Über die Aufspaltung des Cyclopentens zum Halbaldehyd der Glutarsäure bezw. zum Glutardialdehyd

Harries, C.; Tank, Ludwig

doi:10.1002/cber.19080410230

Cited by 36 publications

(2 citation statements)

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“…Some sensitive dialdehydes,-glutaraldehyde, adipaldehyde, and pimelaldehyde,-were isolated in 50 to 75 per cent yields. These results may be compared with a 5 per cent yield of glutaraldehyde from cyclopentene ozonide by water decomposition, according to Harries (71), and a 20 per cent yield of glutaraldehyde and adipaldehyde obtained from cyclopentene and cyclohexene ozonides, respectively, by reduction with titanous chloride, reported by K Robinson (110). The hydrogenation of highly polymerized ozonides,-for example, solid cyclohexene ozonide,-did not proceed at room temperature, but was accomplished by warming in an autoclave with hydrogen under pressure.…”

Section: The Methods Of Decompositionmentioning

confidence: 99%

The Ozonization Reaction.

Long¹

1940

Chem. Rev.

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Section: The Methods Of Decompositionmentioning

confidence: 99%

The Ozonization Reaction.

Long¹

1940

Chem. Rev.

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“…115-1 16C. 6 Glutaraldehyde was isolated from a 25% aqueous solution by ether extraction and distillation, b.p. 57°C.…”

Section: Methodsmentioning

confidence: 99%

Polymers from the condensation of dihydrazides with dialdehydes and diketones

Michel

Murphey

1963

J. Appl. Polym. Sci.

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The reaction of hydrazides with simple aldehydes and ketones has been widely used.1.2 However, the reaction of dihydrazides with dialdehydes, and diketones to form linear poly(acy1hydrazones) has not been extensively investigated. Van Euler et al.,3p4 report the preparation of an insoluble, infusible polymer from 2,5-diformyl-4-methylphenol and oxalic acid dihydrazide, but did not characterize this polymer. They furthermore reported the condensation of 2,4-pentanedione and 2,5-hexanedione with sebacic and succinic acid dihydrazides. However, only low molecular weight polymers were isolated. It was therefore of interest to attempt the preparation of tractable, high molecular weight condensation polymers of this family and to examine their properties. DiscussionA series of poly(acy1hydrazones) was prepared from various combinations of the dihydrazides of isophthalic, sebacic, and adipic acids with terephthalaldehyde and glutaraldehyde. Limited attempts were also made to prepare the condensation polymers of 2,5-hexanedione and of pdiacetylbenzene. Equivalent quantities of dihydrazide and dicarbonyl compound reacted at room temperature in carefully purified solvents such as hexamethyl phosphoramide (HMPA), dimethyl sulfoxide (DMSO), or dimethylformamide (DMF) to give solutions containing about 10% polymer. The effect of reaction time was not studied and in some instances the reaction solutions were allowed to stand up to 8 days before the polymer was isolated. In general, reaction solutions from which the polymer precipitated did not yield high molecular weight products. It is of interest that a number of the polymers prepared in HMPA were not easily redissolved in this solvent once isolated. Some degradation was encountered when temperatures near 150OC. were used+,o redissolve samples for inherent 617

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Über die Bedeutung und Anwendung des Ozons in der organischen Chemie

Räth¹

1922

Angewandte Chemie

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Über die Aufspaltung des Cyclopentens zum Halbaldehyd der Glutarsäure bezw. zum Glutardialdehyd

Cited by 36 publications

References 7 publications

The Ozonization Reaction.

The Ozonization Reaction.

Polymers from the condensation of dihydrazides with dialdehydes and diketones

Über die Bedeutung und Anwendung des Ozons in der organischen Chemie

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