1 -chloronaphthoic acid

Tab. 5 Stable carbon isotope ratios of 1-chloronaphthalene, dichloronaphthalenes and 1-chloronaphthoic acid as detected in the groundwater samples B and C. In addition the 13C-values of corresponding reference compounds determined prior and after a recovery experiment are given.

Qualitative and quantitative as well as stable carbon isotope analyses were performed and discussed in terms of environmental stability of the groundwater residues described. Anaerobic microbial degradation of the main pollutant 1-chloronaphthalene was evident from identification of 1-chloro-4-naphthol and 1-chloronaphthoic acid as biotic transformation products. While this observation indicates microbial involvement in degradation of chloronaphthalenes, several aspects of our analysis are inconsistent with an extensive degree of microbial degradation ... 

Chloro-4-naphthol Chloronaphthoic acid Chlorobenzo(b)thiophene Acenaphtene Methylnaphthalene Dimethylnaphthalene 910 ... 

Fig. 5 Synthetic pathway, mass spectra and fragmentation behaviour of chloronaphthoic acid. The substitution position of the carboylic group cannot be determined solely based on mass spectral data.

Samples (n = number of repetitions) 1 -Chloronaphthaline Dichloronaphthalines Chloronaphthoic acid methylestera)... 

Finally, to the best of our knowledge, the detection of chlorobenzo(b)thiophene and chloronaphthoic acid reported here is the first observation of these compounds at a contaminated site. 

If the position ortho to the sulfur atom is blocked by a substituent, then only attack on the peri-position takes place. For instance, 2-chloro-l-naphthothioacetic aldehyde acetal gives rise to 9-chloronaphtho[fcc]-thiapyran 304 [51P1A(A)78]. By analogy, the heterocyclization of a-naph-thothioacetic acid chloride 305 (R = H) leads to a mixture of peri- and... 

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