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Topic: ETHERS  (Read 5944 times)

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puru

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ETHERS
« on: September 23, 2004, 07:21:47 AM »
dear friends,
a question on reactions of ethers:
ON CLEAVAGE BY HALOACIDS(HCl,HBr,etc..):
how do you guess the product of the foll. reactions:
C2H5OCH3 + HBr-->??
C3H7OC6H13 + HCl-->??
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Offline AWK

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Re:ETHERS
« Reply #1 on: September 23, 2004, 09:23:19 AM »
With 1 mole HBr (HI) the bromide (iodide) attaches to the most substituted carbon
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Offline Mitch

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Re:ETHERS
« Reply #2 on: February 02, 2005, 11:28:47 AM »
Why is that? Why wouldn't it attack on the less hindered carbon?
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Offline ATMyller

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Re:ETHERS
« Reply #3 on: February 04, 2005, 02:14:46 AM »
It's a radical process and with bromide the reaction is so slow that the unpaired electron has plenty enough time to move around the carbon chain (while hydrogens exchange their places). The most stabile place for the radical is at the most substitued carbon (can't remember the english term for this).
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Chemists do it periodically on table.

Offline movies

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Re:ETHERS
« Reply #4 on: February 04, 2005, 01:30:54 PM »
There is no source of radicals in this reaction though!
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Offline ATMyller

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Re:ETHERS
« Reply #5 on: February 07, 2005, 05:01:51 AM »
Oh yes it's HBr not Br2. In that case it's normall addition where hydrogen goes for less subsitueted carbon due double bond's directional coulombic attraction.
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Chemists do it periodically on table.
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