IMG_0001_NEW_0035 - or the highest energy point between the...

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CASE 1: Sy2 1. rate ofreaction o< lelectrophilel fnucleophile] this means both need to be present in the rate determining step and the reaction is referred to as second order. for most of the examples we will see the electrophile is an allq,l halide mechanism: (pushing electrons) first let's consider sp' carbon and the many different ways a nucleophile could attack. - if nucleophile attacks from the same side of the carbon that the leaving group is on (e.g. Br) the lone pair or minus charge on the nucleophile will be forced to come in close proximity to the leaving Broup, which is partially negative (these two groups rvill repel one another). Also, leaving groups are often quite large and block one 'face' of the carbon atom. lz - Let's consider the tralsition state
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Unformatted text preview: or the highest energy point between the starting material hllql halide) and product (alcohol). This transition state will resemble both the starting material and products to some degree - except that a bond that \\'as present in the starting material is breaking (C-Br) and a new bond is forming (C-OH). Recall from our discussion of resonance that these partial bonds are represented with dasheffines -------. Th,e_ hansi_tion state is drarvn in [ ] and given the symbo{y'The differetr.":TGilf G..n the starting material and the transition ,tut" t.11, us how favorable a reaction is. ^flht) nesiW, ftfru,# \aft nf,Q: Oftl - NUC \,ry.ry=# i- i | 5- -1 L Ho;*h '\b ) ll'A \ r'f inrng <y, + ,,H H ^o +vY il4 fl-t -'l i'ri znr yltn"-:t rtt...
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This note was uploaded on 12/27/2011 for the course CHEM 281 taught by Professor Williams during the Fall '11 term at Simon Fraser.

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