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Acetoacetanilide: Ketene Dimer Combined with Aniline (Thorpe 1912)
The ketene dimer combines with aniline to give acetoacetanilide.
Source: Thorpe, Dictionary of Applied Chemistry vol. 3 (1912), Ketenes. Unknown: the amounts and the conditions. Thorpe states only that the two combine. The isolation is ours, after Organic Syntheses Coll. Vol. 3, p. 10 (1955). Picture drawn by Youblob.
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Combine the dimer with aniline
Combine the dimer with aniline
Bring the ketene dimer together with aniline: they combine to form acetoacetanilide. Unknown: the amounts and conditions. Ours: gloves and a fume hood.
Àwọn ohun èlò fún ìgbésẹ̀ yìí:
Kétínì méjì-papọ̀1 as required
Aniline1 as requiredÀwọn irinṣẹ́ tí a nílò:
Ìgò abẹ́-róbótó
Ọ̀pá Ìrúwé Gílásì
Àpótí eérú (tí ó ní ọ̀pá ìjáde)
Ìbọ̀wọ́ Nítírílì
Gílásì Ààbò Fún Ìfọ́n Kẹ́míkà2
2
Isolate the acetoacetanilide
Isolate the acetoacetanilide
Ours, after Organic Syntheses Coll. Vol. 3, p. 10 (1955): dissolve the crude product in hot 50 % aqueous ethanol (they used 500 ml for the product of 0.5 mole aniline), cool to 0 °C and filter. Adding water to the mother liquor (250 ml) and cooling again gives a second crop. It melts at 82-83.5 °C; recrystallised from 50 % ethanol, at 84-85 °C.
Àwọn irinṣẹ́ tí a nílò:
Ethanol - ìpele ilé-ìwádìí, 95 %
Omi
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Funnel Büchner (porcelain)Ìbọ̀wọ́ NítírílìÌtọ́nisọ́nà yìí ń ṣe
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