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Topic: halogenation question  (Read 3212 times)

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Offline narutodemonkill

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halogenation question
« on: April 24, 2010, 11:48:09 PM »
If you given a compound which has a 2 degree carbon(s)  1 degree carbon's and a 4th or quatenary degree carbon.


how many products can be formed by monohalogenation?

would it be 2?

Offline Smrt guy

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Re: halogenation question
« Reply #1 on: April 25, 2010, 02:56:54 PM »
If the starting material is 3,3-diethylhexane, yes.

Offline narutodemonkill

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Re: halogenation question
« Reply #2 on: April 25, 2010, 06:51:27 PM »
If the starting material is 3,3-diethylhexane, yes.


what if its 2,2,3-trimethylhexane
monohalo

the methyl on the 3 is still a 1 degree carbon so won't it be similar to forming a halgenation with the first carbon on the chain?

so you do or do not count the halogenation on methyl on the 3 halogenation as an extra product?

Offline Schrödinger

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Re: halogenation question
« Reply #3 on: April 26, 2010, 02:05:11 AM »

what if its 2,2,3-trimethylhexane
monohalo

the methyl on the 3 is still a 1 degree carbon so won't it be similar to forming a halgenation with the first carbon on the chain?

so you do or do not count the halogenation on methyl on the 3 halogenation as an extra product?
The methyl on the 2nd carbon is the same as the 1st carbon, because you can start counting the chain from either methyl.
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Offline Smrt guy

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Re: halogenation question
« Reply #4 on: April 26, 2010, 11:20:35 PM »
There are 6 possible points of halogenation on 2,2,3-trimethylhexane.  The Diethyl hexane was chosen because of high symmetry leading to only one primary, secondary, and quaternary carbon (by symmetry relation).

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