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Papers included in this bank - ASKnLearn

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CJC/PRELIM 2009/P1/Q3030 A useful oxidis<strong>in</strong>g agent specifically for vic<strong>in</strong>al diols (ie. the two OH groups are onadjacent carbons) used <strong>in</strong> the laboratory <strong>in</strong>cludes NaIO 4 . An example of theconversion us<strong>in</strong>g butane-2,3-diol is shown below:OH OHCH 3 C C CH 3HHNaIO 42 CH 3What would be the f<strong>in</strong>al organic products obta<strong>in</strong>ed when compound Y is firsttreated with cold alkal<strong>in</strong>e aqueous KMnO 4 followed by NaIO 4 ?Compound Y is CH 3 CH=C(CH 3 )–CH 2 –CH=CH(CH 3 )COHAOO+CH 3C CHCH 3CH 2COHBOOCH 3 C + C CH 2CH HOHOOHOHCCH 3C + HHC CH 2C HCH 3HOOOHD CH 3 C + C CH 2C HH HH© SAJC Chemistry Unit 2009 22

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