15801-69-1

Basic information

• Product Name: 4-Bromo-1,3,5-trimethyl-1H-pyrazole
• Synonyms: 4-BROMO-1,3,5-TRIMETHYL-1H-PYRAZOLE;4-BROMO-1,3,5-TRIMETHYLPYRAZOLE;BUTTPARK 34\09-42;4-BROMO-1,3,5-TRIMETHYLPYRAZOLE, PURISS, 98%;4-Bromo-1,3,5-trimethyl-1H-pyrazole ,98%;1,3,5-Trimethyl-4-bromo-1H-pyrazole;4-BroMo-1,3,5-triMethylpyrazole;4-Bromo-1,3,5-trimethylpyrazole 98%
• CAS NO: 15801-69-1
• Molecular Formula: C₆H₉BrN₂
• Molecular Weight: 189.05
• EINECS: -0
• Product Categories: Halides;Pyrazoles & Triazoles;Nucleotides and Nucleosides;Bases & Related Reagents;Nucleotides;Pyrazoles & Triazoles;Building Blocks;Halogenated Heterocycles;Heterocyclic Building Blocks;Pyrazoles;PyrazolesHeterocyclic Building Blocks
• Mol File: 15801-69-1.mol
• Article Data: 3

Chemical Properties

• Melting Point: 30-34 °C(lit.)
• Boiling Point: 101-102 °C15 mm Hg(lit.)
• Flash Point: 219 °F
• Appearance: White crystalline solid
• Density: 1.5 g/cm³
• Vapor Pressure: 0.139mmHg at 25°C
• Refractive Index: 1.576
• Storage Temp.: Sealed in dry,Room Temperature
• Solubility: Dichloromethane, Ethanol
• PKA: 1.26±0.10(Predicted)
• BRN: 2371
• CAS DataBase Reference: 4-Bromo-1,3,5-trimethyl-1H-pyrazole(CAS DataBase Reference)
• NIST Chemistry Reference: 4-Bromo-1,3,5-trimethyl-1H-pyrazole(15801-69-1)
• EPA Substance Registry System: 4-Bromo-1,3,5-trimethyl-1H-pyrazole(15801-69-1)

Safety Data

• Hazard Codes: Xn,Xi
• Statements: 22-36/37/38
• Safety Statements: 22-24/25-36/37/39-26
• RIDADR: UN 2811 6.1/PG 3
• WGK Germany: 3
• HazardClass: IRRITANT
• PackingGroup: Ⅲ
• Hazardous Substances Data: 15801-69-1(Hazardous Substances Data)

Usage

Chemical Properties

White Crystalline Solid

InChI:InChI=1/C6H9BrN2/c1-4-6(7)5(2)9(3)8-4/h1-3H3

Upstream product

• 1072-91-9 1,3,5-trimethyl-1H-pyrazole 
• 3398-16-1 4-Bromo-3,5-dimethylpyrazole 
• 74-83-9 methyl bromide 

Downstream Products

• 387353-95-9 1,3,5-trimethyl-4-dimethylphenylsilylpyrazole 
• 1140502-27-7 C₂₆H₂₄ClN₅O₂S 
• 1125-29-7 1,3,5-trimethyl-1H-pyrazole-4-carboxylic acid 
• 844891-04-9 1,3,5-trimethylpyrazole-4-boronic acid pinacol ester 
• 28466-21-9 1,3,5-trimethyl-1H-pyrazol-4-amine 
• 1254163-62-6 4-cyano-3-(1,3,5-trimethyl-1H-pyrazol-4-yl)-benzoic acid methyl ester 
• 1254161-77-7 4-[5-(4-dimethylamino-piperidin-1-yl)-3H-imidazo[4,5-b]pyridine-2-carbonyl]-2-(1,3,5-trimethyl-1H-pyrazol-4-yl)-benzonitrile 
• 1126365-90-9 N-[2-methyl-5-(1,3,5-trimethylpyrazol-4-yl)phenyl]-4-(pyridin-2-ylmethoxy)benzamide 
• 1360571-25-0 1,3,5-trimethyl-4-(phenylthio)-1H-pyrazole 
• 1269620-89-4 (tert-butyldimethylsilanyl)phenyl-(1,3,5-trimethyl-1H-pyrazol-4-yl)amine 
• 1269622-59-4 (2R,4S)-4-(tert-butyl-dimethyl-silanyloxy)-2-[hydroxy-(1,3,5-trimethyl-1H-pyrazol-4-yl)-methyl]-pyrrolidine-1-carboxylic acid benzyl ester 
• 1254163-39-7 N,N-dimethyl-3-(1,3,5-trimethyl-1H-pyrazol-4-yl)-terephthalamic acid methyl ester 
• 1195901-22-4 diphenyl-(1,3,5-trimethyl-1H-pyrazol-4-yl)-amine 
• 866587-80-6 3-(1,3,5-trimethylpyrazol-4-yl)benzaldehyde 

Relevant articles and documents

Halogenation of pyrazoles using N-halosuccinimides in CCl4 and in water

Reaction of pyrazoles with N-halosuccinimides (NXS, X=Br, Cl) in either CCl4 or water gave 4-halopyrazoles in excellent yields. The reaction was carried out under mild conditions and did not require any catalysts or special precautions. The reaction provides an efficient method for 4-C halogenation of pyrazoles. Copyright Taylor & Francis Group, LLC.

Synthesis of pinacol esters of 1-alkyl-1H-pyrazol-5-yl- and 1-alkyl-1H-pyrazol-4-ylboronic acids

Starting from 1H-pyrazol, a wide number of 1-alkyl-1H-pyrazol-4-yl and 1-alkyl-1H-pyrazol-5-ylboronic acids and their pinacol esters were synthesized and characterized. The key step in the described methodology is the regioselective lithiation of the pyrazole ring. The synthesized pinacolates are stable under prolonged storage and can be used as convenient reagents in organic synthesis.