Xylenes (Dimethyl benzene), Benzene Hydrocarbon Assignment Help

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Xylenes (Dimethyl benzene) C6H4(CH3)2

         The molecular formula, C8H10 represents four isomers.

838_xylene.png

         These are produced along with benzene, toluene and ethylbenzene when aromatisation of C6 - H8 fraction of petroleum naphtha is completed. The xylenes are isolated with respect to the resulting mixture (BTX) by fractional distillation.

   These can be prepared by Wurtz - Fittig reaction. A group of bromotoluene and methylbromide is treated with sodium in dry ethereal solution to form the desired xylene.

1467_xylene1.png 

844_xylene2.png

1568_xylene3.png

 

         · These can also be obtained by Friedel - craft's synthesis,

         · m-Xylene can be get from mesitylene.

         Xylenes are colourless liquids having property of odour. The boiling points of three isomers are,

         o-Xylene=144°Cm-Xylene=139°Cp-Xylene=138°C.

Xylenes undergo electrophilic substitution reactions in the same manner as toluene. Upon oxidation with KMnO4 or K2Cr2O7, Xylenes form corresponding dicarboxylic acids.

         Xylenes are used in the manufacture of lacquers and as solvent for rubber. o-Xylene is needed for the developer of phthalic anhydride.

 

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