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(i) Using curved-arrow notation, show the formation of reactive intermediates when the following covalent bonds undergo heterolytic cleavage.

(a) CH3–SCH3,

(b) CH3–CN,

(c) CH3–Cu

(ii) Giving justification, categories the following molecules/ions as nucleophile or electrophile:

HS , BF3, C2H5O , (CH3)3N;

\(C\overset{+}{l}\)\(CH_3-\overset{+}{C}-H_2N-:\),\(\overset{+}{N}O_2\)

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Best answer

(i)

(a) 

(b) 

(c) 

(ii) Nucleophiles: HS ,C2H5O , (CH3)3N:, HN. 

These species have unshared pair of electrons, which can be donated and shared with an electrophile.

Electrophiles: BF3,Cl+ ,  \(CH_3-\overset{+}{C}=O\) , \(\overset{+}{N}O_2\)

reactive sites have only six valence electrons; can accept electron pair from a nucleophile.

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