Pyrrole
Chemical name	Pyrrole
Chemical formula	C4H5N
Molecular mass	67.09 g/mol
Density	0.967 g/ml
Melting point	-23 °C
Boiling point	129 - 131 °C
CAS number	109-97-7
SMILES	C1=CC=CN1

Pyrrole, or pyrrol, is a heterocyclic aromatic organic compound, a five-membered ring with the formula C₄H₅N. IUPAC nomenclature is a system of naming chemical compounds and of describing the science of chemistry in general. ... A chemical formula (also called molecular formula) is a concise way of expressing information about the atoms that constitute a particular chemical compound. ... The molecular mass (abbreviated MM) of a substance (less accurately called molecular weight and abbreviated as MW) is the mass of one molecule of that substance, relative to the unified atomic mass unit u (equal to 1/12 the mass of one atom of carbon-12). ... Density (symbol: ρ - Greek: rho) is a measure of mass per unit of volume. ... The melting point of a solid is the temperature at which it changes state from solid to liquid. ... It has been suggested that Saturation temperature be merged into this article or section. ... CAS registry numbers are unique numerical identifiers for chemical compounds, polymers, biological sequences, mixtures and alloys. ... The simplified molecular input line entry specification or SMILES is a specification for unambiguously describing the structure of chemical molecules using short ASCII strings. ... Image File history File links Pyrrole_chemical_structure. ... Heterocyclic compounds are substances which contain a ring structure as found in benzene and the aromatic compounds, or aromatic hydrocarbons, but in which other atoms than carbon, such as sulfur, oxygen or nitrogen are found as part of the ring. ... In chemistry, an aromatic molecule is one in which electrons are free to cycle around circular arrangements of atoms, which are alternately singly and doubly bonded to one another. ... An organic compound is any member of a large class of chemical compounds whose molecules contain carbon, with the exception of carbides, carbonates, carbon oxides and gases containing carbon. ... A chemical formula (also called molecular formula) is a concise way of expressing information about the atoms that constitute a particular chemical compound. ... General Name, Symbol, Number carbon, C, 6 Chemical series nonmetals Group, Period, Block 14, 2, p Appearance black (graphite) colorless (diamond) Atomic mass 12. ... General Name, Symbol, Number hydrogen, H, 1 Chemical series nonmetals Group, Period, Block 1, 1, s Appearance colorless Atomic mass 1. ... General Name, Symbol, Number nitrogen, N, 7 Chemical series nonmetals Group, Period, Block 15, 2, p Appearance colorless Atomic mass 14. ...

Pyrroles are components of larger aromatic rings, including the porphyrins of heme, the chlorins and bacteriochlorins of chlorophyll, and the corrin ring of vitamin B12. A porphyrin is a heterocyclic macrocycle made from 3 pyrrole subunits and one pyrroline subunit, and linked on opposite sides through 4 methine bridges. ... Structure of Heme b A hæm or heme is a prosthetic group that consists of an iron atom contained in the center of a large heterocyclic organic ring called a porphyrin. ... In organic chemistry, a chlorin is a large heterocyclic aromatic ring consisting, at the core, of 3 pyrroles and one reduced pyrrole coupled through 4 methine linkages. ... Chlorophyll is a green photosynthetic pigment found in plants, algae, and cyanobacteria. ... A corrin is a polyaromatic ring related to the porphyrin ring in hemoglobin, consisting of 4 pyrrole subunits, joined on opposite sides by a C-CH3 methylene link, on one side by a C-H methylene link, and with the two of the pyrroles joined directly. ... Cobalamin or vitamin B12 is a chemical compound that is also known as cyanocobalamine. ...

Pyrrole has very low basicity compared to amines and other aromatic compounds like pyridine where the ring nitrogen is not bonded to a hydrogen atom. This is because the lone pair of electrons of the nitrogen atom becomes delocalized in the aromatic ring. Ammonia Amines are organic compounds containing nitrogen as the key atom in the amine functional group. ... R-phrases , , , S-phrases , , Flash point 20 °C Supplementary data page Structure and properties n, εr, etc. ... General Name, Symbol, Number nitrogen, N, 7 Chemical series nonmetals Group, Period, Block 15, 2, p Appearance colorless Atomic mass 14. ... General Name, Symbol, Number hydrogen, H, 1 Chemical series nonmetals Group, Period, Block 1, 1, s Appearance colorless Atomic mass 1. ... Properties An atom (Greek άτομον from ά: non and τομον: divisible) is a submicroscopic structure found in all ordinary matter. ... A lone pair is an electron pair without bonding or sharing with other atoms. ... Properties The electron is a fundamental subatomic particle which carries a negative electric charge. ...

Pyrrole undergoes electrophillic substitution at the 2 position.

See also

• Polypyrrole
• Indole, a derivative with a fused benzene ring.
• Thiophene, an analog with a sulfur instead of the nitrogen atom.
• Furan, an analog with an oxygen instead of the nitrogen.
• Arsole, a non-aromatic arsenic analog.
• Simple aromatic rings
• Pyroluria