3,5-dimethyl-1H-pyrazole-4-carbonyl chloride 
• 17629-26-4 1-ethyl-3,5-dimethylpyrazole 
• 701911-46-8 1-ethyl-3,5-dimethyl-1H-pyrazole-4-carbaldehyde 

Relevant articles and documents

Electrosynthesis of pyrazole-4-carboxylic acids by oxidation of 4-formylpyrazoles on NiO(OH)-electrode in aqueous alkaline solution

Electrochemical oxidation of di- and trisubstituted 4-formylpyrazoles on a Ni-anode in aqueous alkali led to the formation of the corresponding pyrazole-4-carboxylic acid in 60-90% yields. The yields of the target products depend on position of substituent in the pyrazole ring and are decreased in the following sequence of substituent at position 1 Me > Et > Ph, as well as when the aqueous medium was replaced with aqueous alcohol (50% Bu tOH). Oxidation of 4-formylpyrazoles containing Me groups at the carbon atoms of the pyrazole ring led, to monoacids and also pyrazoledicarboxylic acids in small (1.5-14%) amounts; the latter were the oxidation products of the aldehyde and the Me groups.

The Direct Carboxylation of Pyrazoles

Various pyrazole-4-carboxylic acids 4 were obtained by a direct carboxylation reaction of pyrazoles 1 with excess, oxalyl chloride.