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![[Post New]](/templates/default/images/icon_minipost_new.gif) 23 May 2007 13:01:36 IST
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Hi, What is the product? My book says the Br is added to the carbon at the right. Why is Br not addded on to the secondary carbon atom? please explain.
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Guide to latex:
http://www.goiit.com/posts/list/community-shelf-a-guide-to-latex-48056.htm
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23 May 2007 13:05:32 IST
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maybe the product should be
C(Cl)3---CHBr--CH3........
by markonikoffs rule........halogen gets attached to the carbon atom having less no. of hydrogen atom.......
plzz rate if correct and guide if wrong.........
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<DIV ALIGN="right">Animated Letters</DIV></TD></TR></TABLE>
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23 May 2007 13:18:51 IST
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i am sorry but your answer is wrong.I too thought markonikoff's rule will be followed, but in this case it is not followed. i dont know why.. lets wait for an expert to tell us..
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Guide to latex:
http://www.goiit.com/posts/list/community-shelf-a-guide-to-latex-48056.htm
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23 May 2007 13:24:39 IST
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the addition of halogens also takes in 2 stages . AFTER ONE MOLECULE OF ACID HAS BEEN ADDED TO SYMMETRICAL ALKYNE THE PRODUCT IS ACTUALLY IS AN UN SYMMETRICAL DERIVATIVE OF ALKENE AND THE FURTHER RXN TAKES PLACE IN ACCORDANCE WITH MARKONIIFF RULE THATS WHY BR IS ATTATCHED TO THAT CARBON
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IF U CANT UNDERSTAND ABOVE U CAN SEE IN THIS WAY IF +CHARGE COMES ON SEC. CARBON - I OF CL WILL DESTABLIZE IT!!!!! SIMPLE PLZ RATE ME IF IM CORRECT
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23 May 2007 13:53:54 IST
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There are two possible carbocations,a) (Cl)3C-C+-CH3 and b) (Cl)3CH-CH2+ . Out of these two (a) is less stable than (b) due to ?I effect of 3 Cl on adjacent carbon, hence (b) will be formed which in turn will react with Br- - to give anti product.
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23 May 2007 14:10:39 IST
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Cl is elctron attracting in nature, at alpha-carbon thr are thee Cl atoms, which will attract electrons towards it, giving a partial positive charge on the carbon to the left, now when H(+) will attack on the double-bond, a carbocation will be formed, if the +ve charge is on left carbon, it will be less stabalised, as thr is already partial positive charge on it, while in the right carbon, thr's nothing such.... so +ve charge is on left carbon, and hence Br will be attached thr
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23 May 2007 14:59:46 IST
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what i think is that.....since 3 cl atoms are attached to the 1st carbon so the electron cloud b/w c-c will be more towards the 1st c atom....so the secondary c atom will develop a partial +ve charge ...now...when H+ attacks the pi-bond the bond will brk towards the secondry c atom as it already has some +ve charge....and thus 3rd c get +vetively charged and thus br- attacks there........
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25 May 2007 15:33:52 IST
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hey it will not follow the markonikoffs rule which says tht the -vely charged particle goes to the c atom having less no of h atoms.this is becoz hbr is unsymmetrical and here the antimarkonikoffs rule shall follow.thus ur book says it correctly abd br atom will get added to the right.hence the product will be CCL3-CH2-CH2BR.
pls pls reply if i am wrong and rate if i am correct!!!
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make perfection and understanding run in your very own blood..............then no hell of a person can stop u from achieving from what u have desired!
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25 May 2007 16:31:48 IST
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use antimarkovnikof's rule always in the case of HBr antimarkovnikof's rule is valid It is only for HCl n HI that markovnikof's rule is valid rate my reply if u like it
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25 May 2007 16:45:00 IST
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markownikoff rule is valid for hydrocarbons ..(with no other kind of atom except H &C )...even that can be explained according to +I effect of R gps...
in this case - I effect of Cl should be considered ...so  e density of double bond will shift towards Cl gps.....& electrophillic addition reaction will proceed by more stable intermediate
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