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Organic Reactions Volume 4 - Sciencemadness Dot Org

Organic Reactions Volume 4 - Sciencemadness Dot Org

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6<br />

The product gradually decomposes on standing at room temperature in the sealed tube.<br />

7<br />

Characterized as the semicarbazone.<br />

8<br />

Characterized as the oxime.<br />

9<br />

Characterized as the 2,4-dinitrophenylhydrazone.<br />

10<br />

The ester of this acid resists hydrolysis so that figure i probably is the structure for this adduct and not ii.<br />

11<br />

This aldehyde can be oxidized with silver oxide to the acid obtained from crotonic acid and 1,1,3-trimethylbutadiene (1(H).<br />

52<br />

The enol ether is readily hydrolyzed by dilute mineral acid.<br />

13<br />

The product was distilled in a stream of carbon dioxide.<br />

14<br />

Purified by formation of the sodium bisulfite addition product.<br />

15<br />

The addition product dissociates completely into its components when distilled at atmospheric pressure.<br />

16<br />

The acid was dehydrogenated to 4-methylisophthalic acid.<br />

17<br />

The adduct melts at body temperature.<br />

18<br />

The addition product of benzalacetophenone and bicyclohexenyl failed to give any ketone derivatives.<br />

19<br />

The bieyclohexenyl-/3-benzoylacrylic acid adduct will not add bromine.<br />

20 17<br />

These authors in their second paper show that the methyl group is probably located at Ci.<br />

21<br />

A mixture of the 2,3-dimethylbutadiene adducts from ds- and fraws-o-methoxycinnamie acid melts at 144-166°, Q<br />

22<br />

This acid could not be degraded to the corresponding amine by the Hofmann degradation of the amide. £H<br />

23<br />

Selenium dehydrogenation of this product is accompanied by decarboxylation, and 1-phenylphenanthrene results. 0<br />

24<br />

Unless the dienophilie ethene is flanked by two carbonyl groups no dehydrogenation is effected by nitrobenzene. j£j<br />

25<br />

Characterized as the phenylhydrazone.<br />

26<br />

Saponification of the ester gives the acid, m.p. 159-160°. 02<br />

27<br />

Dehydrogenation of this lactone to phthalide was not achieved. Kj<br />

28<br />

After refluxing in xylene the reaction mixture stood for twelve hours at 0°. ^H<br />

29<br />

These 1,4-diketones could not be converted to furan derivatives. H<br />

30<br />

Hydrogenation followed by saponification of this tetraethyl ester by ethanolic alkali gives cis-hexahydrophthalie acid, m.p. 190—191° (dec), while acid hydrolysis £3<br />

leads to the trans isomer, m.p. 222°. ^<br />

31<br />

This bicyclo-(l,2,2)-heptene adds phenyl azide. t—i<br />

32 0<br />

Vinyl phenyl ketone was not used directly but was formed in the reaction mixture from the action of potassium acetate upon 0-chloropropiophenone. #-DialkyI- ^<br />

aminopropiophenone hydrochlorides can also be used. *—1<br />

33<br />

The analytical figures differed from those calculated by 1%.<br />

34<br />

The melting point recorded is that of the acid.<br />

35<br />

Eight isomers are possible from this addition reaction, but no attempt was made to separate all the stereoisomers. 2-Benzoyl-4-methylbenzoic acid was obtained<br />

by dehydrogenation.<br />

36<br />

Sixteen isomers are possible here, but again no attempt was made to isolate the isomers.<br />

37<br />

No addition occurred between cyclohexadiene, furan, 2-methylfuran, and 2,5-dimethylfuran and vinyl phenyl ketone, prepared from an ethanolic solution of<br />

/3 chloropropiophenone and potassium acetate. In every case /5-ethoxypropiophenone was isolated and characterized as its 2,4-dinitrophenylhydrazone.<br />

38<br />

The reaction is exothermic.<br />

39<br />

This adduct decomposes (reverse Diels-Alder) on distillation.<br />

40<br />

The acid melts at 95-96°.<br />

41<br />

A trace of acrylic acid in the acrolein causes immediate polymerization of the diene.<br />

42<br />

An isomeric adduct is formed on prolonged heating.<br />

43<br />

The endo-c&ibonyl group is lost under these experimental conditions.

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