103-65-1 «-Propylbenzene

Into a 1500 ml. three-necked flask, equipped with a dropping funnel, a mercury-sealed stirrer and a double surface condenser (the last-named provided at its upper end with a guard tube filled witla a mixture of 

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The yield of iso-propylbenzene is influenced considerably by the quality of the anhydrous aluminium chloride employed. It Is recommended that a good grade of technical material be purchase in small bottles containing not more than 100 g. each undue exposure to the atmosphere, which results in some hydrolysis, is thus avoided. Sealed bottles containing the reagent sometimes have a high internal pressure they should be wrapped in a dry cloth and opened with care. 

This contains only a small proportion of unsaturated compounds.- these are easily removed by three washings with one tenth of the volume of concentrated sulphuric acid (compare Section III,7, Note 2). The resulting pure n-propylbenzene boils at 158-159°. 

Prepare a solution of benzyl magnesium chloride in a 2-litre three-necked flask from 24-3 g. of magnesium turnings, 600 ml. of sodium-dried ether and 126-5 g. (115 ml.) of redistilled benzyl chloride follow the experimental details given under n-Propylbenzene (Section IV,7). Cool the flask in running water or in ice water. Place a solution of 456 g. of n-butyl-p-toluenesulphonate (Section IV,198) in about twice its volume of anhydrous ether in the dropping funnel, and add it slowly with stirring, at such a rate that the ether just boils a white solid soon forms. The addition is complete after about 2 hours. Pour the reaction product... 

In an attempt to prepare propylbenzene a chemist alkylated benzene with 1 chloropropane and aluminum chloride However two isomeric hydrocarbons were obtained m a ratio of 2 1 the desired propylbenzene being the minor component What do you think was the major product How did it anse ... 

FIGURE 13 43 The mass spectrum of propylbenzene The most intense peak is... 

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