Diethyl 3,4-pyrroledicarboxylate

HCID 688199

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Basic information

CAS: 41969-71-5
Standard SMILES: CCOC(=O)c1c[nH]cc1C(=O)OCC
InChIKey: QKXBVVVYILIRDO-UHFFFAOYSA-N
Molecular formula: C10H13NO4
Average molar mass: 211.21 g/mol
Monoisotopic mass: 211.0844579

Names & identifiers

Preferred name: Diethyl 3,4-pyrroledicarboxylate
IUPAC: diethyl 1H-pyrrole-3,4-dicarboxylate
English name: Diethyl 3,4-pyrroledicarboxylate
Molecular formula: C10H13NO4
Molecular weight: 211.21

Names & synonyms

41969-71-5Diethyl 3,4-pyrroledicarboxylateDTXSID90350829RefChem:587135DTXCID90301896628-329-0diethyl 1H-pyrrole-3,4-dicarboxylate3,4-diethyl 1H-pyrrole-3,4-dicarboxylateMFCD001920331H-pyrrole-3,4-dicarboxylic acid diethyl esterDiethyl pyrrole-3,4-dicarboxylateSCHEMBL4045529

Show more names

Diethyl 3,4-pyrroledicarboxylate 98%1H-Pyrrole-3,4-dicarboxylic acid, 3,4-diethyl ester

AS-39139CS-0308073EN300-106855DOWANOL(TM)PNBDiethyl-3,4-pyrroledicarboxyDiethyl-3,4-pyrroledicarboxylateRBA96971AKOS015898337

Database identifiers

CAS: 41969-71-5
PubChem CID: 688199
DTXSID: DTXSID90350829
EC Number: 628-329-0
Nikkaji: J1.633.473A

Properties

Computed structural properties

XLogP: 1.1
Topological polar surface area: 68.4 Å²
Hydrogen bond donors: 1
Hydrogen bond acceptors: 4
Rotatable bonds: 6
Heavy atoms: 15
Formal charge: 0
Complexity: 218

Experimental & physicochemical properties

SpringerMaterials PropertiesChemical shift

Physicochemical properties

Melting point: 147 · 147-149 °C (dec.) (lit.)
Boiling point: 373.5 · 373.5±22.0 °C(Predicted)
Density: 1.196 · 1.196±0.06 g/cm3(Predicted)
storage temp.: 2 · Storage temp. 2-8°C
pka: 13.83 · 13.83±0.50(Predicted)
Appearance: Light brown to brown Solid
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
InChIKey: QKXBVVVYILIRDO-UHFFFAOYSA-N
SMILES: CCOC(=O)c1c[nH]cc1C(=O)OCC
UNSPSC Code: 12352100 · 12352100
NACRES: 22 · NA.22
Symbol(GHS): 7 · GHS07
Signal word: Warning
Hazard statements: 315 · H315-H319-H335
Precautionary statements: 261 · P261-P264-P271-P280-P302+P352-P305+P351+P338
target organs: Respiratory system
PPE: 95 · dust mask type N95 (US), Eyeshields, Gloves
Hazard Codes: Xi
Risk Statements: 36 · 36/37/38
Safety Statements: 26 · 26-36
WGK Germany: 3 · 3
Storage Class: 11 · 11 - Combustible Solids
Hazard Classifications: 2 Skin · Eye Irrit. 2Skin Irrit. 2STOT SE 3

Safety & regulation

GHS classification

GHS Classification · 4 items

Warning

H315 (100%): Causes skin irritation [Warning Skin corrosion/irritation]

P261, P264, P264+P265, P271, P280, P302+P352, P304+P340, P305+P351+P338, P319, P321, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 39 reports by companies from 2 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Hazard information

Hazard Classes and CategoriesSkin Irrit. 2 (100%)

Safety data

PPE: dust mask type N95 (US), Eyeshields, Gloves
wgk: 3
risk_code: 36/37/38
Signal word: Warning
Symbol(GHS): GHS07
hazard_code: Xi
safety_code: 26-36
Storage Class: 11 - Combustible Solids
target organs: Respiratory system
Hazard statements: H315-H319-H335
Hazard Classifications: Eye Irrit. 2Skin Irrit. 2STOT SE 3
Precautionary statements: P261-P264-P271-P280-P302+P352-P305+P351+P338

Chemistry & industry

Applications · 2 items

UsesDiethyl 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.

General DescriptionDiethyl 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.