823-37-0

Basic information

• Product Name: 1-methyl-2-nitro-pyrrole
• Synonyms: 1-methyl-2-nitro-pyrrole
• CAS NO: 823-37-0
• Molecular Formula: C₅H₆N₂O₂
• Molecular Weight: 126.11
• Mol File: 823-37-0.mol
• Article Data: 5

Chemical Properties

• Boiling Point: 219.1°C at 760 mmHg
• Flash Point: 86.3°C
• Appearance: /
• Density: 1.26g/cm³
• Vapor Pressure: 0.18mmHg at 25°C
• Refractive Index: 1.565
• CAS DataBase Reference: 1-methyl-2-nitro-pyrrole(CAS DataBase Reference)
• NIST Chemistry Reference: 1-methyl-2-nitro-pyrrole(823-37-0)
• EPA Substance Registry System: 1-methyl-2-nitro-pyrrole(823-37-0)

Safety Data

• Hazardous Substances Data: 823-37-0(Hazardous Substances Data)

Usage

General Description

1-methyl-2-nitro-pyrrole is a chemical compound with the molecular formula C5H6N2O2. It is a pale yellow solid with the functional groups of a nitro group and a pyrrole ring. 1-methyl-2-nitro-pyrrole is commonly used as a building block for the synthesis of various pharmaceuticals and agrochemicals. It is also used in the production of dyes and pigments. The nitro group in 1-methyl-2-nitro-pyrrole makes it a versatile intermediate in organic synthesis, allowing for a wide range of chemical reactions to take place. However, it is important to handle this compound with caution as it may be toxic and harmful if ingested or inhaled.

InChI:InChI=1/C5H6N2O2/c1-6-4-2-3-5(6)7(8)9/h2-4H,1H3

Upstream product

• 96-54-8 N-Methylpyrrole 
• 31785-72-5 1-methyl-2-pyrrolyllithium 
• 7697-37-2 nitric acid 
• 108-24-7 acetic anhydride 
• 5919-26-6 2-nitro-1H-pyrrole 
• 77-78-1 dimethyl sulfate 

Downstream Products

• 116625-46-8 N-(1-methyl-1H-pyrrol-2-yl)phthalimide 
• 453590-50-6 1'-methyl-1,2'-bipyrrole 
• 128080-60-4 (1-methyl-2-nitro-5-pyrryl)methyl phenyl sulfone 
• 93418-97-4 1-Methyl-2-nitro-3-phenylsulfonylmethylpyrrole 

Relevant articles and documents

ALKYLATION ORIENTATION RULES IN CONJUGATE ADDITION OF GRIGNARD REAGENTS TO NITROPYRROLE AND NITROTHIOPHENE SYSTEMS

Conjugate addition of various Grignard reagents to 1-alkyl-2-nitropyrroles and to 2-nitrothiophene has been investigated. 1-Alkyl-2-nitropyrroles undergo alkylation at 3 and 5 positions with prevalence of the latter isomer.On the contrary, in the 2-nitrothiophene system, formation of the 3-isomer prevails.In both systems, a bulkier Grignard reagent favours the 5-isomer formation.This trend can be reversed increasing steric hindrance exerted by the 1-substituent of 2-nitropyrrole. 1-(Tri-isopropylsilyl)-3-nitropyrrole and 3-nitrothiophene give exclusively the 2-isomer.This reaction allows 2-alkyl-3-nitrothiophenes and pyrroles to be synthesized with a one-pot procedure instead of the classical multi stage reaction.

Nucleophilic Aromatic Substitution in the Pyrrole Ring: Leaving Group Effect

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PREPARATIVE ASPECTS OF THE NITRATION OF 1-METHYLPYRROLE DERIVATIVES. 13C NMR OF SOME NITROPYRROLES.

The nitration of 1-methylpyrrole and 1,2-dimethylpyrrole was studied and the products were characterized. It was found that the nitration of ethyl 1-methylpyrrole-2-carboxylate depends on the reaction conditions. **1**3C parameters have been determined for several 1-methyl substituted pyrrole- and nitropyrrole derivatives and the relationship between the observed and predicted **1**3C shifts for aromatic carbons is briefly discussed. It has been found that the determination of the direct **1**3C-**1H coupling constants in the pyrrole ring constitutes a useful tool for distinguishing alpha - and beta -positions.