Question

A nucleophile resembles a Lewis base because both have electron pairs to donate. The more tightly held an electron lone pair, the more basic it is (see polarizability in this paragraph and Leaving Group Stability below). Nucleophiles tend to prefer to bond to carbon and bases to H. Charged atoms are more nucleophilic than uncharged atoms. Nucleophilicity is inhibited by crowding which decreases a nucleophile's strength, but bulkiness tends to make a base stronger. Increasing polarizability of electrons favors nucleophilicity. In Group 16, sulfur is a better nucleophile than oxygen because the larger sulfur is more polarizable with more loosely held electrons than oxygen. 2. For each pair of nucleophiles below, circle the stronger nucleophile. (3 pts) NH2 OH NH2

Answer 1

Negatively charged ion a neutral atom, is more nucleophilic than Non en 1) Lone pair of sulfur is higher pin energy than that of oxygen, so can easily be used. Nucleophilicity decreases with increase in steric hinderance Nitrogen is less electronegative than oxygen so it can donate its lone pair easily tham oxygen Nucleophilicity decreases with increase in steric hinderance n To NH ₂ Non Taon you ΙΟΥΛ моле Nt aan Negatively charged ion is more neutral atom