Ch 8 Alkenes: Structure and prepartion via Elimination reaction Flashcards
cis
same side
trans
opposite sides
Z
same side
E
opposite side
E2 Mechanism
E2 rate of reactivity
3>2>1
regioselectivity of E2 reactions
the reaction is said to produce two different regiochemical outcomes.both products are formed , but the more substituted alkene is generally observed to be the major product
zaitsev product
the more substituted alkene
hofmann product
the less substituted alkene
when ethoxide is used the ______ product is the major product
Zaitsev
When sterically hindered bases are used, the _______ product is the major product
hofmann
potassium tert-butoxide (t-BuOK)

Diisopropylamine

triethylamine

E1 mechanism
b/c of their pair of e-,nu- can behave as ____
bases,recting with acidic protons of the alkyl substrate
elination reactions compete with nu- substitution reactions
elimination reactions. draw it
the proton is removd from the alkyl substrate as it becomes bound to the base, and the departure of both the proton ant the electronegative leaing group yileds an alkene
why are substitution and elimation reactions both possible
ever Nu- has some basic charater and every base has nucleo
example of poor Nu-
water, HOR
strong base with primary alkyl halide
SN2 is favored, E2 with strong non nucleophilic bases
strong base secondary alkyl halide
mostly E2
strong base with tiratry alkyl halide
E2
weak base with primary alkyl halide
Sn2
weak base with secoundary alkyl halide
mostly Sn2
weak base and titary alkyl halide
Sn2/E1 in polar,protic solvents
poor Nu- and alkyl halide
no reaction
poor Nu- secondary alkyl halide
Sn1/ E1 (slowly) in polar protic solvent
poor Nu- and tirtary alkyl halide
sn1/e1 in polar, protic solvents
biomolecular reactions are faster on___ carbon atoms and unimolecular reaction are _____ on tertiary barbom atoms
primary, faster
hinderded bases favor ___ products even from primary carbon atoms
elimination
alkoxides (R-O-) are __ bases
strong
good leaving groups are ______
weak bases( stable molecules)
protonation of a poor leaving group ,make it a
a better leaving group and turns it into a weak base
CH3OK is
a strong basic Nu- methoxide