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Topic: Grignard product  (Read 5208 times)

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Offline HP

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Grignard product
« on: July 31, 2005, 01:57:06 AM »
Hi
I am interesting the properties of the product formed by the reaction of Grignard's reagents with alcochols for example:
Me-MgI + C2H5OH = CH4 + C2H5-OMgI
1.Do C2H5OMgI has basic character and how strong base it is?
2.Can it react further with bromoethyl acetate to form C2H5-OCH2COOEt
In this case if this reaction is possible how could i identify the inorganic salt MgBrI as its mixed salt of magnesium?
Thank you :D
xpp

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Re:Grignard product
« Reply #1 on: August 01, 2005, 02:06:08 PM »
Yes, Grignards with alcohols would react just the way you showed.  There basicity isn't any greater than a "regular" alkoxide.  alpha-halo carbonyl compounds like bromo ethyl acetate are excellent alkylating agents, although they are a little nasty to work with.

Offline HP

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Re:Grignard product
« Reply #2 on: August 03, 2005, 11:43:04 AM »
Yes i alredy know how nasty bromoethylacetate is :'(:)..
The reaction seems really work and i am encouraged.
I have some more questions like: Is the reaction between ROMgI and BrCH2COOEt similar like the Williamson ether formation synthesis like RONa+ R-X...
Thank you for the help.
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Re:Grignard product
« Reply #3 on: August 03, 2005, 12:04:36 PM »
Yes, this is very similar to a Williamson ether synthesis.  I think it might have a different name, but I can't remember what it might be.

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