Nicotinonitrile
Names | |
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Preferred IUPAC name
Pyridine-3-carbonitrile | |
Identifiers | |
3D model (
JSmol ) |
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ChEBI | |
ChEMBL | |
ChemSpider | |
ECHA InfoCard
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100.002.603 |
EC Number |
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PubChem CID
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UNII | |
CompTox Dashboard (EPA)
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Properties | |
C6H4N2 | |
Molar mass | 104.112 g·mol−1 |
Density | 1.1590 |
Melting point | 51 °C (124 °F; 324 K) |
Boiling point | 206.9 °C (404.4 °F; 480.0 K) |
Vapor pressure | 0.296 mm Hg |
Structure[1] | |
Monoclinic | |
P21/c (No. 14) | |
a = 3.808 Å, b = 13.120 Å, c = 10.591 Å α = 90°, β = 97.97°, γ = 90°
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Lattice volume (V)
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524 |
Formula units (Z)
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4 |
Hazards | |
GHS labelling: | |
Warning | |
H302, H315, H319, H335 | |
P261, P264, P270, P271, P280, P301+P312, P302+P352, P304+P340, P305+P351+P338, P312, P321, P330, P332+P313, P337+P313, P362, P403+P233, P405, P501 | |
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Nicotinonitrile or 3-cyanopyridine is an
3-methylpyridine:[2]
- H3CC5H4N + NH3 + 1.5 O2 → NCC5H4N + 3 H2O
Nicotinonitrile is a precursor to the vitamin
niacin.[3]
nicotinic acid is avoided.[7]
Oxidation of 3-cyanopyridine with hydrogen peroxide gives 3-cyanopyridine N-oxide, which hydrolyzes to nicotinic acid N-oxide, a precursor to pharmaceuticals.
References
- .
- ^ ISBN 978-3527306732.
- ISBN 978-3527306732.
- PMID 16347686.
- PMID 17408083.
- ISBN 9783131766113.
- doi:10.1039/A809538H.