Hi, wondering if can have a little help with a reaction mechanism,
I have a 3 part question as part of homework, I think have got A) right and C)but really not sure about part B
a) CH3CH2Br with the O atom of OH
CH3CH2Br + OH ---> CH3CH2OH + Br
b) Write out the reaction mechanism for CH3Br and NaNH2
c) Propanal with H+ What is the product?
This is all about competition of the other reactant acting as a base or a nucleophile. In reality, it is often one which predominates and you can get some of the other reaction.
For (b), NaNH2 is a great base. NH2 can abstract a proton releasing NH3, favourable in terms of entropy, etc. I have a feeling that Br would then leave, giving you a CH2 carbene.
(c) Aldehyde propanal with H+ => well carbonyl in acid would tautomerise to give you the enol form, remember?
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