36929-60-9

Basic information

• Product Name: 1-METHYL-1H-PYRROLE-3-CARBALDEHYDE
• Synonyms: 1-METHYL-1H-PYRROLE-3-CARBALDEHYDE;1-methyl-1H-pyrrole-3-carboxaldehyde
• CAS NO: 36929-60-9
• Molecular Formula: C₆H₇NO
• Molecular Weight: 109.13
• Mol File: 36929-60-9.mol
• Article Data: 4

Chemical Properties

• Appearance: /
• Storage Temp.: Inert atmosphere,Room Temperature
• CAS DataBase Reference: 1-METHYL-1H-PYRROLE-3-CARBALDEHYDE(CAS DataBase Reference)
• NIST Chemistry Reference: 1-METHYL-1H-PYRROLE-3-CARBALDEHYDE(36929-60-9)
• EPA Substance Registry System: 1-METHYL-1H-PYRROLE-3-CARBALDEHYDE(36929-60-9)

Safety Data

• Hazardous Substances Data: 36929-60-9(Hazardous Substances Data)

Usage

General Description

1-Methyl-1H-pyrrole-3-carbaldehyde, also known as 1-pyrroline-3-carbaldehyde, is a chemical compound with the molecular formula C6H7NO. It is a colorless to pale yellow liquid with a distinctive odor. 1-METHYL-1H-PYRROLE-3-CARBALDEHYDE is commonly used as a fragrance ingredient in the production of perfumes and colognes. It is also utilized in the synthesis of pharmaceuticals and as a flavoring agent in the food industry. Additionally, 1-methyl-1H-pyrrole-3-carbaldehyde is used in the manufacturing of dyes and as an intermediate in various chemical reactions. It is important to handle this chemical with care as it is flammable and can cause irritation to the skin, eyes, and respiratory system.

Upstream product

• 96-54-8 N-Methylpyrrole 
• 93-61-8 N-methyl-N-phenylformamide 
• 54262-97-4 2,2,6,6-tetramethylpiperidine-1-carboxaldehyde 
• 52008-97-6 N-isopropyl-N-phenylformamide 
• 607-00-1 diphenylformamide 
• 2700-30-3 N,N-diisorpopylformamide 
• 4497-57-8 2,2,4-trimethyl-3,4-dihydroquinoline-1(2H)-carbaldehyde 
• 68-12-2 N,N-dimethyl-formamide 
• 3724-43-4 Vilsmeier reagent 

Downstream Products

• 1124239-65-1 C₂₈H₂₉N₅ 
• 1067249-58-4 2-(2,2-dibromovinyl)-N-[(1-methyl-1H-pyrrol-3-yl)methyl]aniline 
• 36929-61-0 1-methyl-pyrrole-3-carboxylic acid 
• 143817-20-3 [4-(3,3-Diphenyl-propionyl)-piperazin-1-yl]-(1-methyl-1H-pyrrol-3-yl)-acetonitrile 
• 1244386-82-0 2-bromo-N-[(1-methyl-1H-pyrrol-3-yl) methylene]aniline 

Relevant articles and documents

Photo-on-Demand Synthesis of Vilsmeier Reagents with Chloroform and Their Applications to One-Pot Organic Syntheses

The Vilsmeier reagent (VR), first reported a century ago, is a versatile reagent in a variety of organic reactions. It is used extensively in formylation reactions. However, the synthesis of VR generally requires highly toxic and corrosive reagents such as POCl3, SOCl2, or COCl2. In this study, we found that VR is readily obtained from a CHCl3 solution containing N,N-dimethylformamide or N,N-dimethylacetamide upon photo-irradiation under O2 bubbling. The corresponding Vilsmeier reagents were obtained in high yields with the generation of gaseous HCl and CO2 as byproducts to allow their isolations as crystalline solid products amenable to analysis by X-ray crystallography. With the advantage of using CHCl3, which bifunctionally serves as a reactant and a solvent, this photo-on-demand VR synthesis is available for one-pot syntheses of aldehydes, acid chlorides, formates, ketones, esters, and amides.

REDUCTIONS OF 3-(N-ARYLAMINOMETHYLENE)SUCCINIMIDES

The reduction Z-N-methylanilinomethylene-N'-phenylsuccinimide is reported and, depending on the conditions, a variety of products may be formed in reasonable yield.For example, the regioselectivity of the NaBH4/EtOH reduction is different from that predicted in the literature, and LAH reduction under mild conditions gives N-phenylpyrrole-3-carboxaldehyde.