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Merck

393207

Sigma-Aldrich

Diethyl 3,4-pyrroledicarboxylate

98%

Sinónimos:

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

Fórmula empírica (notación de Hill):
C10H13NO4
Número de CAS:
Peso molecular:
211.21
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22

assay

98%

mp

147-149 °C (dec.) (lit.)

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.

pictograms

Exclamation mark

signalword

Warning

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

target_organs

Respiratory system

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves


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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)
Manabu Taneike et al.
PloS one, 11(3), e0152628-e0152628 (2016-03-31)
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Pyrrole Chemistry. XV. The Chemistry of Some 3, 4-Disubstituted Pyrroles.
Groves JK, et al.
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