Memorize

Question 1

-OH

Answer 1

Strong base and strong Nu.

Question 2

-OR

Answer 2

Strong base and strong Nu.

Question 3

-C(Triple bond)CR

Answer 3

Strong base and strong Nu.

Question 4

-NR2

Answer 4

Strong base and strong Nu.

Question 5

RLi

Answer 5

Strong base and strong Nu.

Question 6

Halides: Cl-, Br-, I-

Answer 6

Strong base and weak Nu.

Question 7

-N3

Answer 7

Strong base and weak Nu.

Question 8

Sulfides

Answer 8

Strong base and weak Nu.

Question 9

-C(Triple bond)N

Answer 9

Moderate base and weak Nu.

Question 10

Tert-butyl Lithium

Answer 10

Strong base and Non-Nu.

Question 11

Potassium Tert-butoxide

Answer 11

Strong base and Non-Nu.

Question 12

LDA, DBU, DBN

Answer 12

Strong base and Non-Nu.

Question 13

H2O and alcohols

Answer 13

Weak base and weak Nu.

Question 14

Strong Nu. Traits

Answer 14

Anions with neg. charge. E- density and polarizability. Participate in SN2-type subs.

Question 15

Weak Nu. Traits

Answer 15

Neutral molecules. Participate in SN1-type subs.

Question 16

Strong Base traits

Answer 16

Anions w/ negative charge. Stability determines strength. Participate in E2-type eliminations.

Question 17

Weak Base traits

Answer 17

Neutral molecules. Participate in E1-type eliminations. Can occur concurrently with SN1 due to similar conditions.

Question 18

Strong, Non-Nu. Bases

Answer 18

Anions that are sterically hindered. ONLY participate in E2.

Question 19

List 4 types of polar protic solvents

Answer 19

Water, alcohols, acetic acid, amines

Question 20

List 7 polar aprotic solvents

Answer 20

DMF, DMSO, acetonitrile, HMPA, acetone, diethyl ether, THF

Question 21

List 5 good L. G.

Answer 21

I-,Br-, Cl-, -OSO2R (sulfonate), H2O

Question 22

List 5 poor L.G.

Answer 22

F-, HS-, NC-. HO-, RO-

Question 23

List 3 sulfur containing groups that are very good L.G.

Answer 23

Tosylate, mesylate, triflate.