GB190317982A - Improvements in the Oxidation of Methyl Groups of Aromatic Hydrocarbons. - Google Patents

Improvements in the Oxidation of Methyl Groups of Aromatic Hydrocarbons.

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Publication number
GB190317982A
GB190317982A GB190317982DA GB190317982A GB 190317982 A GB190317982 A GB 190317982A GB 190317982D A GB190317982D A GB 190317982DA GB 190317982 A GB190317982 A GB 190317982A
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United Kingdom
Prior art keywords
sulphate
acid
benzaldehyde
manganese
steam
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Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
Expired
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James Yate Johnson
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Individual
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Individual
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Publication of GB190317982A publication Critical patent/GB190317982A/en
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Abstract

17,982. Johnson, J. Y., [Badische Anilin & Soda Fabrik]. Aug. 19. Aldehydes; carboxylic acids.-The methyl groups of aromatic hydrocarbons or of substituted aromatic hydrocarbons are oxidized to aldehydes or acids by the use of so-called " manganese super- " oxide sulphate." The acids are obtained by using either an excess of the sulphate or a higher temperature, or both. The sulphate is prepared by electrolytically treating a mixture of manganous sulphate and sulphuric acid, until the red solution, or the precipitate, of manganic sulphate is converted into a brown solution. The process may be such as is described in Specification No. 17,981, A.D. 1903, [Abridgment Class Electrolysis]. The acid solution thus obtained, when run slowly into o-nitrotoluene at a temperature of from 50‹ to 60‹ C., which is subsequently raised to 100‹-110‹ C. during stirring, forms o-nitrobenzaldehyde, which is distilled off by steam and separated from the excess of o-nitrotoluene which distils over with it. The acid residue may be electrolytically reconverted into the " manganese superoxide sulphate," as above. If the acid solution is slowly added to toluene while stirring at 40‹ to 50‹ C., and the product distilled in a current of steam, benzaldehyde and toluene pass over. These can be separated. To obtain benzoic acid, either benzaldehyde or toluene must be added slowly to a sufficiency of the "manganese superoxide sulphate." The reaction is slow, but is quantitative. A sulphuric-acid emulsion of benzyl alcohol is similarly oxidized at a temperature of from 40‹ to 50‹ C. to benzaldehyde, which is driven off along with the excess of alcohol by means of steam. To separate the benzaldehyde from the alcohol, the former is converted into its bisulphite compound. Or an emulsion of benzyl chloride and sulphuric acid may be oxidized by adding gradually the " manganese " superoxide sulphate," and heating on the boiling water-bath. Benzoic acid forms.
GB190317982D 1903-08-19 1903-08-19 Improvements in the Oxidation of Methyl Groups of Aromatic Hydrocarbons. Expired GB190317982A (en)

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GB190317982T 1903-08-19

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GB190317982A true GB190317982A (en) 1904-08-18

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GB190317982D Expired GB190317982A (en) 1903-08-19 1903-08-19 Improvements in the Oxidation of Methyl Groups of Aromatic Hydrocarbons.

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GB (1) GB190317982A (en)

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