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Ask iit jee aieee pet cbse icse state board community Community Discussion Question: What will be the product of...........?..........
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jasbir (27)

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What will be the product of...........?..........


HYDROBORATION FOLLOWED BY OXIDATION.......


    
norton (80)

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will it be:


 


 


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CIRCUIT: Bole toh, simple hai bhai, Ox mane Bael, Ford mane gaadi. Oxford bole toh Baelgaadi.
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aditya.ramani (11)

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yes that is correct


the addition  product of hydroboration/oxidation will prefer the less sterically hindered carbon

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norton (80)

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yes...and it will be anti-markovnikov's addition.   i.e. negative part of addundum will attach to that carbon atom which has more no. of hydrogen atoms. 


Alcohol and Calculus -- DON'T MIX -- Please don't Drink and Derive!!!

A committee is a group of people who individually can do nothing but together can decide that nothing can be done.

MUNNA BHAI: Circuit, bole toh yeh Ford kya hai?
CIRCUIT: Bhai, gaadi hai.
MUNNA BHAI: Toh phir, yeh Oxford kya hai?
CIRCUIT: Bole toh, simple hai bhai, Ox mane Bael, Ford mane gaadi. Oxford bole toh Baelgaadi.
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svj29 (2037)

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@Norton

i disagree with you here, if this is a bicyclo compound and if you make the mechanism for the product you have formed, a bridgehead carbon will have a positive charge, which will be highly highly unstable due to angle strain, so this case will become and exception...and if the bond shiftin is done in the opposite direction (positive charge on the carbon adjacent to bridgehead carbon) than OH will attach to the bridgehead carbon.

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arg121 (2)

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plz can sum1 tell me the basic logic behind the mechanism of hydroboration...


plz tell me how did u get product...i did nt get that anti-mark..rule being applied here.

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sreeee (89)

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@ svj29



nice joke man..ha ha ha..first get ur concept clear abt the bridgehead carbon..i think this much is gud enough for u..hahaha....norton's answer is correct


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lol...
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svj29 (2037)

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well i come here to learn new things/concepts and help others...
not to point out mistakes like you...If you don't play the game, don't decide the rules...

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svj29 (2037)

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edited


PROGRESS ISN'T MADE BY EARLY RISERS OR HARD WORKERS, BUT BY LAZY PEOPLE TRYING TO FIND EASIER WAY TO DO THE SAME.....SO BE LAZZZZYY!!!!
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tarinbansal (3845)

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@svj29,
A compound with 2 rings is NOT called a bicyclo compound. Bicyclo compound is a different thing. There is neither a bicyclo compound here not a brigdehead carbon.

And norton's answer seems to be correct.

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svj29 (2037)

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@tarin
but won't angle strain be generated there...???

please can you explain the whole thing...and clarify my concepts..

PROGRESS ISN'T MADE BY EARLY RISERS OR HARD WORKERS, BUT BY LAZY PEOPLE TRYING TO FIND EASIER WAY TO DO THE SAME.....SO BE LAZZZZYY!!!!
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tarinbansal (3845)

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Angle strain? Why and where?
These are just 2 rings joined to each other.

And how will that angle strain affect the product? Its just a simple anti-M'off addition and going by the mechanism, U can easily find the product.

The quality of a person's life is in direct proportion to their commitment to excellence, regardless of their chosen field of endeavor.

It is during our darkest moments that we must focus to see the light.

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norton (80)

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@svj29


well, there won't be any angle strain.   because the sp2 carbon (carbocation)  will be able to move in the plane to minimize the strain, i guess.  it will become a bit straight - i.e the bond angle will increase.  hope i am right.   


Alcohol and Calculus -- DON'T MIX -- Please don't Drink and Derive!!!

A committee is a group of people who individually can do nothing but together can decide that nothing can be done.

MUNNA BHAI: Circuit, bole toh yeh Ford kya hai?
CIRCUIT: Bhai, gaadi hai.
MUNNA BHAI: Toh phir, yeh Oxford kya hai?
CIRCUIT: Bole toh, simple hai bhai, Ox mane Bael, Ford mane gaadi. Oxford bole toh Baelgaadi.
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