169616-13-1

Basic information

• Product Name: 3-4-ETHYLENEDIOXYPYRROLE-2,5-DICARBOXYL&
• Synonyms: 2,3-Dihydro-6H-[1,4]dioxino[2,3-c]pyrrole-5,7-dicarboxylicacid; 3,4-Ethylenedioxypyrrole-2,5-dicarboxylic acid
• CAS NO: 169616-13-1
• Molecular Formula: C8H7NO6
• Molecular Weight: 213.144
• Product Categories: Conducting Polymers and Monomers;Heterocyclic Building Blocks;Organic Conductors and Photovoltaics: OFET and OPV Materials;Polypyrroles and Pyrrole MonomersBuilding Blocks;Pyrroles
• Mol File: 169616-13-1.mol
• Article Data: 1

Chemical Properties

• Melting Point: 137-154 °C(lit.)
• Boiling Point: 545.5°C at 760 mmHg
• Flash Point: 283.7°C
• Appearance: /
• Density: 1.75g/cm³
• Vapor Pressure: 9.89E-13mmHg at 25°C
• Refractive Index: 1.667
• CAS DataBase Reference: 3-4-ETHYLENEDIOXYPYRROLE-2,5-DICARBOXYL&(CAS DataBase Reference)
• NIST Chemistry Reference: 3-4-ETHYLENEDIOXYPYRROLE-2,5-DICARBOXYL&(169616-13-1)
• EPA Substance Registry System: 3-4-ETHYLENEDIOXYPYRROLE-2,5-DICARBOXYL&(169616-13-1)

Safety Data

• Hazardous Substances Data: 169616-13-1(Hazardous Substances Data)

Usage

InChI:InChI=1/C8H7NO6/c10-7(11)3-5-6(15-2-1-14-5)4(9-3)8(12)13/h9H,1-2H2,(H,10,11)(H,12,13)

Upstream product

• 169616-08-4 dimethyl 1-benzyl-3,4-ethylenedioxypyrrole-2,5-dicarboxylate 
• 169616-12-0 dimethyl 3,4-ethylenedioxypyrrole-2,5-dicarboxylate 
• 148528-45-4 dimethyl-1-benzyl-3,4-dihydroxypyrrole-2,5-dicarboxylate 
• 1632-19-5 dimethyl 3,4-dihydroxy-1H-pyrrole-2,5-dicarboxylate 

Downstream Products

• 169616-17-5 3,4-ethylenedioxypyrrole 

Relevant articles and documents

3,4-Dialkoxypyrroles and 2,3,7,8,12,13,17,18-octaalkoxyporphyrins

A five-step general synthesis of 3,4-dialkoxypyrroles 7c-f is described starting with the condensation of dimethyl N-benzyliminodiacetate (1 b) and diethyl oxalate to give dimethyl 1-benzyl-3,4-dihydroxypyrrole-2,5-dicarboxylate (2b), which is bis-O-alkylated to the corresponding 3,4-diethers 3c-g. Pyrrole N-benzyl cleavage followed by ester hydrolysis and decarboxylation leads to 7c-f in 10-50% overall yield. Pyrroles 7c-f react with formaldehyde or benzaldehydes to give meso-H- (8a-d) or meso-tetraaryloctaalkoxyporphyrins 9a-g in moderate yields.