Quinoline-6-sulfonic acid

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Structural formula
Structural formula of quinoline-6-sulfonic acid
General
Surname Quinoline-6-sulfonic acid
other names

6-quinoline sulfonic acid

Molecular formula C 9 H 7 NO 3 S
External identifiers / databases
CAS number 65433-95-6
Wikidata Q1074406
properties
Molar mass 209.23 g mol −1
safety instructions
GHS hazard labeling
no classification available
As far as possible and customary, SI units are used. Unless otherwise noted, the data given apply to standard conditions .

Quinoline-6-sulfonic acid is a heterocyclic chemical compound, which consists of a quinoline structure that has a sulfonic acid group in the 6-position .

presentation

Quinoline-6-sulfonic acid cannot be produced directly by sulfonating quinoline with oleum at a moderate temperature. This results in a mixture of the derivatives substituted in the 5- and 8-position , since the electrophilic aromatic substitution takes place most rapidly at these positions. Therefore these are the kinetic reaction products. When the product mixture is heated to above 250 ° C., however, isomerization to the thermodynamically more favorable quinoline-6-sulfonic acid takes place.

Quinoline sulfonation

Individual evidence

  1. This substance has either not yet been classified with regard to its hazardousness or a reliable and citable source has not yet been found.
  2. JA Joules, K. Mills: Heterocyclic Chemistry , 5th Edition, pp. 177-199, Blackwell Publishing, Chichester, 2010, ISBN 978-1-4051-9365-8 .
  3. GE McCasland: The Preparation of 8-Quinolinesulfonic acid , in: J. Org. Chem. 1946 , 11 , 277-280; doi : 10.1021 / jo01173a010 .