393207
Diethyl 3,4-pyrroledicarboxylate
98%
Synonym(s):
3,4-Bis(ethoxycarbonyl)pyrrole, 3,4-Diethyl 1H-pyrrole-3,4-dicarboxylate, Diethyl 1H-pyrrole-3,4-dicarboxylate, Diethyl pyrrole-3,4-dicarboxylate
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About This Item
Empirical Formula (Hill Notation):
C10H13NO4
CAS Number:
Molecular Weight:
211.21
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22
Recommended Products
Quality Level
Assay
98%
mp
147-149 °C (dec.) (lit.)
functional group
ester
SMILES string
CCOC(=O)c1c[nH]cc1C(=O)OCC
InChI
1S/C10H13NO4/c1-3-14-9(12)7-5-11-6-8(7)10(13)15-4-2/h5-6,11H,3-4H2,1-2H3
InChI key
QKXBVVVYILIRDO-UHFFFAOYSA-N
General description
Diethyl 3,4-pyrroledicarboxylate (Diethyl 1H-pyrrole-3,4-dicarboxylate) is a 3,4-pyrrole dicarboxylic diester. It has been prepared by the hydrolysis of diethyl 1-benzoyl-3,4-pyrroledicarboxylate and confirmed by IR, NMR and mass spectra.
Application
Diethyl 3,4-pyrroledicarboxylate may be used in the synthesis of trisubstituted pyrroles like diethyl 1-hydroxymethyl-3,4-pyrroledicarboxylate and diethyl 1-benzoyloxyrmethyl-3,4-pyrroledicarboxylate. It is also used to prepare pyrrole copolymer soft actuators with reduced electrochemical creep and actuating strain.
Signal Word
Warning
Hazard Statements
Precautionary Statements
Hazard Classifications
Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3
Target Organs
Respiratory system
Storage Class Code
11 - Combustible Solids
WGK
WGK 3
Flash Point(F)
Not applicable
Flash Point(C)
Not applicable
Personal Protective Equipment
dust mask type N95 (US), Eyeshields, Gloves
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Helena K Kim et al.
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Chronic N-methyl-d-aspartate (NMDA) administration to rats may be a model to investigate excitotoxicity mediated by glutamatergic hyperactivity, and lithium has been reported to be neuroprotective. We hypothesized that glutamatergic hyperactivity in chronic NMDA injected rats would cause mitochondrial dysfunction and
Pyrrole Chemistry. XV. The Chemistry of Some 3, 4-Disubstituted Pyrroles.
Groves JK, et al.
Canadian Journal of Chemistry, 51(7), 1089-1098 (1973)
Manabu Taneike et al.
PloS one, 11(3), e0152628-e0152628 (2016-03-31)
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Characterization of Pyrrole Copolymer Soft Actuators Prepared by Electrochemical Polymerization Pyrrole and Diethyl 3, 4-pyrroledicarboxylate.
Ogihara S, et al.
Mol. Cryst. Liq. Cryst., 566(1), 158-164 (2012)
Peter V Usatyuk et al.
The Journal of biological chemistry, 281(46), 35554-35566 (2006-09-20)
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