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XYLENE, or DIMETHYL BENZENE, C6H4(CH3)2

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Originally appearing in Volume V28, Page 889 of the 1911 Encyclopedia Britannica.
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XYLENE, or DIMETHYL See also:BENZENE, See also:C6H4(See also:CH3)2  . Three isomeric See also:hydrocarbons of this See also:formula exist; they occur in the See also:light oil fraction of the See also:coal See also:tar distillate, but they cannot be separated by fractional See also:distillation owing to the closeness of their boiling points . The mixture can be separated by shaking with sulphuric See also:acid, whereupon the ortho and See also:meta forms are converted into soluble sulphonic acids, the See also:para See also:form being soluble only in concentrated acid; the ortho and meta acids may be separated by See also:crystallization of their salts or sulphonamides . Ortho-See also:xylene is obtained from ortho-bromtoluene, methyl iodide and See also:sodium as a colourless See also:mobile liquid boiling at 142°, melting at -28°, and having a specific gravity of x.8932 at o° . Oxidation by See also:potassium permanganate gives See also:phthalic acid; whilst chromic acid gives See also:carbon dioxide and See also:water . Meta- or iso-xylene, the most important isomer, may be prepared by See also:nucleus-synthetic reactions, or by distilling mesitylenic acid, C6H3(See also:CH3)2CO2H, an oxidation product of mesitylene, C6H3(CH3)3, which is produced on the condensation of See also:acetone, with See also:lime; this reaction is very important, for it orientates meta-compounds . It boils at 139°, melts at -54°, and has a specific gravity of o•8812 . Para-xylene is obtained when camphor is distilled with See also:zinc chloride, but it is best prepared from para-brom-See also:toluene or dibrombenzene, methyl iodide and sodium . Dilute nitric acid oxidizes it first to para-toluic acid and then to See also:terephthalic acid . It boils at 138°, melts at 15°, and has a specific gravity of o•88o1 at o° .

End of Article: XYLENE, or DIMETHYL BENZENE, C6H4(CH3)2
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