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Solutions_Manual_for_Organic_Chemistry_6th_Ed 407

Solutions_Manual_for_Organic_Chemistry_6th_Ed 407 - 18-4...

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18-4 [ It ] t j : R: : I�; L CH3 H2CH2CH2CH2CH2CH 3 -- - 1 + C-CH 3 -- - C-CH 3 r 43 85 rnIz 43 �+ CH2CH2CH2CH2CH2CH 3 rnIz 128 rnIz 85 McLafferty rearrangement 18-5 The first value is the n to n * ; the second value is the n to n * . The values are approximate. (a) < 200 nm; 280 nm; this simple ketone should have values similar to acetone (b) 230 nm; 310 nm; conjugated system (210) plus 2 alkyl groups (20) = 230; the value of 310 nm is similar to Figure 18-7: ketone (280 nm base value) plus 30 nm for the conjugated double bond = 310 nm (c) 280 nm; 360 nm; conjugated system (210) plus 1 extra double bond (30) plus 4 alkyl groups (40) = 280; similar reasoning for the other transition, starting with
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