Organic chemistry question: Regarding Sn1, Sn2, E1, E2 reactions, how or when do you know when...

Organic chemistry question: Regarding Sn1, Sn2, E1, E2 reactions, how or when do you know when the chemical(ex. Iodide) is attacking the Halo(Bromine) from the back or the front? *Urgent* Examples please.....

Expert Solution

Solution:

The attack of front or back side is mainly depends upon the structure of alkyl halide.

>>If alkyl halide is primary, then reaction is SN2 and backside attack favors the stability of transition state.

>>If alkyl halide is tertiary, then reaction is SN1 and incoming nucleophile has equal probability to attack from front or back side.

>>If alkyl halide is secondary, then reaction can be SN1 or SN2, It will depends upon the polarity of solvents.

>>In case of E1 and E2 attack of nucleophile (Base) is not possible, they only eliminates protons.

NOTE: Iodide (I-) is a bulky group, hence it prefered to attack from backside due to steric reason. Thus. when incoming nucleophile is bulky, it always prefers backside attack and giving SN2 reaction.

queen_honey_blossom answered 2 years ago

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