1994
DOI: 10.1002/recl.19941131105
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On the positional reactivity order in the sulfonation of phenyl‐and naphthyl‐substituted naphthalenes with SO3

Abstract: Abstract. The sulfonation of 1-and 2-phenylnaphthalene,

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Cited by 7 publications
(3 citation statements)
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“…Work of Cerfontain and colleagues [40] has shown that the model compound 1,1 0 -binaphthalene sulfonates initially at the 4-position, followed by sulfonation at the 4 0 -position, and then with almost equal facility at the 6-or 7-position. Six equivalents of SO 3 (in CH 2 Cl 2 at 22°C, 40 min) gives only about 10% of the species with one sulfonic acid on each ring; all the rest of the material has two sulfonic acids on at least one ring.…”
Section: Extent Of Sulfonationmentioning
confidence: 97%
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“…Work of Cerfontain and colleagues [40] has shown that the model compound 1,1 0 -binaphthalene sulfonates initially at the 4-position, followed by sulfonation at the 4 0 -position, and then with almost equal facility at the 6-or 7-position. Six equivalents of SO 3 (in CH 2 Cl 2 at 22°C, 40 min) gives only about 10% of the species with one sulfonic acid on each ring; all the rest of the material has two sulfonic acids on at least one ring.…”
Section: Extent Of Sulfonationmentioning
confidence: 97%
“…Six equivalents of SO 3 (in CH 2 Cl 2 at 22°C, 40 min) gives only about 10% of the species with one sulfonic acid on each ring; all the rest of the material has two sulfonic acids on at least one ring. 2,2 0 -Binaphthalene sulfonates initially at the 8-position, followed by sulfonation at the 8 0 -position [40]. The subsequent sulfonic acids are added at the 6-or 4-positions.…”
Section: Extent Of Sulfonationmentioning
confidence: 99%
“…Other literature results in the batch mode were also summarized in Table 3 (entries 1-3). [32][33][34] Entry 1 shows that only 50% yield was achieved in a long reaction time of 72 h. In addition, 2.l mol trifluoroacetic anhydride (TFFA) should be used as a catalyst per mol NB. Entry 2 demonstrates that an excellent yield of 98% was obtained at room temperature, but much more dichloroethane was used as a solvent, and the total ratio of (SO 3 + H 2 SO 4 ) to NB was as high as two.…”
Section: Comparison With the Batch Modementioning
confidence: 99%