Online Encyclopedia

ISOXAZOLES

Online Encyclopedia
Originally appearing in Volume V14, Page 885 of the 1911 Encyclopedia Britannica.
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ISOXAZOLES  , monazole chemical compounds corresponding to

furfurane, in which the -CH
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group adjacent to the oxygen atom is replaced by a nitrogen atom, and therefore they contain H C = N the ring
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system >O• They may be prepared HC =CH by the elimination of
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water from the monoximes of 0-
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diketones, 0-ketone
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aldehydes or oxymethylene
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ketones (L . Claisen, Ber., 1891, 24, p . 3906), the general reaction proceeding according to the equation R•CO•CH2•CO•R+
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H2N .OH =2H20+R•C = N HC=C-R W . Dunstan and T . S . Dymond (Jour . Chem .
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Soc., 1891, 49, p . 410) have also prepared isoxazoles by the
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action of alkalis on nitroparaffins, but have not been able to obtain the parent substance . Those isoxazoles in which the carbon atom adjacent to nitrogen is substituted are
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stable compounds, but if this is not the case, rearrangement of the molecule takes place and nitriles are formed . The isoxazoles are feebly basic . The isoxazolones are the keto derivatives of the as yet unknown 'dihydroisoxazole, and are compounds of strongly acid nature, decomposing the
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carbonates of the alkaline earth metals and forming salts with metals and with
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ammonia .

End of Article: ISOXAZOLES
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