844891-04-9

Basic information

• Product Name: 1,3,5-TRIMETHYL-4-(4,4,5,5-TETRAMETHYL-1,3,2-DIOXABOROLAN-2-YL)-1H-PYRAZOLE
• Synonyms: 1,3,5-TRIMETHYL-1H-PYRAZOLE-4-BORONIC ACID PINACOL ESTER;1,3,5-TRIMETHYL-4-(4,4,5,5-TETRAMETHYL-1,3,2-DIOXABOROLAN-2-YL)-1H-PYRAZOLE;1,3,5-Trimethyl-1H-pyrazole-4-boronic acid pinacol ester 97%;1,3,5-triMethyl-4-(tetraMethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazole;2-(1,3,5-Trimethylpyrazol-4-yl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane;1,3,5-Trimethyl-1H-pyrazole-4-boronicacid,pinacolester97%;1,3,5-Trimethyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyrazole;1,3,5-Trimethylpyrazole-4-boronic Acid Pinacol Ester
• CAS NO: 844891-04-9
• Molecular Formula: C₁₂H₂₁BN₂O₂
• Molecular Weight: 236.12
• Mol File: 844891-04-9.mol
• Article Data: 1

Chemical Properties

• Melting Point: 91-93°C
• Boiling Point: 335.7 °C at 760 mmHg
• Flash Point: 156.8 °C
• Appearance: /
• Density: 1.04 g/cm³
• Vapor Pressure: 0.000229mmHg at 25°C
• Refractive Index: 1.503
• Storage Temp.: Inert atmosphere,Store in freezer, under -20°C
• Solubility: soluble in Methanol
• PKA: 3.13±0.10(Predicted)
• CAS DataBase Reference: 1,3,5-TRIMETHYL-4-(4,4,5,5-TETRAMETHYL-1,3,2-DIOXABOROLAN-2-YL)-1H-PYRAZOLE(CAS DataBase Reference)
• NIST Chemistry Reference: 1,3,5-TRIMETHYL-4-(4,4,5,5-TETRAMETHYL-1,3,2-DIOXABOROLAN-2-YL)-1H-PYRAZOLE(844891-04-9)
• EPA Substance Registry System: 1,3,5-TRIMETHYL-4-(4,4,5,5-TETRAMETHYL-1,3,2-DIOXABOROLAN-2-YL)-1H-PYRAZOLE(844891-04-9)

Safety Data

• Hazard Codes: Xi,Xn
• Statements: 36/37/38-22
• Safety Statements: 26-36/37/39-36-22
• WGK Germany: 3
• Hazardous Substances Data: 844891-04-9(Hazardous Substances Data)

Usage

General Description

1,3,5-TRIMETHYL-4-(4,4,5,5-TETRAMETHYL-1,3,2-DIOXABOROLAN-2-YL)-1H-PYRAZOLE is a chemical compound with a complex and unique structure. It contains a pyrazole ring with three methyl groups and a boron-containing dioxaborolan group. 1,3,5-TRIMETHYL-4-(4,4,5,5-TETRAMETHYL-1,3,2-DIOXABOROLAN-2-YL)-1H-PYRAZOLE may have potential applications in the field of organic chemistry, pharmaceuticals, or materials science due to its interesting structural features and potential reactivity. Further research and experimentation are required to fully understand its properties and potential uses.

InChI:InChI=1/C12H21BN2O2/c1-8-10(9(2)15(7)14-8)13-16-11(3,4)12(5,6)17-13/h1-7H3

Upstream product

• 15801-69-1 4-bromo-1,3,5-trimethylpyrazole 
• 185990-03-8 dimethylphenyl(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)silane 

Downstream Products

• 1034142-33-0 dimethyl-{2-[3-(1,3,5-trimethyl-1H-pyrazol-4-yl)-phenyl]-ethyl}-amine 
• 1063664-72-1 (2S)-(+)-5-(1,3,5-trimethylpyrazol-4-yl)-2-(dimethylamino)tetralin 

Relevant articles and documents

Boryl substitution of functionalized aryl-, heteroaryl- and alkenyl halides with silylborane and an alkoxy base: expanded scope and mechanistic studies

A transition-metal-free method has been developed for the boryl substitution of functionalized aryl-, heteroaryl- and alkenyl halides with a silylborane in the presence of an alkali-metal alkoxide. The base-mediated boryl substitution of organohalides with a silylborane was recently reported to provide the corresponding borylated products in good to high yields, and exhibit good functional group compatibility and high tolerance to steric hindrance. In this study, the scope of this transformation has been extended significantly to include a wide variety of functionalized aryl-, heteroaryl- and alkenyl halides. In particular, the boryl substitution of (E)- and (Z)-alkenyl halides proceeded smoothly to afford the corresponding alkenyl boronates in good to high yields with retention of the configuration using modified reaction conditions. The results of the mechanistic studies suggest that this boryl substitution proceeds via a carbanion-mediated mechanism.