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Synthesis of carbofunctional germanium compounds from (chloromethyl)trimethylgermane

  • Organic and Biological Chemistry
  • Published:
Bulletin of the Academy of Sciences of the USSR, Division of chemical science Aims and scope

Summary

  1. 1.

    From(chloromethyl)trimethylgermane, (trimethylgermyl)methanol,its methyl ether, and its acetic, acrylic, and methacrylic esters were synthesized for the first time. Dimethyl (trimethylgermylmethyl)malonate was also prepared.

  2. 2.

    (Chloromethyl)trimethylgermane readily forms a Grignard reagent, and from this (trimethylgermyl)-acetic acid, 3-butenyltrimethylgermane, and other compounds were prepared.

  3. 3.

    When (chloromethyl)trimethylgermane is treated with concentrated sulfuric acid, methane is liberated quantitatively, and subsequent treatment with water gives bischloromethyltetramethyldigermanoxane.

  4. 4.

    Under the action of aluminum chloride (chloromethyl)trimethylgermane undergoes rearrangement into chloroethyldimethylgermane.

  5. 5.

    Reactions based on (chloromethyl)trimethylgermane show no differences in principle from the analogous reactions with (chloromethyl)trimethylsilane.

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Deceased.

We thank L. A. Leites for carrying out spectroscopic analysis and A. A. Bugorkova for determining thiocyanogen values.

Translated from Izvestiya Akademii Nauk SSSR, Seriya Khimicheskaya, No. 7, pp. 1209–1215, July, 1964

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Mironov, V.F., Kravchenko, A.L. & Petrov, A.D. Synthesis of carbofunctional germanium compounds from (chloromethyl)trimethylgermane. Russ Chem Bull 13, 1122–1126 (1964). https://doi.org/10.1007/BF00863112

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  • DOI: https://doi.org/10.1007/BF00863112

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