[Aznhmonglor]

I have a problem on this question. I know that one of the products, Product B, is an R-OH group. I got that part correct it was just methanol. Now for the major organic product A, I tried



and it wasn't right. What did I do wrong? Is there suppose to only be one nitrogen in the product??

[azmanam]

how did you extrude methanol as the byproduct?  what was your mechanistic thought process for making the amide you proposed for A?

[Aznhmonglor]

I know that an ester combined with NH3 would form an acetamide and an ROH group. My thought process was that if there is an NH2 group than that means that an NH3 could have replaced the oxygen with the methyl to form the ROH and the NH2 would take place. Wrong?

[azmanam]

would form an acetamide

first, acetamides are a particular functional group (http://en.wikipedia.org/wiki/Acetamide)

that means that an NH3 could have replaced the oxygen with the methyl to form the ROH

ok thought process... but you have to use the reagents given.  You weren't given NH3.  What else can you use as a nucleophile?

[Aznhmonglor]

Ah HAH! the nitrogen group can be used as nucleophile? in which it attacks the carbonyl carbon?

[azmanam]

yup

[Aznhmonglor]

It must form this then!




right???

[azmanam]

yup

[Aznhmonglor]

Thank you so much. Its so much easier when I come on here. I kind of have an idea of whats going on but the material is new to me so I have to get it straight first on here. Thanks again Azmanam.