8-nitroquinoline

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Structural formula
Structural formula of 8-nitroquinoline
General
Surname 8-nitroquinoline
Molecular formula C 9 H 6 N 2 O 2
Brief description

yellow solid

External identifiers / databases
CAS number 607-35-2
EC number 210-135-9
ECHA InfoCard 100.009.215
PubChem 11830
ChemSpider 11337
Wikidata Q270157
properties
Molar mass 174.16 g mol −1
Physical state

firmly

Melting point

86-88 ° C

safety instructions
GHS labeling of hazardous substances
07 - Warning 08 - Dangerous to health

Caution

H and P phrases H: 302-312-315-319-332-335-351
P: 261-280-305 + 351 + 338
As far as possible and customary, SI units are used. Unless otherwise noted, the data given apply to standard conditions .

8-Nitroquinoline is a heterocyclic chemical compound which consists of a quinoline skeleton with a nitro group in the 8-position .

presentation

8-Nitroquinoline can be made by nitrating quinoline. Electrophilic aromatic substitutions on quinoline occur fastest at the 5- and 8-positions. As a nitration mixture of equal parts of is 5 - and 8-nitroquinoline obtained while other isomers are formed only 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 Data sheet 8-nitroquinoline from AlfaAesar, accessed on July 18, 2010 ( PDF )(JavaScript required) .
  2. a b Data sheet 8-Nitroquinoline from Sigma-Aldrich , accessed on March 18, 2011 ( PDF ).
  3. 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 .
  4. JA Joules, K. Mills: Heterocyclic Chemistry , 5th Edition, pp. 177-199, Blackwell Publishing, Chichester, 2010, ISBN 978-1-4051-9365-8 .