3-nitropyridine

Structural formula
General
Surname	3-nitropyridine
Molecular formula	C 5 H 4 N 2 O 2
Brief description	yellow solid
External identifiers / databases
EC number	677-651-8
ECHA InfoCard	100.202.776
PubChem	137630
Wikidata	Q223105
properties
Molar mass	124.10 g mol −1
Physical state	firmly
density	1.33 g cm −3 (20 ° C)
Melting point	38-42 ° C
boiling point	216 ° C
solubility	slightly soluble in water
safety instructions
H and P phrases	H: 228-302-312-332
	P: 233-302 + 352
	As far as possible and customary, SI units are used. Unless otherwise noted, the data given apply to standard conditions .

3-Nitropyridine is a heterocyclic chemical compound . The structure is a pyridine ring which has a nitro group in the 3-position .

presentation

3-Nitropyridine cannot be obtained under the usual aromatic electrophilic nitration conditions. However, the conversion of pyridine with nitrous oxide to 3-nitropyridine has been reported several times . It can also be made from 2,6-dibromopyridine with nitronium tetrafluoroborate and subsequent dehalogenation.

Individual evidence

↑ ^a ^b ^c ^d ^e ^f ^g Data sheet 3-Nitropyridine, 97% from AlfaAesar, accessed on December 25, 2019 ( PDF )(JavaScript required) .
↑ Jan M. Bakke, Ingrid Hegbom: "Dinitrogen Pentoxide – Sulfur Dioxide, a New Nitration System", in: Acta Chemica Scandinavica , 1994 , 48 , pp. 181-182; doi : 10.3891 / acta.chem.scand.48-0181
↑ Jan M. Bakke, Eli Ranes: "A New Efficient Synthesis of 3-Nitropyridine and Substituted Derivatives", in: Synthesis , 1997 , 3 , pp. 281-283; doi : 10.1055 / s-1997-4463 .
↑ Takashi Murashima, Keiji Nishi, Ken-ichi Nakamoto, Atsushi Kato, Ryuji Tamai, Hidemitsu Uno, Noboru Ono: "Preparation of Novel Heteroisoindoles from Nitropyridines and Nitropyridones", in: Heterocycles , 2002 , 58 , pp. 301-310; doi : 10.3987 / COM-02-S (M) 22 .
↑ Joseph L. Duffy, Kenneth K. Laali: "Aprotic Nitration (NO ₂⁺ BF ₄^- ) of 2-Halo- and 2,6-Dihalopyridines and Transfer-Nitration Chemistry of Their N -Nitropyridinium Cations", in: J. Org. Chem. , 1991 , 56 , pp. 3006-3009; doi : 10.1021 / jo00009a015 .

[alfa-1] ↑ ^a ^b ^c ^d ^e ^f ^g Data sheet 3-Nitropyridine, 97% from AlfaAesar, accessed on December 25, 2019 ( PDF )(JavaScript required) .

[2] Jan M. Bakke, Ingrid Hegbom: "Dinitrogen Pentoxide – Sulfur Dioxide, a New Nitration System", in: Acta Chemica Scandinavica , 1994 , 48 , pp. 181-182; doi : 10.3891 / acta.chem.scand.48-0181

[3] Jan M. Bakke, Eli Ranes: "A New Efficient Synthesis of 3-Nitropyridine and Substituted Derivatives", in: Synthesis , 1997 , 3 , pp. 281-283; doi : 10.1055 / s-1997-4463 .

[4] Takashi Murashima, Keiji Nishi, Ken-ichi Nakamoto, Atsushi Kato, Ryuji Tamai, Hidemitsu Uno, Noboru Ono: "Preparation of Novel Heteroisoindoles from Nitropyridines and Nitropyridones", in: Heterocycles , 2002 , 58 , pp. 301-310; doi : 10.3987 / COM-02-S (M) 22 .

[5] Joseph L. Duffy, Kenneth K. Laali: "Aprotic Nitration (NO ₂⁺ BF ₄^- ) of 2-Halo- and 2,6-Dihalopyridines and Transfer-Nitration Chemistry of Their N -Nitropyridinium Cations", in: J. Org. Chem. , 1991 , 56 , pp. 3006-3009; doi : 10.1021 / jo00009a015 .