51660-65-2

Basic information

• Product Name: 4-IODO-1,3,5-TRIMETHYL-1H-PYRAZOLE
• Synonyms: 4-IODO-1,3,5-TRIMETHYL-1H-PYRAZOLE;AKOS PAO-1279;BUTTPARK 154\11-07;1,3,5-Trimethyl-4-iodo-1H-pyrazole;4-iodo-1,3,5-trimethylpyrazole;4-iodo-1,3,5-trimethyl-pyrazole
• CAS NO: 51660-65-2
• Molecular Formula: C₆H₉IN₂
• Molecular Weight: 236.05
• Mol File: 51660-65-2.mol
• Article Data: 5

Chemical Properties

• Melting Point: 72 °C
• Boiling Point: 246.9°Cat760mmHg
• Flash Point: 103.1°C
• Appearance: /
• Density: 1.8g/cm³
• Vapor Pressure: 0.0415mmHg at 25°C
• Refractive Index: 1.633
• Storage Temp.: 2-8°C
• PKA: 1.40±0.10(Predicted)
• CAS DataBase Reference: 4-IODO-1,3,5-TRIMETHYL-1H-PYRAZOLE(CAS DataBase Reference)
• NIST Chemistry Reference: 4-IODO-1,3,5-TRIMETHYL-1H-PYRAZOLE(51660-65-2)
• EPA Substance Registry System: 4-IODO-1,3,5-TRIMETHYL-1H-PYRAZOLE(51660-65-2)

Safety Data

• Hazard Codes: Xi,Xn
• Statements: 22
• Safety Statements: 24/25
• WGK Germany: 3
• Hazardous Substances Data: 51660-65-2(Hazardous Substances Data)

Usage

General Description

4-IODO-1,3,5-TRIMETHYL-1H-PYRAZOLE is a chemical compound with the molecular formula C7H10IN2. It is a pyrazole derivative with a single iodine atom attached to the pyrazole ring. 4-IODO-1,3,5-TRIMETHYL-1H-PYRAZOLE has three methyl groups attached to different carbon atoms of the pyrazole ring. It is commonly used in pharmaceutical and agricultural applications, as well as in research and development. Its precise properties and uses depend on the specific application and the chemical context in which it is used.

InChI:InChI=1/C6H9IN2/c1-4-6(7)5(2)9(3)8-4/h1-3H3

Upstream product

• 1072-91-9 1,3,5-trimethyl-1H-pyrazole 
• 123-54-6 acetylacetone 
• 2033-45-6 4-iodo-3,5-dimethyl-1H-pyrazole 
• 74-88-4 methyl iodide 
• 67-51-6 3,5-dimethyl-1H-pyrazole 

Downstream Products

• 22779-02-8 4-ethynyl-1,3,5-trimethyl-1H-pyrazole 

Relevant articles and documents

Predicting the catalytic activity of azolium-based halogen bond donors: an experimentally-verified theoretical study

This report demonstrates the successful application of electrostatic surface potential distribution analysis for evaluating the relative catalytic activity of a series of azolium-based halogen bond donors. A strong correlation (R2> 0.97) was observed between the positive electrostatic potential of the σ-hole on the halogen atom and the Gibbs free energy of activation of the model reactions (i.e., halogen abstraction and carbonyl activation). The predictive ability of the applied approach was confirmed experimentally. It was also determined that the catalytic activity of azolium-based halogen bond donors was generally governed by the structure of the azolium cycle, whereas the substituents on the heterocycle had a limited impact on the activity. Ultimately, this study highlighted four of the most promising azolium halogen bond donors, which are expected to exhibit high catalytic activity.

A simple method for iodination of heterocyclic compounds using HIO 4/NaCl/silica gel/H2SO4 in water

A fast and simple method for iodination of some heterocycles is reported. The reactions were carried out in water, using HIO4/H 2SO4/NaCl/silica gel at moderate temperatures of 25-50 °C. Springer-Verlag 2011.

A mild and efficient method for halogenation of 3,5-dimethyl pyrazoles by ultrasound irradiation using N-halosuccinimides

The 4-halo-3,5-dimethyl pyrazoles have been synthetisized in good yields in short reaction times in the absence of a catalyst by reaction of 3,5-dimethyl pyrazoles with N-halosuccinimides (NBS, NCS and NIS) under ultrasound irradiation. Finally, the halogenation of pyrazoles with Br2, IC1 and I2 was showed in similar conditions.