CHEM 2131 | SN1 and E1

a SN1 mechanism has a substrate that is _____ ______ and a ____ nucleophile

sterically hindered, weak

in SN1, the nucleophile can attack the carbocation from ____ side(s), creating ____ and ____ of configuration, which is a _____ mix

both, inversion, retention, racemic

SN1 rearrangement

carbocation rearranges to be more stable before nucleophilic attack

hydride shift occurs when a _____ carbocation is next to a _____ carbon

secondary, tertiary

racemization occurs at a ____ ____

chiral center

if there is no chiral center in the final product of SN1, there is no ______ overall

racemization

E1 regiochemistry: the major product is the more/less substituted product

more (Zaitsev)

(T/F) for an E1 reaction, we are allowed to borrow from ANY beta proton (geometry does not matter/the beta proton does not have to be antiperiplanar

true

hyperconjugation only occurs on ______ carbons

neighboring

show a hydrogen (implicitly/explicitly) during hydride shift

explicitly