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Bromination of acetophenone, 2-acetothienone, and 2-thiophenecarboxaldehyde in sulfuric acid

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Bulletin of the Academy of Sciences of the USSR, Division of chemical science Aims and scope

Conclusions

  1. 1.

    The bromination of acetophenone and 2-acetothienone with bromine in conc. H2SO4, in the presence of silver sulfate, is directed predominantly to the aromatic ring.

  2. 2.

    The bromination of 2-thiophenecarboxaldehyde and 2-acetothienone gives a mixture of the 4-bromo, 5-bromo, and 4,5-dibromo derivatives. Since under the employed conditions the 4-bromo derivatives are brominated approximately one order of magnitude faster than the 5-isomers, it is possible to assume that the bromination of the unsubstituted carbonyl compounds is directed predominantly to the 4 position of the thiophene ring.

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Literature cited

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Authors and Affiliations

  1. N. D. Zelinskii Institute of Organic Chemistry, Academy of Sciences of the USSR, USSR

    Ya. L. Gol'dfarb, É. I. Novikova & L. I. Belen'kii

Authors
  1. Ya. L. Gol'dfarb
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  2. É. I. Novikova
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  3. L. I. Belen'kii
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Translated from Izvestiya Akademii Nauk SSSR, Seriya Khimicheskaya, No. 12, pp. 2822–2824, December, 1971.

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Gol'dfarb, Y.L., Novikova, É.I. & Belen'kii, L.I. Bromination of acetophenone, 2-acetothienone, and 2-thiophenecarboxaldehyde in sulfuric acid. Russ Chem Bull 20, 2687–2689 (1971). https://doi.org/10.1007/BF00853657

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  • DOI: https://doi.org/10.1007/BF00853657

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