69687-80-5

Basic information

• Product Name: METHYL 2,5-DIMETHYLPYRROLE-3-CARBOXYLATE
• Synonyms: METHYL 2,5-DIMETHYL-1H-PYRROLE-3-CARBOXYLATE;METHYL 2,5-DIMETHYLPYRROLE-3-CARBOXYLATE;2,5-DIMETHYLPYRROLE-3-CARBOXYLIC ACID METHYL ESTER;Methyl 2,5-dimethyl-1H-pyrrole-3-carboxylate, 95+%;1H-Pyrrole-3-carboxylicacid,2,5-dimethyl-,methylester(9CI);2,5-Dimethyl-1H-pyrrole-3-carboxylic acid methyl ester;2,5-Dimethyl-3-(methoxycarbonyl)-1H-pyrrole;Methyl 2,5-Dimethyl-1H-Pyrrole-3-Carboxylate(WXC04289)
• CAS NO: 69687-80-5
• Molecular Formula: C₈H₁₁NO₂
• Molecular Weight: 153.18
• Product Categories: CARBOXYLICESTER;Pyrrolidine series
• Mol File: 69687-80-5.mol
• Article Data: 4

Chemical Properties

• Melting Point: 115 °C
• Boiling Point: 294℃
• Flash Point: 132℃
• Appearance: /
• Density: 1.108
• Vapor Pressure: 0.00163mmHg at 25°C
• Refractive Index: 1.521
• Storage Temp.: Keep in dark place,Sealed in dry,Room Temperature
• PKA: 16.87±0.50(Predicted)
• CAS DataBase Reference: METHYL 2,5-DIMETHYLPYRROLE-3-CARBOXYLATE(CAS DataBase Reference)
• NIST Chemistry Reference: METHYL 2,5-DIMETHYLPYRROLE-3-CARBOXYLATE(69687-80-5)
• EPA Substance Registry System: METHYL 2,5-DIMETHYLPYRROLE-3-CARBOXYLATE(69687-80-5)

Safety Data

• Hazard Codes: Xi:Irritant
• Statements: 36/37/38
• Safety Statements: 26-37
• Hazardous Substances Data: 69687-80-5(Hazardous Substances Data)

Usage

General Description

Methyl 2,5-dimethylpyrrole-3-carboxylate is a chemical compound with the molecular formula C9H13NO2. It belongs to the class of organic compounds known as pyrroles, which contain a five-membered aromatic ring with one nitrogen atom. This specific compound also contains a carboxylic ester group, which is a carbon atom double bonded to an oxygen atom and single bonded to an oxygen atom in a hydroxyl group, thus forming a carbonyl and an ester group on the same carbon atom. Methyl 2,5-dimethylpyrrole-3-carboxylate is a versatile precursor, which is used in the chemical synthesis of various pharmaceuticals and other organic compounds.

InChI:InChI=1/C8H11NO2/c1-5-4-7(6(2)9-5)8(10)11-3/h4,9H,1-3H3

Upstream product

• 186581-53-3 diazomethane 
• 57338-76-8 2,5-dimethyl-1H-pyrrole-3-carboxylic acid 
• 105-45-3 acetoacetic acid methyl ester 
• 78-95-5 chloroacetone 
• 67271-63-0 4-cyano-2,5-dimethyl-pyrrole-3-carboxylic acid ethyl ester 
• 1286715-92-1 C₈H₁₃NO₃ 
• 34034-36-1 2-methyl-5-formylpyrrole-3-carboxylic acid methyl ester 

Downstream Products

• 175205-91-1 4-formyl-2,5-dimethyl-pyrrole-3-carboxylic acid methyl ester 
• 120935-94-6 methyl 4-bromo-2,5-dimethyl-1H-pyrrole-3-carboxylate 
• 1320232-56-1 methyl 1-benzyl-2,5-dimethyl-4-phenyl-1H-pyrrole-3-carboxylate 
• 562072-83-7 4-(4-cyanophenyl)-2,5-dimethyl-1H-pyrrole-3-carbonitrile 
• 1354900-61-0 1-benzyl-4-(4-cyanophenyl)-2,5-dimethyl-1H-pyrrole-3-carbonitrile 
• 894075-10-6 ethyl 2-chloro-5-{[3-cyano-4-(4-cyanophenyl)-2,5-dimethyl-1H-pyrrol-1-yl]methyl}pyridine-3-carboxylate 
• 894073-97-3 1-{[6-chloro-5-(hydroxymethyl)pyridin-3-yl]methyl}-4-(4-cyanophenyl)-2,5-dimethyl-1H-pyrrole-3-carbonitrile 
• 1354900-62-1 1-{[5-(hydroxymethyl)pyridin-3-yl]methyl}-4-(4-cyanophenyl)-2,5-dimethyl-1H-pyrrole-3-carbonitrile 

Relevant articles and documents

Synthesis and pyrolysis of two novel pyrrole ester flavor precursors

In order to develop the high-temperature-released pyrrole aroma, two novel flavors precursors of methyl 2-methyl-5-(((2-methylbutanoyl)oxy)methyl)-1-propyl-1H-pyrrole-3-carboxylate and methyl 2-methyl-5-(((2-methylbutanoyl)oxy)methyl)-1-propyl-1H-pyrrole-3-carboxylate were synthesized using glucosamine hydrochloride and methyl acetoacetate as raw materials through cyclization, oxidation, alkylation, reduction, and esterification. The target compounds were characterized by nuclear magnetic resonance (1H NMR, 13C NMR), infrared spectroscopy (IR) and high-resolution mass spectrometry (HRMS). Thermogravimetry (TG), differential scanning calorimeter (DSC) and the pyrolysis-gas chromatography/mass spectrometry (Py-GC/MS) methods were used to analyze the heating-stability of the target compounds, and the pyrolysis mechanism was inferred. Py-GC/MS results indicated that some fragrance compounds were formed during?thermal degradation such as 2-methylbutyric acid, 2-methylbutyrate, alkylpyrroles, and benzoic acid, which were important aroma components or flavor additives. This provided a theoretical reference for the application of pyrrole ester in cigarette and heat-processed food flavoring.

Catalytic asymmetric hydrogenation of 2,3,5-trisubstituted pyrroles

Catalytic asymmetric hydrogenation of N-Boc-protected pyrroles proceeded with high enantioselectivity by using a ruthenium catalyst modified with a trans-chelating chiral bisphosphine PhTRAP. The ruthenium catalyst prepared from Ru(η3-methallyl