Question

Draw the product of nucleophilic substitution with each neutral nucleophile. When the initial substitution product can lose a proton to form a neutral product, draw the product after proton transfer

Answer 1

Neutral nucleophile are: H2O, CH3OH, NH3, RNH2, R2NH, R3N, RCOOH, RSH and PR3. The products by nucleophilic substitution are diverse depending on the different nucleophiles, obtaining alcohol, eter, amines, ester and tioeter considering only the nucleophiles with a hydrogen available.

Step-by-step explanation:

Please see the images attached.

Nucleophilic subtitution with water occurs under Sn1 mechanism. That's it because water as nucleophile is so weak. With the other neutral nucleophiles, the reaction occur under Sn2 mechanism.

RSH + CH3I -----> RSCH3 + HI