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RESORCIN (meta-dioxybenzene), C5H4(OH...

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Originally appearing in Volume V23, Page 184 of the 1911 Encyclopedia Britannica.
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RESORCIN (See also:meta-dioxybenzene), See also:C5H4(OH)2i one of the dihydric phenols. It is obtained on fusing many resins (See also:galbanum, asafoetida, &c.)  with See also:caustic potash, or by the See also:distillation of See also:Brazil-See also:wood See also:extract . It may be prepared synthetically by fusing See also:meta-iodophenol, phenol meta-sulphonic See also:acid, and See also:benzene meta-disulphonic acid with potash; by the See also:action of nitrous acid on meta-aminophenol; or by the action of 1o% hydrochloric acid on meta-phenylene diamine (J . See also:Meyer, Ber., 1897, 30, p . 2569) . Many ortho and See also:para-compounds of the aromatic See also:series (for example, the brom-phenols, benzene para-disulphonic acid) also yield See also:resorcin on See also:fusion with caustic potash . It crystallizes from benzene in colourless needles which melt at 119° C. and See also:boil at 276.5° C . (L . See also:Calderon), or 280° C . (C . Graebe), and is readily soluble in See also:water, See also:alcohol and See also:ether, but insoluble in See also:chloroform and See also:carbon bisulphide . It reduces See also:Fehling's See also:solution, and ammoniacal See also:silver solutions . It does not See also:form a precipitate with See also:lead acetate solution, as the isomeric See also:pyrocatechin does .

Ferric chloride See also:

colours its aqueous solution a dark See also:violet, and See also:bromine water precipitates tribromresorcin . See also:Sodium See also:amalgam reduces it to dihydroresorcin, which when heated to 150-16o° C. with concentrated baryta solution gives y-acetylbutyric acid (D . Vorlander); when fused with caustic potash, resorcin yields phloroglucin, pyrocatechin and diresorcin . It condenses with acids or acid chlorides, in the presence of dehydrating agents, to oxyketones, e.g. with See also:zinc chloride and glacial acetic acid at 145° C. it yields resacetophenone (HO)2C6H3•CO.See also:CH3 (M . Nencki and N . Sieber, Jour. prak . Chem., 1881 [2], 23, p . 147) . With the anhydrides of dibasic acids it yields fluoresceins (q.v.) . When heated with See also:calcium chloride-See also:ammonia to 200° C. it yields meta-dioxydiphenylamine (A . Seyewitz, See also:Bull . See also:Soc .

Chins., 1890 [3], 3, p . 811) . With sodium nitrite it forms a water-soluble See also:

blue dye, which is turned red by acids, and is used as an See also:indicator, under the name of lacmoid (M . C . Traub and C . Hock, Ber., 1884, 17, p . 2615) . It condenses readily with See also:aldehydes, yielding with formaldehyde, on the addition of_ a little hydrochloric acid, methylene diresorcin [(HO)2•C6H3]2•See also:CH2, whilst with See also:chloral See also:hydrate, in the presence of See also:potassium bisulphate, it yields the lactone of tetra-oxydiphenyl methane carboxylic acid (J . T . See also:Hewitt and F . G . See also:Pope, Jour .

Phoenix-squares

Chem . Soc., 1897, 71, p . 1084) . In alcoholic solution it condenses with sodium acetoacetate to form 13-methylumbelliferone, C50H803 (A . See also:

Michael, Jour. prak . Chem., 1888 [2], 37, 470) . With concentrated nitric acid, in the presence of See also:cold concentrated sulphuric acid, it yields trinitro-resorcin (styphnic acid), which forms yellow crystals, exploding violently on rapid See also:heating . In See also:medicine, resorcin, which is See also:official in the See also:United States under the name of resorcinol, was formerly used as an See also:anti-pyretic, but it has been given up . The dose is 2 to 8 grs . Used externally it is an antiseptic and disinfectant, and is used 5 to 10 % in ointments in the treatment of chronic skin diseases such as See also:psoriasis and See also:eczema of a sub-acute See also:character . Weak, watery solutions of resorcin (10 or 15 grs. to the See also:ounce) are useful in allaying the itching in erythematous eczema . A 2% solution used as a spray has been used with marked effect in See also:hay See also:fever and in whooping-cough .

In the latter disease to minims of the 2% solution has been given internally . It has also been employed in the treatment of gastric See also:

ulcer in doses of 2 to 4 grs. in pill, and is said to be analgesic and haemostatic in its action . In large doses it is a See also:poison causing giddiness, deafness, salivation, sweating and See also:convulsions . It is also worked up in certain medicated soaps . Mono-acetyl resorcin, CBH4(OH)•O•COCH3, is used under the name of " euresol." Resazurin, C12H7NO4, obtained by the action of nitrous acid on resorcin (P . Weselsky and R . Benedikt, Monats., 188o, 1, p . 889), forms small dark red crystals 'possessing a greenish metallic glance . When dissolved in concentrated sulphuric acid and warmed to 21o° C., the solution on pouring into water yields a precipitate of resorufin, C12H,NO3, an oxyphenoxazone, which is Insoluble in water, but is readily soluble in hot concentrated hydrochloric acid, and in solutions of caustic alkalis . The .alkaline solutions are of a See also:rose-red See also:colour and show a See also:cinnabar-red See also:fluorescence . A tetrabromresorufin is used as a dye-stuff under the name of Fluorescent Resorcin Blue . Thioresorcin is obtained by the action of. zinc and hydrochloric acid on the chloride of benzene meta-disulphonic acid .

It melts at 27° C. and boils at 2430 C . Resorcin disulphonic Acid (HO)2C6H2(HSO0)2, is a deliquescent See also:

mass obtained by the action of sulphuric acid on resorcin (H . See also:Fischer, Monats., 1881, 2, p . 321) . It is easily soluble in water and decomposes when heated to too' C .

End of Article: RESORCIN (meta-dioxybenzene), C5H4(OH)2i one of the dihydric phenols. It is obtained on fusing many resins (galbanum, asafoetida, &c.)
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