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![[Post New]](/templates/default/images/icon_minipost_new.gif) 2 Dec 2007 22:59:49 IST
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Sir this ques i am not getting it at all.Means how can it occur So Plzz explain it with the mechanism Thanx
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![[Post New]](/templates/default/images/icon_minipost_new.gif) 2 Dec 2007 23:24:15 IST
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yeah! this is an exceptional case.............
in this case , instead of forming viccinal dihalide , cyclic sulphite is formed........
this is due to fact that both OH groups are close to each other, which is quickly attacked by SOCl2 molecule and 2 molecules of HCl are removed forming stable sulphit ring..........now as this ring is quit stable and due to absence of one more halogen atom(because both Cl are removed by 2 OH groups) further breaking into SO2 and alkyl halides .....does not takes place............and so final product is sulphite ring of given diol......
satisfied!!!!!!!
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LOKESH SARDANA,
department of Production and Industrial engineering,
Indian Institute of Technology,Roorkee.
Happiness can be found, even in the darkest of times, if one only remembers to turn on the light.
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![[Post New]](/templates/default/images/icon_minipost_new.gif) 2 Dec 2007 23:30:55 IST
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however if we use PCl instead of SOCl2 ...........the final product will be viccinal dihalide..........
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my future signature:
LOKESH SARDANA,
department of Production and Industrial engineering,
Indian Institute of Technology,Roorkee.
Happiness can be found, even in the darkest of times, if one only remembers to turn on the light.
Albus Dumbledore
Harry Potter and the Prisoner of Azkaban movie
There are only two ways to live your life. One is as though nothing is a miracle. The other is as though everything is a miracle.
-- Albert Einstein
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![[Post New]](/templates/default/images/icon_minipost_new.gif) 2 Dec 2007 23:36:27 IST
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sorry dude............didn't see the heading that it was 4 madhusudan sir...........
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my future signature:
LOKESH SARDANA,
department of Production and Industrial engineering,
Indian Institute of Technology,Roorkee.
Happiness can be found, even in the darkest of times, if one only remembers to turn on the light.
Albus Dumbledore
Harry Potter and the Prisoner of Azkaban movie
There are only two ways to live your life. One is as though nothing is a miracle. The other is as though everything is a miracle.
-- Albert Einstein
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![[Post New]](/templates/default/images/icon_minipost_new.gif) 3 Dec 2007 10:57:08 IST
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How do we know all the exceptions in organic chem?
Should we learn all the exceptions of organic? That will be too bulky.
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The quality of a person's life is in direct proportion to their commitment to excellence, regardless of their chosen field of endeavor.
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Back to goiit, this time with Baby Veerappan. :D |
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![[Post New]](/templates/default/images/icon_minipost_new.gif) 3 Dec 2007 11:09:15 IST
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no.................not all...............this one is imp..........and is found in each book under topic of diols...........
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my future signature:
LOKESH SARDANA,
department of Production and Industrial engineering,
Indian Institute of Technology,Roorkee.
Happiness can be found, even in the darkest of times, if one only remembers to turn on the light.
Albus Dumbledore
Harry Potter and the Prisoner of Azkaban movie
There are only two ways to live your life. One is as though nothing is a miracle. The other is as though everything is a miracle.
-- Albert Einstein
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![[Post New]](/templates/default/images/icon_minipost_new.gif) 3 Dec 2007 17:58:22 IST
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HO¾CH2¾CH2¾CH2¾OH + O=S(¾Cl)¾Cl ®
H¾O+¾CH2¾CH2¾CH2¾OH ï - HCl O-¾S(¾Cl)¾Cl ®
CH2¾CH2¾CH2 ï ï O¾S(=O) OH ï Cl ®
CH2¾CH2¾CH2 ï ï O¾S(=O)¾O+¾H ï -HCl Cl ®
CH2¾CH2¾CH2 ï ï O¾S(=O)¾O
As explained in the earlier mechanism for formation of corresponding chloride the intermediate is formed by the reaction of thionyl chloride instead of being attacked by Cl- by SN2, the lone pair of electron on second OH attacks the sulphur atom to form the intermediate as shown above which loses the HCl to give six membered ring.This is the possible mechanism for the formation of the product shown by you. Thank you for correcting me. Initially it appears to be a simple reaction of thionyl chloride and alcoholic OH. If the reaction is with only one mole of thionyl chloride there 3-chloro ?1-propanol should be formed along with the above mentioned product. The % of each product will depend on the reaction condition. I have my own doubt about the stability of the cyclic product as sulphur is attached to three more electronegative atoms. The problems posted by you are really challenging , keep it up; do share such problems with me.
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HO¾CH2¾CH2¾CH2¾OH + O=S(¾Cl)¾Cl ® H¾O+¾CH2¾CH2¾CH2¾OH ï - HCl O-¾S(¾Cl)¾Cl ® CH2¾CH2¾CH2 ï ï O¾S(=O) OH ï Cl ® CH2¾CH2¾CH2 ï ï O¾S(=O)¾O+¾H ï -HCl Cl ® CH2¾CH2¾CH2 ï ï O¾S(=O)¾O As explained in the earlier mechanism for formation of corresponding chloride the intermediate is formed by the reaction of thionyl chloride instead of being attacked by Cl- by SN2, the lone pair of electron on second OH attacks the sulphur atom to form the intermediate as shown above which loses the HCl to give six membered ring.This is the possible mechanism for the formation of the product shown by you. Thank you for correcting me. Initially it appears to be a simple reaction of thionyl chloride and alcoholic OH. If the reaction is with only one mole of thionyl chloride there 3-chloro ?1-propanol should be formed along with the above mentioned product. The % of each product will depend on the reaction condition. I have my own doubt about the stability of the cyclic product as sulphur is attached to three more electronegative atoms. The problems posted by you are really challenging , keep it up; do share such problems with me.
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![[Post New]](/templates/default/images/icon_minipost_new.gif) 3 Dec 2007 18:10:08 IST
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Thanx sir for ur answer i will keep asking my queries bye
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PLZ DONT RATE ME FOR MY ANSWERS,IF U WANT TO COMPLIMENT ME THEN JUST HELP ANY OTHER IN FUTURE AS I AM DOING IT NOW
FILL THE UNFORGIVING MINUTE WITH 60 SECONDS THEN THE LIFE WILL BE YOURS
The woods are lovely, dark &deep
But I have promises to keep
And miles to go before I sleep
And miles to go before I sleep
-Robert Frost
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