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IV.—On salts of acetylinated ethyl—a new class of derivatives of the ethyl-series

 

作者: J. Alfred Wanklyn,  

 

期刊: Journal of the Chemical Society  (RSC Available online 1870)
卷期: Volume 23, issue 1  

页码: 14-16

 

ISSN:0368-1769

 

年代: 1870

 

DOI:10.1039/JS8702300014

 

出版商: RSC

 

数据来源: RSC

 

摘要:

WANKLYN ON SALTS ON ACETYLINATED ETHYL. IV.-On Xalts of Acetylinated Ethyl-a new Class of Derivatives of the Ethyl-Series. By J. ALFREDWANKLYN, Corresponding Member of the Royal Bavarian Academy of Sciences. (Read November 18 1869.) THEstudy of metamorphoses of the products given when me- tallic sodium acts upon acetic ether has revealed the existence of a very interesting set of chemical compounds viz. the salts of a new organic radical wherein a portion of the hydrogen contained in the alcohol-radical has undergone replacement by acetyl. The following terms are known :-Acetate of acetylinated ethyl Butyrate of acetylinated ethyl Caproate of acetylinated ethyl and by the employment of known methods the series might be indefinitely extended.The first of these compounds is produced by treating sodium- triacetyl (the new product got by the action of sodium on acetic ether) with acetic acid whereby acetate of sodium results and the organic product loses an equivalent of sodium and gains an equivalent of hydrogen. Inasmuch as sodium when existing in its least condensed state is triatomic it cannot strictly speaking be replaced by an atom of hydrogen and WANELYN ON SALTS OF ACETYLINATED ETHYL. accordingly sodium-triacetyl does not yield hydrogen-triacetyl but a compound isomeric with the latter viz. acetate of acety-linated ethyl thus :-Acetate of Acetylinated Ethyl. The second compound is produced similarly when sodium- triacetyl is attacked by iodide of ethyl. Instead of ethyl-triacetyl there is butyrate of acetylinated ethyl thus :-The third compound is a product of the action of iodide of ethyl on acetate of ethylene-sodium (the isomer of butyrate of soda recently described by me which yieldd alcohol and acetate of soda when treated with water) :-Caproate of Acetylinated Ethyl.2'fi:)f,,} 0 + 2C2H,T = C H (C H 0) a 4C:H:10}0 + C2H60 + Na,12. The characteristic property of salts of acetylinated ethyl is that of yielding salts of common ethyl by replacement of the acetyl with hydrogen. This reaction is effected by the employ- ment of ethylate of sodium thus :-Butyrate of Acetylinated Ethyl. Butyric Ether. and consists in the exchange of acetyl for hydrogen. The fkst and second of these salts of acetylinated ethyl were discovered by Geuther and the third by Frankland and Dup p a; and all three have received other names expressive of the views which these chemists entertained of their con- stitution.Besides the reaction with ethylate of sodium there is a very interesting reaction with baryta water (vide Geuther Fraak- HUNTER ON THE ANALYSIS OF SEA WATER. land and Duppa) whereby carbonate of baryta alcohol and a ketone are produced thus :- Butyrate of Acety-Ketone. Alcohol. hated Ethyl. '2 i-4C:B:O}0O" - C2H30} C3H + C,H60 + g;} 0,. This reaction may be looked upon as consisting of an ex-change of the acetyl and butyryl for two equivalents of hydro-gen derived from the hydrate of baryta whereby common alcohol is produced; and at the same time the liberated acetyl and butyryl resolve themselves into acetyl-propyl and carbonic oxide which latter forms carbonate of baryta. I am engaged 111 the further investigation of this subject. 8th November 1869.

 

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