Solutions_Manual_for_Organic_Chemistry_6th_Ed 335

Solutions_Manual_for_Organic_Chemistry_6th_Ed 335 - 1 5-22...

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Unformatted text preview: 1 5-22 (a) 353 nm: a conj ugated tetraene-must have highest absorption maximum among these compounds ; (b) 3 1 3 nm: c losest to the bicyclic conj ugated triene in Table 1 5 -2; the diene i s in a more substituted ri ng, so it is not surprising for the maximum to be slightly higher than 304 nm; (c) 232 nm: simi l ar to 3 -methylenecyc lohexene in Table 1 5 -2; (d) 273 nm: 1 ,3 cyclohexadiene (256 nm) + 2 a lkyl substituents (2 x 5 nm) = p redicted value of 266 nm; (e) 237 nm: like 3 -methylenecyclohexene (232 nm) + 1 a lkyl group (5 nm) = p redicted value of 237 n m 1 5-23 Please refer to solution 1 -20, page 12 of this Solutions Manual . 1 5-24 (a) isolated (b) conj ugated 3 (c) cumulated 1 5 -25 (a) b0 4 5 W ( b) (d) conj ugated 1 ( e) conj ugated 7 � � + o- Cl 0 5 ( e) 3 (f) cumulated ( 1 ,2) and conj ugated (2,4) H /C � H 2C = C = C " CH2 H ( c) 0 " + Br one eq ui valent o f HC l (d) (f) � Br Br Br Br � Br � OH Br � OH + B r minornot conj ugated � Br + Br � Br ( g) ( h) (i) 3 28 ...
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This note was uploaded on 02/27/2010 for the course CHEM 140 taught by Professor Wade during the Spring '10 term at Whitman.

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