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PYROPHORUS (Gr. 7rup, fire, 4 perv, t...

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Originally appearing in Volume V22, Page 695 of the 1911 Encyclopedia Britannica.
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PYROPHORUS (Gr. 7rup, fire, 4 perv, to bear)  , a substance which spontaneously inflames on contact with the air . One of yellow colour and blue
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fluorescence . Fisetin or 3.3'•4'-trioxyflavonol, C15H30O6, occurs in the wood of Quebracho
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colorado, and can be obtained by
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heating fustic with dilute acids . It crystallizes in pale yellow needles . In dilute alcoholic alkalis it shows a dark green fluorescence . On
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fusion with caustic alkalis it yields phloroglucin, resorcin and protocatechuic acid, whilst if air be passed through its alcoholic solution it yields protocatechuic acid and resorcin . It is obtained synthetically from 2-oxy-3.4-dimethoxy-4-ethoxy-chalkone . The various steps in this synthesis are shown below, since the method employed is applicable to other members of the
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group . C2H5 C6H3' COCH3+OHC' CsH3(OCH3)2 --~ C2H5 C6H3' CO' CH : C H' C6H3(OCH3) 2 110/ 0 CH'C6H3(OCH3)2C2HSO' " \CH'C6H3(OCH3)2 O/C.VOH \C0/H2 0 C2H5ol \CH'C6H3(OCH3)2 This structure of the fisetin molecule was confirmed by Herzig (Monats., 1891, 12, p . 177), who showed that the tetraethyl ether of fisetin on hydrolysis with alcoholic potash gave diethylprotocatechuic acid and diethylfisetol, the latter on oxidation yielding
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ethyl-f3-resorcylic acid, which had been previously obtained by oxidizing resacetophenone ethyl ether . Luteolin or 1.3.3'•4'-tetroxyflavone, C,5H1006, is found in the weld obtained from Reseda luleola . It crystallizes in small yellow needles, which dissolve in solutions of the caustic alkalis with a bright yellow colour .

On fusion with caustic alkalis it yields phloroglucin and protocatechuic acid . It is obtained synthetically from I.3.3''4'-tetramethoxy-flavanone by bromination, the tribromo-

compound being decomposed by the successive use of alcoholic potash and concentrated hydriodic acid . Quercetin or I.3.3'•4'-tetroxyflavonol, C15H1007, is a decomposition product of quercitrin rind, and is found in many
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plants . It is obtained by the hydrolysis of quercitrin with dilute sulphuric acid . It is a pale yellow crystalline powder .
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Alcohol hydrolyses it to protocatechuic acid and phloroglucin . It is prepared synthetic-ally from 2-hydroxy-3.4.4'•6'-tetramethoxy-chalkone . Rhamnetin, C,5H906.00H3, the monomethyl ether, is a pale yellow powder . Rhamnazin, C15H5O5(OCH3)2, the dimethyl ether, crystallizes in yellow needles . Morin or I.3.2'•4'.tetroxyflavonol, C,5H,007, occurs In the wood of Autscorpis integrifolia, and crystallizes in long yellow needles, which on fusion with caustic
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alkali decompose into phloroglucin, resorcin and oxalic acid . On reduction with sodium
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amalgam in alkaline solution it yields phloroglucin and ,B-resorcylic acid . It yields a tetramethyl ether and a penta-acetate .

It has been synthesized from 1.3.2'•4'-tetramethoxy flayanone by converting this into its isonitroso compound, which yields morin trimeth l ether on hydrolysis by sulphuric acid . Myricetin or 1.3'3'4 •5'-penta-oxy flavonol, C15H1008, found in the rind of Myrica nagi and also in Sicilian

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sumach, crystallizes in yellow needles which dissolve with a green colour in dilute alkalis . On fusion with caustic alkalis it yields gallic acid and phloroglucin . The parent substance of the group, namely chroman (annexed formula), was obtained by J. v . Braun and A . H2•CH2 Steindorff in 1905 (Ber., 38, p . 850) by diazotizing I , ortho-amino-y-chlorpropylhenzene and heating O—CH2 the resulting chlorpropylphenol with a caustic alkali . It is a colourless oil which boils at 214–215e C. and possesses a characteristic
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peppermint odour . For the dibenzo-
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pyrones see XANTHONE .

End of Article: PYROPHORUS (Gr. 7rup, fire, 4 perv, to bear)
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