Question

2-chlorobutane

2-bromobutane

1-chlorobutane

1-bromobutane

2-chloro-2-methyl-propane

Allyl chloride

Benzyl Chloride

Bromobenzene

Bromocyclohexane

Bromocyclopentane

1. Which substrates should be "very reactive" in SN2 reactions?

2. Which substrates should be "very reactive" in SN1 reactions?

Answer 1

solution: achlorobutane 2-Bromobutane C CH - CH₂ CH3 CH CH - CH₂ - CH3 I-Chloro butane - CH₂ - CH₂ - CH₂ - CH₂ CH3 1- Bromo butane CH₂ - CH - CH₂ - CH3 Br a-chloro-a-methylpropane C-CH Allyl chloride Benzyl » a cha-ce EJ Chy-ce Toy Bo Bromobenzene Br ocyclohexane Bromocyclohexane Bromo cyclopentane In an Sw2 reaction the factor which governs the reactivity is steric hind rance and deaving froup. and also conjugation plays an important role and hene Tcha-ce and ET CH2-ce have conjugation and amongst these two [EJCh-l has better i conjugation and hence most reactive 2) In Sn 1 mechanism it's the stability of a carbocat- con that matters so 2 more stable -> more reactive hence Better stability as better conjugation here also rechtecce is most reactive