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Chemistry Forums for Students => Organic Chemistry Forum => Topic started by: orbital_90 on September 11, 2012, 07:12:12 PM

Title: Ether question
Post by: orbital_90 on September 11, 2012, 07:12:12 PM

Hello,
I just have a question about making ethers. (This is from our study session for Org. Chem 2)
The question is:

Which pair of reagents would produce the highest yield of (R)-2-ethoxybutane?

a) sodium (S)-2-butoxide + iodoethane
b) sodium (R)-2-butoxide + iodoethane
c) sodium ethoxide + (S)-2-iodobutane
d) sodium ethoxide + (R)-2-iodobutane
e) both B and C

Title: Re: Ether question
Post by: discodermolide on September 11, 2012, 10:17:38 PM

What do you think the answer to this is?

Title: Re: Ether question
Post by: orgopete on September 11, 2012, 11:52:52 PM

Hint, if elimination were the competing reaction, which reactions would be most likely to undergo elimination?