Addition Reaction of Camphene, Tricyclene, 2-Carene and 3-Carene with C1-C4 Alcohols in the Presence of Synthetic Zeolitest

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  • NOMURA Masato
    Department of Industrial Chemistry, Faculty of Engineering, Kinki University ;
  • INOUE Toshio
    Department of Industrial Chemistry, Faculty of Engineering, Kinki University ;
  • HAMADA Toshimasa
    Department of Industrial Chemistry, Faculty of Engineering, Kinki University ;
  • FUJIHARA Yoshihito
    Department of Industrial Chemistry, Faculty of Engineering, Kinki University ;

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Other Title
  • カンフェン,トリシクレン,2-カレンおよび3-カレンの合成ゼオライト存在下でのC1～C4鎖状アルコールとの付加反応
  • Studies on the Reaction of Terpenes in the Presence of Synthetic Zeolites. XII. Addition Reaction of Camphene, Tricyclene, 2-Carene and 3-Carene with C1-C4 Alcohols in the Presence of Synthetic Zeolites.

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Description

An investigation was made on the addition reaction of camphene[1], tricyclene [2], 2-carene [3] and 3-carene [4] with alcohols (C1-C4) in the presence of synthetic zeolites. In methanol with HSZ-330 HUA synthetic zeolite at 70 °C, the addtion of [1] gave 1, 7, 7-trimethy1-2-methoxybicyclo[2.2.1]heptane [5] with high selectivity (97.5% at optimum). In 1-buthanol with HSZ-360 HUA synthetic zeolite, 1, 7, 7-trimethy1-2-butoxybicyclo[2.2.1]heptane [8] was obtained with high selectivity (high 82%) from [2] J. The addition of [3] and [4] gave 8-alkoxy-1-p-menthene compounds as the major products. These compounds were evaluated on the basis of their odor: [5], [7][12] emitted an odor that would qualify them for use as flavor materials.

Journal

  • NIPPON KAGAKU KAISHI

    NIPPON KAGAKU KAISHI 1992 (1), 68-73, 1992-01-10

    The Chemical Society of Japan

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