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Unformatted text preview: 18-4 [ McLafferty rearrangement
n j C-CH3 :I�; L C-CH3 r � CH3 It H2CH2CH2CH2CH2CH3 1 :+R: 85 rnIz 43 rnIz �+CH2CH2CH2CH2CH2CH3 rnIz 85
----- 128 The first value is the to the second value is the n to The values are approximate. (a) 200 nm; 280 nm; this simple ketone should have values similar to acetone s(b)mi230tonm;g310 nm; conjugate(280 nmmbase valpluue)s 2plalsk30groups (20)conj230;gattehdedoubleeofbond nm10 nm i lar Fi ure 18-7: ketone d syste (210) u yl nm for the u valu 310 3 (2c)80;280mnm;r reasoningconjugatotdher treansi(210) stplaurtsin1gextrtah double bondbase0)valuuse 4ofal290 groups (40) si ila 360 nm; for the e syst m tion, wi an average (3 pl kyl (d) 270 nm; 350 nm; same as in (c) except only 3 alkyl groups instead of 4 REMINDERS be more thSYNTHESIStimPROBLEMS: to a synthesis, especial y as the list of reactions Tlhere may ABOUT an one legi ate approach getsBeginger. analysis by comparing the target to the starting material. If the product has more o n your carbonsbonds. you will th carbonherethan theblreactant, backwardsneed totusetaone ofbacke smalhle numberg of reactailo. ns that form carbon 4. W possi REACTIONS. There is nohebetrgettest of twhetherayoun knowerithe reactions than KNOW THE e, work ems. from ter o t st rti mat probl
n*; n*. <
= = is = 1. 2. 3. attempting synthesis 402 ...
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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.
- Spring '10