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![[Post New]](/templates/default/images/icon_minipost_new.gif) 29 Jul 2007 11:14:22 IST
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Among the given compunds the most susceptible to nucleophilic attck at the carbonyl group MeCOCl MeCHO MeCOOMe MeCOOCOMe plz sir reply fast with proper explanation
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29 Jul 2007 11:21:23 IST
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C'mon ppl help fast
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29 Jul 2007 13:42:51 IST
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experts help
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29 Jul 2007 14:05:08 IST
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ans :B
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santom |
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30 Jul 2007 00:58:17 IST
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MeCOOCOMe can be easily attacked by a nucleophile as the carbon in this compound is very electrophilic due to excessive resonance with O. Rate me if you find this info useful.
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30 Jul 2007 19:23:12 IST
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The answer is the fourth option as in this case the two methoxy groups
decrease the electron density on the carbon atom and hence make it easier for the nucleophillic attack.
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30 Jul 2007 19:25:51 IST
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Plzz rate if found helpful.
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2 Aug 2007 20:33:12 IST
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i think its B)
MeCHO as its size is smaller than others so no stearic crowding and aldehydic hydrogen is most acidic so can undergo nucleophilic substitution easily.
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* Agent 'G' [sniper] - SD-6 (Alliance of Twelve)
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2 Aug 2007 21:16:23 IST
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the answer is D
hey spidey, notice that sp2 carbon forms trigonal planar structure. so, stearic hindrance is neglected.
we then consider the max. induced +(ve) charge on carbon, wich is in the acid anhydride.
hence the answer
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2 Aug 2007 21:26:22 IST
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i guess (b) coz' aldehydes are quite reactive in nature towards nucleophilic attack.
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2 Aug 2007 22:33:42 IST
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the ans will be B) because the most densely positively charged carbonyl carbon is B) hence it will be most susceptible to nucleophilic attack here's a detailed explanation in d) stearic hindrance does not allow nucleophile to attack in a) +M effect of chlorine decreases +ve charge on carbonyl carbon in c) +M & +I effect of OMe group decreases +ve charge on carbonyl carbon hence we clearly see that in B) i.e aldehyde the carbonyl carbon has the most +ve charge
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4 Aug 2007 14:37:07 IST
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exactly
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* Gaurav Ragtah ( aka Artemis Fowl )
* Agent 'G' [sniper] - SD-6 (Alliance of Twelve)
* Your friendly neighborhood spideyunlimited |
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4 Aug 2007 15:53:41 IST
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One gud way to tackle such problems is by taking the resonance hybrid structure as that is the most probable structure ....So c and d are immediately ruled out ..as the carbonyl carbon is no more electron deficient...
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4 Aug 2007 15:55:34 IST
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answer is undoubtedly b...
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4 Aug 2007 16:58:50 IST
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