2001
DOI: 10.1039/b104148g
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Hydrolysis of 1,8- and 2,3-naphthalic anhydrides and the mechanism of cyclization of 1,8-naphthalic acid in aqueous solutionsThe IUPAC name for naphthalic acid is napthalenedicarboxylic acid.Electronic supplementary information (ESI) available: tables containing the values of the rate constants. See http://www.rsc.org/suppdata/p2/b1/b104148g/

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Cited by 24 publications
(16 citation statements)
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“…For related literature, see: Barros et al (2001); Bergeron et al (1996); Fersht & Kirby (1968); Fitzgerald & Gerkin (1993); Gu et al (2001).…”
Section: Related Literaturementioning
confidence: 99%
See 1 more Smart Citation
“…For related literature, see: Barros et al (2001); Bergeron et al (1996); Fersht & Kirby (1968); Fitzgerald & Gerkin (1993); Gu et al (2001).…”
Section: Related Literaturementioning
confidence: 99%
“…Intramolecular carboxyl group catalysis on ester hydrolysis involves the carboxyl group acting as general base or general acid. In cases where the leaving group is activated, like 2,4-dinitro acetyl salicylic acid (Fersht & Kirby, 1968) or esters of naphthalic acid (Barros et al, 2001), nucleophilic attack has been reported. General acid-base catalysis is evidently highly efficient in enzyme active sites, but in only a handful of model systems.…”
Section: S1 Commentmentioning
confidence: 99%
“…Expectedly, the products 2 are not stable under acidic aqueous conditions (e.g., hydrochloric acid, silica gel and saturated aqueous solution of ammonium chloride) [49]. After 48 h in the presence of deuterated hydrochloric acid (36% in D 2 O), complete conversion of compound 2a to the free deuterated dicarboxylic acid was observed (20% conversion after 60 min) by NMR spectroscopy.…”
Section: Resultsmentioning
confidence: 99%
“…Neither of these two chemicals went into solution at the concentrations we anticipated needing, including with pH adjustment, and we were unable to collect any material onto filters from emulsions. Although it was suspected that the acids or esters would be formed in solution, since no material was collected from these standard solutions (Barros et al, 2001), this hypothesis could not be tested.…”
Section: Generation Of Laboratory Standards: Volatility and Stabilitymentioning
confidence: 99%