616-43-3

Basic information

• Product Name: 3-METHYLPYRROLE
• Synonyms: 1H-Pyrrole, 3-methyl-;Pyrrole, 3-methyl-;3-METHYLPYRROLE;3-METHYL-1H-PYRROLE;3-METHYLPYRROLE 98+%
• CAS NO: 616-43-3
• Molecular Formula: C₅H₇N
• Molecular Weight: 81.12
• EINECS: 210-482-6
• Product Categories: Benzenes;Building Blocks;Heterocyclic Building Blocks;Pyrroles;Building Blocks;Chemical Synthesis;Heterocyclic Building Blocks
• Mol File: 616-43-3.mol
• Article Data: 6

Chemical Properties

• Melting Point: -48.4°C
• Boiling Point: 144 °C
• Flash Point: -48℃
• Appearance: yellow/
• Density: 0,93 g/cm3
• Vapor Pressure: 5.6mmHg at 25°C
• Refractive Index: 1.4970 to 1.5000
• Storage Temp.: −20°C
• PKA: 17.30±0.50(Predicted)
• CAS DataBase Reference: 3-METHYLPYRROLE(CAS DataBase Reference)
• NIST Chemistry Reference: 3-METHYLPYRROLE(616-43-3)
• EPA Substance Registry System: 3-METHYLPYRROLE(616-43-3)

Safety Data

• Hazard Codes: Xi
• Statements: 11-36/37/38
• Safety Statements: 16-26-36/37/39-36
• RIDADR: 1993
• WGK Germany: 3
• HazardClass: 3
• PackingGroup: Ⅲ
• Hazardous Substances Data: 616-43-3(Hazardous Substances Data)

Usage

General Description

3-Methylpyrrole is an organic chemical compound with the molecular formula C5H7N. It is a heterocyclic aromatic compound and belongs to the class of pyrroles, distinguished by its 5-member ring structure composed of carbon and nitrogen atoms. This clear to yellow liquid has a powerful, musty mushroom-like odor. It is also known by alternative IUPAC names such as 1-Methylpyrrole and Pyrrole, 1-Methyl-. It is used in producing pharmaceuticals and various organic compounds. However, exposure to 3-methylpyrrole might cause serious health hazards; it can cause burns and eye damage, it's toxic if inhaled, and harmful if swallowed. Therefore, careful handling is necessary when dealing with this chemical.

InChI:InChI=1/C5H7N/c1-5-3-2-4-6-5/h2-4,6H,1H3

Upstream product

• 96-54-8 N-Methylpyrrole 
• 110-86-1 pyridine 
• 7126-57-0 ethyl 4-formylpyrrole-2-carboxylate 
• 67-56-1 methanol 
• 109-97-7 pyrrole 
• 74-88-4 methyl iodide 
• 77-78-1 dimethyl sulfate 
• 52866-26-9 ((E)-Buta-1,3-dienyl)-diethyl-amine 
• 927-63-9 (E)-3-(dimethylamino)acrolein 
• 41282-40-0 but-2-ynylamine 
• 201230-82-2 carbon monoxide 
• 64710-12-9 dimethylfluoronium ion 
• 593-53-3 Methyl fluoride 
• 5431-96-9 <3,3',5,5'-tetrakis(ethoxycarbonyl)-4,4'-dimethyl-2,2'-dipyrryl>methane 

Downstream Products

• 24014-19-5 4-methyl-1H-pyrrole-2-carbaldehyde 
• 90935-68-5 all-trans-11,14-imino-retinal 
• 310436-79-4 1-amino-2-aminocarbonyl-3-methylpyrrole 
• 529508-54-1 5-methylpyrrolo[2,1-f][1,2,4]triazin-4(3H)-one 
• 310430-81-0 6-methylpyrrolo[2,1-f][1,2,4]triazin-4(3H)-one 
• 6064-85-3 danaidone 
• 177263-29-5 1-(2-cyanoethyl)-3-methyl pyrrole 
• 795274-75-8 2-(4'-tert-butylphenyl)-4-methyl-1H-pyrrole 
• 310430-89-8 1-amino-3-methyl-1H-pyrrole-2-carbonitrile 
• 310430-79-6 1-amino-4-methyl-1H-pyrrole-2-carboxamide 
• 443755-01-9 2,5-bis(5-benzyloxycarbonyl-3-ethyl-4-methyl-2-pyrrolylmethyl)-3-methylpyrrole 
• 15657-58-6 2-methyl-1,4-butanediamine 
• 79205-15-5 2-(2',6'-dimethoxybenzoyl)-4-methylpyrrole 

Relevant articles and documents

Experimental and theoretical study of the isomerisation of N-methylpyrrole

The isomerisation of N-methylpyrrole to 2-methylpyrrole has been investigated experimentally by means of a single pulse shock tube over the temperature range 1000 to 1350 K and theoretically by ab initio calculations.Between 1000 and 1100 K the isomerization is found to occur via an intramolecular methyl shift.The experimental rate constant for this rearrangement was found to be kiso = 1E12.8(+/-0.4) exp-1/RT> s-1.Ab initio calculations gave Arrhenius parameters for the methyl shift in good agreement with the experimental values.Methyl shifting produces the intermediate 2-methyl-2H-pyrrole which undergoes a hydrogen shift of low activation energy to form the product of isomerisation, 2-methylpyrrole.Above about 1240 K there is a competing free-radical process which produces methane, pyrrole and traces of higher molecular weight products.

Rhodium-Catalysed Reactions of Propargylamines with CO/H2. Formation of Pyrroles and Butenolides

Rhodium-catalysed reactions of (arylpropargyl)amines with CO/H2 give β-arylpyrroles in good yields.Reactions of (alkylpropargyl)amines gave alkylpyrroles together with butenolides which are formed in an unusual reaction that probably involves double carbonylation, reduction of one carbonyl function and removal of the amine function by hydrogenolysis.The single-crystal X-ray structure of 5-methyl-N,3-diphenylpyrrole-2-carboxamide is recorded.

Thermolysis of Polyazapentadienes. Part 9. Gas Phase Thermolysis of Some Dienamines, Enaminones, and Enaminothiones

Thermolysis of the title compounds gives low yields of pyrroles by hydrogen-transfer-cyclisation-aromatisation sequence.The results are best explained by a dipolar mechanism for the hydrogen-transfer step: competitive aromatisation routes account for the range of substituted pyrroles which were obtained.