ochem mechanisms

Question 1

strong base (in general)

Answer 1

sn2, e2

Question 2

primary w/ strong base

Answer 2

SN2

Question 3

primary w/ poor nu (bulky solvent)

Answer 3

E2

Question 4

2 w/ strong base/nu

Answer 4

E2 (cant be sn2 since more harder to go through bonds, protons easier access)

Question 5

attacking proton=
attacking the bond=

Answer 5

e2
sn2

Question 6

3 w/ strong base/nu

Answer 6

E2 (bulky groups aka tertiary and good base/nu= only E2)

Question 7

bad base in general

Answer 7

sn2 only (bad base, good nu= e2 not considered)

BASE WANTS PROTON WHICH IS ELIMINATION SO IF BAD BASE NO E2

Question 8

1 w/ weak base (but good nu)

Answer 8

sn2 (bad base, good nu= e2 not considered)

Question 9

2 w/ weak base (good nu)

Answer 9

SN2 (bad base, good nu= e2 not considered)

Question 10

3 w/ poor base/nu

Answer 10

sn1/n1 (mixture of products)

Question 11

strong NU
weak nu

Answer 11

typically w/ negative charge and polarizability (ability to distribute its e- density)
ex Br, I, Cl, HS, RS HO,RO

weak= hzo roh

Question 12

sn1 and e1 only happen w/ which substrate

Answer 12

weak B/NU

Question 13

polyprotic

Answer 13

ends w/ OH
sn1 favoured

Question 14

strong base vs protic solvent

Answer 14

SB takes priority

Question 15

which rules out if too crowded

Answer 15

sn2 (3

Question 16

which rule out if no beta H

Answer 16

E1/E2

Question 17

how is OH both NU and base

Answer 17

depends on context

when attacks alpha carbon (aka sn2 rxn), acts as NU

when attacks proton (aka E2) acts as base

Question 18

neutral attacker

Answer 18

for sn1/e1 since unreactive and slow
basically protic molecules

h20,NH3. CH3OH

Question 19

WEAK BASE

Answer 19

E2 NOT CONSIDERED

Question 20

polyprotic solvent vs protic

Answer 20

has H but not bonded to O or N
dmso, dmf, ether (sn2)

aprotic= able to H-bond (sn1/e1 and sometimes E2)

Question 21

Good LG

Answer 21

neutral, halogen, resonance

oh=bad lg