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Organic Chemistry

Blazing goIITian

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30 Jun 2008 18:46:59 IST

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which bond will break on halogenation of this compound and why......?

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which bond will break on halogenation of this compound and why......?

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Cool gay

Blazing goIITian

Joined: 13 Aug 2007

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30 Jun 2008 19:11:00 IST

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6th position par lagega ring ke....matlabb uppar se ring ke double bond ke saath wale right carbon par.. :D :D ..haina!!

manglam tewari

Cool goIITian

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30 Jun 2008 19:21:29 IST

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halogenation occurs by the formation of cyclic intermediate, halonium ion(in solution) , the mechanism may be cald as SN2 having sn1 character... as far as i can remember crowding will be the deciding factor...isliye neeche wala double bond will break....

priya

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30 Jun 2008 20:11:53 IST

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halogination is sn2 rxn
less crowding more stable

so lower double bond will break

Akansha

Blazing goIITian

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30 Jun 2008 20:13:17 IST

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it shod the bond at 1st-2nd C as cyclic halonium ion will b more stable becoz of +I effect of -CH3

sohraan

Blazing goIITian

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30 Jun 2008 20:51:29 IST

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cycloakanes and cykloalkenes both undergo halogenation reactions...........so it depend on the conditions..............

first case

if halogens -----uv radiations// then mechanism will proceed by free radical mechanism and the most stable intermediate(radical)will be formed which is the next one to the top double bond and to that halogen radical will be attached to that intermediate........hp...u.got it

second case only halogens then

double bond will break and the mechanism is easy.......(stated by few above)..............lower double bond will break.........

correct if am wrong

bharat goswami

Blazing goIITian

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30 Jun 2008 21:07:39 IST

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dekho koi bond break nahi karega!!

as holagen will act as a electophile...n ch3 is o/p director..and also due to steric hinderance...halogen will be attatched 2 the para position wid respect 2 ch3.....i mean it will be the major product....the only bond which will break will be c-h bond...got it!!:)

Tarin Bansal

Blazing goIITian

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30 Jun 2008 21:46:42 IST

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Which halogenation is this??
Cl2 + AlCl3 OR Cl2 + hv??

If it is Cl2 + AlCl3, then it is EAS and will occur at O/P position(I hope U understand which positions are like O/P positions in this compound).

If it is halogenation in presence of light, then it wud occur at alkane part and the reactivity can be found easily by the reactivity ratios of halogen with respecitve positions(i.e., primary, secondary, tertiary) in alkane.

biswarup

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Joined: 30 Jun 2008

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1 Jul 2008 00:38:19 IST

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the bond near the ch3 group will break due to the -i effect.Is that correct.

Cool gay

Blazing goIITian

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1 Jul 2008 09:38:28 IST

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my answer is correct..i suppose hez asking abt the halogenation which proceeds via free radical intermediate...please see the first reply of this post :D :D....and those who are talking of double bond..in most of the buks, case of bromine is given ....no there is no point of thinking in that direction

Saurabh Sood

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2 Jul 2008 11:56:35 IST

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if UV light is used : Free radical reaction.

If AlCl3 is used : Electrophilic Aromatic substitution.

Saurabh Sood

Cool goIITian

Joined: 21 Nov 2007

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2 Jul 2008 12:47:47 IST

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is it a benzene ring or is it the structure that he has drawn???

Cool gay

Blazing goIITian

Joined: 13 Aug 2007

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3 Jul 2008 12:42:42 IST

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u are urself confused hahahahaha

first see the image properly :P :P :D

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