1120-88-3

Basic information

• Product Name: 4-Methylpyridazine
• Synonyms: 4-METHYLPYRIDAZINE;4-METHYLPYRADIZINE;4-METHYLPYRIDAZINE 97%;4-Methylpyridazine,97%;Pyridazine, 4-Methyl-;4-Methylpyridazin-3-aMine;4-Methyl-1,2-diazine
• CAS NO: 1120-88-3
• Molecular Formula: C₅H₆N₂
• Molecular Weight: 94.11
• Product Categories: Building Blocks;Heterocyclic Building Blocks;Pyridazines
• Mol File: 1120-88-3.mol
• Article Data: 4

Chemical Properties

• Boiling Point: 98-100 °C11 mm Hg(lit.)
• Flash Point: 222 °F
• Appearance: Clear yellow/Liquid
• Density: 1.06 g/mL at 25 °C(lit.)
• Vapor Pressure: 0.12mmHg at 25°C
• Refractive Index: n20/D 1.521(lit.)
• Storage Temp.: Sealed in dry,Room Temperature
• PKA: 3.74±0.10(Predicted)
• BRN: 105689
• CAS DataBase Reference: 4-Methylpyridazine(CAS DataBase Reference)
• NIST Chemistry Reference: 4-Methylpyridazine(1120-88-3)
• EPA Substance Registry System: 4-Methylpyridazine(1120-88-3)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-37/39-36
• WGK Germany: 3
• Hazardous Substances Data: 1120-88-3(Hazardous Substances Data)

Usage

Chemical Properties

Clear yellow liquid

Uses

4-Methylpyridazine was used in the preparation of series of novel pyridazine derivatives structurally related to bipyridine cardiotonics.

General Description

Products of reaction of methyl iodide with 4-methylpyridazine has been investigated by NMR spectra. Solvent free oxidation of 4-methylpyridazine by acetyl peroxyborate, peracetic acid and hydrogen peroxide has been reported.

InChI:InChI=1/C5H6N2/c1-5-2-3-6-7-4-5/h2-4H,1H3

Upstream product

• 89283-31-8 3-chloro-5-methylpyridazine 
• 194865-89-9 4-(tributylstannanyl)pyridazine 
• 74-88-4 methyl iodide 
• 289-80-5 1,2-diazine 
• 64-19-7 acetic acid 
• 75-91-2 tert.-butylhydroperoxide 
• 19064-64-3 3,6-dichloro-4-methylpyridazine 
• 342402-51-1 5-methyl-3-oxo-2,3-dihydro-pyridazine-4-carboxylic acid 
• 54709-94-3 5-methylpyridazin-3(2H)-one 
• 5754-18-7 4-methyl-1,2-dihydropyridazine-3,6-dione 

Downstream Products

• 73477-02-8 (E)-4-<2-(4-methoxyphenyl)ethenyl>pyridazine 
• 185848-13-9 1-(4-methoxyphenyl)-2-(4-pyridazinyl)ethanol 
• 54248-68-9 4-ethylpyridazine 
• 21004-77-3 5-methylpyridazine 1-oxide 
• 21004-76-2 4-methylpyridazine 1-oxide 
• 19194-89-9 4-methylpyridazine-N,N-dioxide 
• 50901-42-3 pyridazine-4-carbaldehyde 
• 1105714-25-7 6-(4-benzylpiperazin-1-yl)-2-(4-fluorophenyl)-3-pyridazin-4-yl-imidazo[1,2-b]pyridazine 
• 1105714-24-6 6-(4-cyclopropylpiperazin-1-yl)-2-(4-fluorophenyl)-3-pyridazin-4-yl-imidazo[1,2-b]pyridazine 
• 1105714-07-5 2-(4-fluorophenyl)-6-piperazin-1-yl-3-pyridazin-4-yl-imidazo[1,2-b]pyridazine 
• 1105714-50-8 2-bromo-1-(4-fluorophenyl)-2-pyridazin-4-ylethanone 
• 125375-25-9 1-(4-pyridazinyl)-2-propanone 
• 1370252-53-1 4-(5-cyano-4-methyl-pyrrolo[1,2-b]pyridazine-7-yl)benzoic acid methyl ester 
• 1105714-49-5 1-(4-fluorophenyl)-2-pyridazin-4-ylethanone 

Relevant articles and documents

METHOD FOR RAPIDLY METHYLATING HETEROAROMATIC ARENE AND METHOD FOR PRODUCING TRACER FOR USE IN PET

Provided is a method whereby a heteroaromatic ring aryl can be very rapidly methylated at a high yield. In an N-alkyl-2-pyrrolidinone, a heteroaromatic ring aryltrialkylstannan is cross-coupled with methyl iodide in the presence of a palladium complex, a phosphine ligand, a cuprous halide, a carbonic acid salt and/or an alkali metal fluoride to thereby rapidly methylate the heteroaromatic ring aryl. (Formula shows a case wherein the heteroaromatic ring aryl is a pyridyl group.)

SYNTHESES AND REACTIONS OF PYRIDAZINE DERIVATIVES XX STUDIES ON THE RADICAL METHYLATION OF THE 1,2-DIAZINE SYSTEM

Protonated pyridazines (1,2,3) on reaction with methyl radical (generated by oxidative decarboxylation of acetic acid or by redox reaction of t-BuOOH/FeSO4*7H2O) are shown mainly to be attacked at positions β to the nitrogen atoms.However, formation of compounds 2, 4, 5, 6, 8, 9 and 10 indicates lower degree of regioselectivity compared with homolytic benzylation or acylation of the 1,2-diazine system.Synthesis of ethyl 5-styryl-4-pyridazinecarboxylates(13,14) was achieved by homolytic methylation of ethyl 4-pyridazinecarboxylate(11) followed by condensation with aromatic carbaldehydes.