111400-67-0

Basic information

• Product Name: 2H-Pyrrole-2-carboxylicacid,2,3,5-trimethyl-,ethylester(9CI)
• Synonyms: 2H-Pyrrole-2-carboxylicacid,2,3,5-trimethyl-,ethylester(9CI)
• CAS NO: 111400-67-0
• Molecular Formula: C10H15NO2
• Molecular Weight: 181.23
• Product Categories: PYRROLE
• Mol File: 111400-67-0.mol
• Article Data: 2

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 2H-Pyrrole-2-carboxylicacid,2,3,5-trimethyl-,ethylester(9CI)(CAS DataBase Reference)
• NIST Chemistry Reference: 2H-Pyrrole-2-carboxylicacid,2,3,5-trimethyl-,ethylester(9CI)(111400-67-0)
• EPA Substance Registry System: 2H-Pyrrole-2-carboxylicacid,2,3,5-trimethyl-,ethylester(9CI)(111400-67-0)

Safety Data

• Hazardous Substances Data: 111400-67-0(Hazardous Substances Data)

Upstream product

• 111400-64-7 3,5-Dimethyl-2-methylene-3,4-dihydro-2H-pyrrole-3-carboxylic acid ethyl ester 
• 111400-59-0 2,3,5-Trimethyl-3H-pyrrole-3-carboxylic acid ethyl ester 
• 111400-63-6 2,3-Dimethyl-5-methylene-4,5-dihydro-3H-pyrrole-3-carboxylic acid ethyl ester 
• 111400-47-6 2-acetyl-2-methyl-4-oxo-pentanoic acid ethyl ester 

Downstream Products

• 2199-54-4 2,4,5-trimethyl-3-ethoxycarbonylpyrrole 
• 111400-70-5 2,3,5-Trimethyl-pyrrole-1-carboxylic acid ethyl ester 

Relevant articles and documents

THE SYNTHESIS AND CHEMISTRY OF AZOLENINES. PART 18. PREPARATION OF 3-ETHOXYCARBONYL-3H-PYRROLES VIA THE PAAL-KNORR REACTION, AND SIGMATROPIC REARRANGEMENTS INVOLVING COMPETITIVE ESTER MIGRATIONS TO C-2, C-4 AND N.

3H-Pyrrole-3-carboxylic esters (4) have been prepared, in some cases together with isomers (5) and (6) having exocyclic double bonds, by cyclization of suitably substituted 2-ethoxycarbonyl-1,4-diketones (1) with liquid ammonia, followed by dehydration of the isolable 2-hydroxy-3,4-dihydro-2H-pyrrole intermediates (2) and (3) with aluminia in boiling solvents.Prolonged heating in toluene or p-xylene converts the 3H-pyrroles (4) quantitatively into isomeric 4-esters (11) and N-esters (13) of 1H-pyrroles via competitive sigmatropic rearrangements.Isolable intermediate 2H-pyrrole-2-carboxylic esters (12) are converted similarly into the same products, under the same conditions.Detection of 3H-pyrroles (4) as intermediates in the latter reaction demonstrates for the first time the reversibility of the thermal 2H-pyrrole to 3H-pyrrole interconversion.