5. (2 pts) Designate two compounds in each of the following groups as least reac

Question

5. (2 pts) Designate two compounds in each of the following groups as least reactive or most reactive towards: SN1 reactivity, (CH3) C-OH SN2 reactivity. CH3CH2CHCICH3 CH CH CH2C1 (CH) C CI 6. Two rules are used to predict nucleophilicity l) In comparing Nucleophiles that have the same attacking atom, nucleophilicity parallels basicity. The more basic the nucleophile, the more effective. 2) Nucleophilicity increases in going down a column of the periodic table. Using these rules, predict the most effective nucleophile in each pair below: NH NH2 CH COO- H200 BF3 Cl (CH) P: (CH3) N

Explanation / Answer

1) (CH3)3CF > (CH3)3COH > (CH3)3CBr (F IS most electnegetive element,so it it best leving group then OH fllowed by Br)

2) CH3CH2CH2Cl > CH3CH2CHClCH3 > (CH3)3CCl (steric hindrance play very vital role in SN2 reaction.as steric hindrance increase rate of reaction decreases.Thus for the same halogen the reactivity order of alkile halide toward SN2 reaction is as: 1oalkyl halide > 2oalkyl halide > 3oalkyl halide).

3) NH3 > NH2+( NH2+ has defecency of electrone.it is not basic)

CH3COO- > H2O (IT is more basic)

F- > BF3 ( F- is basic then BF3)

I- > Cl- (IT IS OF LOWER COLUMN)

(CH3)3P > (CH3)3N (IT IS OF LOWER COLUMN)

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