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R-OH    +    Na        R-O-Na+

  R-O-R´

R´-OH    +    HX        R´-X

(CH3)2CH-OH   +   Na      (CH3)2CH-O-Na+

+ CH3CH2CH2-O-CH(CH3)2

CH3CH2CH2-OH   +  HBr     CH3CH2CH2-Br            isopropyl n-propyl ether

note:  the alkyl halide is primary!

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