Pyrrolidine
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Pyrrolidine, also known as tetrahydropyrrole, is an organic compound with the molecular formula (CH2)4NH. It is a cyclic secondary amine, also classified as a saturated heterocycle. It is a colourless liquid that is miscible with water and most organic solvents. It has a characteristic odor that has been described as "ammoniacal, fishy, shellfish-like".[4] In addition to pyrrolidine itself, many substituted pyrrolidines are known.
Quick Facts Names, Identifiers ...
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Names | |||
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Preferred IUPAC name
Pyrrolidine[1] | |||
Other names
Azolidine Azacyclopentane Tetrahydropyrrole Prolamine Azolane | |||
Identifiers | |||
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3D model (JSmol) |
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102395 | |||
ChEBI | |||
ChEMBL | |||
ChemSpider |
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ECHA InfoCard | 100.004.227 ![]() | ||
EC Number |
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1704 | |||
PubChem CID |
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RTECS number |
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UNII | |||
UN number | 1922 | ||
CompTox Dashboard (EPA) |
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Properties | |||
C4H9N | |||
Molar mass | 71.123 g·mol−1 | ||
Appearance | Clear colorless liquid | ||
Density | 0.866 g/cm3 | ||
Melting point | −63 °C (−81 °F; 210 K) | ||
Boiling point | 87 °C (189 °F; 360 K) | ||
Miscible | |||
Acidity (pKa) | 11.27 (pKa of conjugate acid in water),[2] 19.56 (pKa of conjugate acid in acetonitrile)[3] | ||
-54.8·10−6 cm3/mol | |||
Refractive index (nD) |
1.4402 at 28°C | ||
Hazards | |||
Occupational safety and health (OHS/OSH): | |||
Main hazards |
highly flammable, harmful, corrosive, possible mutagen | ||
GHS labelling: | |||
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Danger | |||
H225, H302, H314, H332 | |||
P210, P233, P240, P241, P242, P243, P260, P261, P264, P270, P271, P280, P301+P312, P301+P330+P331, P303+P361+P353, P304+P312, P304+P340, P305+P351+P338, P310, P312, P321, P330, P363, P370+P378, P403+P235, P405, P501 | |||
NFPA 704 (fire diamond) | |||
Flash point | 3 °C (37 °F; 276 K) | ||
345 °C (653 °F; 618 K) | |||
Safety data sheet (SDS) | MSDS | ||
Related compounds | |||
Related nitrogen heterocyclic compounds |
Pyrrole (aromatic with two double bonds) Pyrroline (one double bond) Pyrrolizidine (two pentagonal rings) | ||
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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