Nitration of Pentamethylnitrobenzene, Pentamethylbenzoic Acid and Its Methyl Ester, Pentamethylacetanilide, and Pentamethylphenol and Its Methyl Ether. Orienting Effect of the Substituents for the Side-chain Nitrooxylation
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- Hitomi Suzuki
- Department of Chemistry, Faculty of Science, Kyoto University
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- Kiyomi Nakamura
- Department of Chemistry, Faculty of Science, Kyoto University
説明
<jats:title>Abstract</jats:title> <jats:p>The nitration of a series of the titled pentamethylbenzene derivatives has been investigated in order to know the orienting effect of substituent groups for the side-chain nitrooxylation. The nitrooxylation was found to occur almost exclusively at the methyl groups adjacent to the electron-withdrawing substituents (NO2, COOH, and COOCH3), while with the compounds containing electron-donating groups (OH and OCH3) the main reaction led to the conversion into cyclohexadienone, with the concomitant formation of small amounts of meta-nitrooxylated product. Pentamethylacetanilide underwent side-chain nitrooxylation along with some deacetylation. The location of the nitrooxymethyl group seems to be most likely ortho and meta, the latter being predominant.</jats:p>
収録刊行物
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- Bulletin of the Chemical Society of Japan
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Bulletin of the Chemical Society of Japan 44 (1), 227-231, 1971-01-01
Oxford University Press (OUP)
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キーワード
詳細情報 詳細情報について
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- CRID
- 1360002219099406592
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- NII論文ID
- 130001976814
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- ISSN
- 13480634
- 00092673
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- データソース種別
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