5-nitroquinoline

Structural formula
General
Surname	5-nitroquinoline
Molecular formula	C 9 H 6 N 2 O 2
Brief description	yellow solid
External identifiers / databases
CAS number 607-34-1 EC number 210-134-3 ECHA InfoCard 100.009.214 PubChem 11829 ChemSpider 11336 Wikidata Q238548
properties
Molar mass	174.16 g mol −1
Physical state	firmly
Melting point	71-73 ° C
safety instructions
GHS labeling of hazardous substances Caution H and P phrases H: 302-312-332-351 P: 280
As far as possible and customary, SI units are used. Unless otherwise noted, the data given apply to standard conditions .

5-Nitroquinoline is a heterocyclic chemical compound which consists of a quinoline skeleton with a nitro group in the 5-position .

presentation

5-Nitroquinoline can be made by nitrating quinoline. Electrophilic aromatic substitutions on quinoline occur fastest at the 5- and 8-positions. A mixture of equal parts of 5- and 8-nitroquinoline is obtained as the nitration product , while other isomers are only formed to a minor extent. The nitration of quinoline has a weaker selectivity than that of isoquinoline, in which almost exclusively 5-nitroisoquinoline is formed.

Individual evidence

1. ↑ ^{a b c d} Data sheet 5-Nitroquinoline from Sigma-Aldrich , accessed on March 18, 2011 ( PDF ).
2. ↑ MW Austin, JH Ridd: The kinetics and mechanism of heteroaromatic nitration. Part I. Quinoline , in: J. Chem. Soc. 1963 : 4204-4210; doi : 10.1039 / JR9630004204 .
3. ↑ JA Joules, K. Mills: Heterocyclic Chemistry , 5th Edition, pp. 177-199, Blackwell Publishing, Chichester, 2010, ISBN 978-1-4051-9365-8 .