Online Encyclopedia

Search over 40,000 articles from the original, classic Encyclopedia Britannica, 11th Edition.

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

Online Encyclopedia
Originally appearing in Volume V23, Page 184 of the 1911 Encyclopedia Britannica.
» Make a correction to this article.
» Add information or comments to this article.
Spread the word: del.icio.us del.icio.us it!

See also:

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 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 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. 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.)

Additional information and Comments

There are no comments yet for this article.
» Add information or comments to this article.
Please link directly to this article:
Highlight the code below, right click, and select "copy." Then paste it into your website, email, or other HTML.
Site content, images, and layout Copyright © 2006 - Net Industries, worldwide.
Do not copy, download, transfer, or otherwise replicate the site content in whole or in part.

Links to articles and home page are always encouraged.

[back]
RESOLUTION 		[next]
RESOURCES OF STATE BANKS, TRUST COMPANIES

Site © 2006 - Net Industries