Organic Chemistry Multiple Reagents Help?

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Where do I even begin...

1 Answer
Feb 27, 2018

You have been given an order of operations....

Explanation:

Propionaldehyde is treated with ethyl magnesium bromide to give a secondary alkoxide...

#"H"_3"CCH"_2^(-)""^(+)"MgBr"+"H(O=)CCH"_2"CH"_3rarr"H"_3"CCH"_2(""^(-)"O"-")CHCH"_2"CH"_3#

And water work-up gives the alcohol....

#"H"_3"CCH"_2"CH(OH)CH"_2"CH"_3#

Now this is oxidized up to the ketone...#"3-pentanone"#

#"H"_3"CCH"_2"C(=O)CH"_2"CH"_3#

And this is treated with ethyl magnesium bromide to give the tertiary alcohoxide....and aqueous work-up gives the tertiraty alcohol...

#"H"_3"CCH"_2"C(OH)(CH"_3")CH"_2"CH"_3#

Grignard reagents are one of the few means of making #C-C# bonds....