Reaction Products of 1, 4-Naphthoquinone and 2-Methyl-1, 4-naphthoquinone with Sodium Sulfitet

  • ARAI Gorou
    Department of Applied Chemistry, Faculty of Engineering, Kanagawa University
  • ONOZUKA Mineko
    Department of Applied Chemistry, Faculty of Engineering, Kanagawa University

Bibliographic Information

Other Title
  • 1,4-ナフトキノンまたは2-メチル-1,4-ナフトキノンと亜硫酸ナトリウムの反応生成物
  • p‐ベンゾキノン類と亜硫酸ナトリウムとの反応機構と両者の酸化還元電位との関係 V  1,4‐ナフトキノンまたは2‐メチル‐1,4‐ナフトキノンと亜硫酸ナトリウムの反応生成物

Description

The reaction of 1, 4-naphthoquinOne (NQ) and 2-methyl-1, 4-naphthoquinone (MNQ) with Na2S03 has been examined by comaprison of the oxidation-reduction potentials of these quinones (ENQ and EMNQ) with that of Na2SO3 (Ess). Redox reaction (Eq.(1)) did not practically proceed because of ENQEss and EMNQEss. NQ (or MNQ)+ HSO3- + H2O =NH2Q (or MNH2Q) + SO42- + H+ (1) where NH2Q and MNH2Q represent 1, 4-naphthalenediol and 2-methyl-1, 4-naphthalenediol, respectively. Addition reaction (Eq. ( 2 )) proceeded more slowly than the similar reaction of p-benzo-quinones. NQ (or MNQ) HSO3- =NH2QS- (or MNH2QS-) (2) where NH2QS and MNH2QS represent 1, 4-dihydroxynaphthalene-2-sulfonate and 2-methyl-1, 4-dihydroxy-3-naphthalene sulfonate, respectively. Main products other than NH2QS and MNH2QS were found to be dioxo-1, 2, 3, 4-tetra-hydro-2-naphthalenesulfonate in the reaction of NQ with Na2SO3 and 2-methyl-1, 2, 3, 4-tetra-hydro-2-tetrahydro-2-naphthalenesulfonate in the reaction of MNQ with Na2SO3. These products may be formed owing to ENQEss and EMNQEss.

Journal

  • NIPPON KAGAKU KAISHI

    NIPPON KAGAKU KAISHI 1980 (1), 53-57, 1980-01-10

    The Chemical Society of Japan

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