Pyrrole-2-carboxylic acid

Pyrrole-2-carboxylic acid
Names
	Other names 2-Mialine, 2-Minaline, Minalin, Minaline
Identifiers
CAS Number	634-97-9 ;
3D model (JSmol)	Interactive image;
Beilstein Reference	80825
ChEBI	CHEBI:36751;
ChEMBL	ChEMBL509027;
ChemSpider	11963;
DrugBank	DB02543;
EC Number	211-221-9;
Gmelin Reference	101562
KEGG	C05942;
PubChem CID	12473;
	InChI InChI=1S/C5H5NO2/c7-5(8)4-2-1-3-6-4/h1-3,6H,(H,7,8) Key: WRHZVMBBRYBTKZ-UHFFFAOYSA-N;
	SMILES C1=CNC(=C1)C(=O)O;
Properties
Chemical formula	C5H5NO2
Molar mass	111.100 g·mol−1
Appearance	white solid
Melting point	206 °C (403 °F; 479 K)
Hazards
GHS pictograms
GHS Signal word	Warning
GHS hazard statements	H315, H319, H335
GHS precautionary statements	P261, P264, P271, P280, P302+352, P304+340, P305+351+338, P312, P321, P332+313, P337+313, P362, P403+233, P405, P501
	Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
	Infobox references

Pyrrole-2-carboxylic acid is an organic compound with the formula HNC₄H₃CO₂H. It is one of two monocarboxylic acids of pyrrole. It is a white solid. It arises in nature by dehydrogenation of the amino acid proline.^[1] It also arises by carboxylation of pyrrole.^[2] The ethyl ester of this acid is readily prepared from pyrrole.^[3]

References

↑ Thomas, Michael G.; Burkart, Michael D.; Walsh, Christopher T. (2002). "Conversion of L-Proline to Pyrrolyl-2-Carboxyl-S-PCP during Undecylprodigiosin and Pyoluteorin Biosynthesis". Chemistry & Biology 9 (2): 171–184. doi:10.1016/S1074-5521(02)00100-X. PMID 11880032.
↑ Wieser, Marco; Yoshida, Toyokazu; Nagasawa, Toru (2001). "Carbon dioxide fixation by reversible pyrrole-2-carboxylate decarboxylase and its application". Journal of Molecular Catalysis B: Enzymatic 11 (4–6): 179–184. doi:10.1016/S1381-1177(00)00038-2.
↑ Denis M. Bailey, Robert E. Johnson, and Noel F. Albertson (1971). "Ethyl Pyrrole-2-Carboxylate". Organic Syntheses 51: 100. doi:10.15227/orgsyn.051.0100.

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[1] Thomas, Michael G.; Burkart, Michael D.; Walsh, Christopher T. (2002). "Conversion of L-Proline to Pyrrolyl-2-Carboxyl-S-PCP during Undecylprodigiosin and Pyoluteorin Biosynthesis". Chemistry & Biology 9 (2): 171–184. doi:10.1016/S1074-5521(02)00100-X. PMID 11880032.

[2] Wieser, Marco; Yoshida, Toyokazu; Nagasawa, Toru (2001). "Carbon dioxide fixation by reversible pyrrole-2-carboxylate decarboxylase and its application". Journal of Molecular Catalysis B: Enzymatic 11 (4–6): 179–184. doi:10.1016/S1381-1177(00)00038-2.

[3] Denis M. Bailey, Robert E. Johnson, and Noel F. Albertson (1971). "Ethyl Pyrrole-2-Carboxylate". Organic Syntheses 51: 100. doi:10.15227/orgsyn.051.0100.

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Pyrrole-2-carboxylic acid

Topic: Chemistry

References