Substitution and Elimination Reactions

Question 1

What type of reaction(s) occurs when the R-group of the electrophile is CH3?

Answer 1

Sn2

Question 2

What type of reaction(s) occurs when the alpha carbon of the electrophile is primary and you have a weak base (WB)?

Answer 2

Sn2

Question 3

What type of reaction(s) occur when the alpha carbon of the electrophile is primary, you have a strong base (SB), there is no beta carbon branching, and you have a non-bulky base?

Answer 3

Sn2

Question 4

What type of reaction(s) occurs when the alpha carbon of the electrophile is primary, you have a strong base (SB), with beta branching , and a bulky base?

Answer 4

E2

Question 5

What type of reaction(s) occurs when the alpha carbon of the electrophile is primary, you have a strong base, beta branching and a non-bulky base?

Answer 5

Sn2+E2

Question 6

What type of reaction(s) occurs when the alpha carbon of the electrophile is primary, you have a strong base, there is no beta branching, and there is a bulky base?

Answer 6

Sn2+E2

Question 7

What type of reaction(s) occurs when the alpha carbon of the electrophile is secondary, there is a weak base, and it is a good nucleophile, with a polar aprotic (PA) solvent?

Answer 7

Sn2

Question 8

What type of reaction(s) occurs when the alpha carbon of the electrophile is secondary, there is a weak base (WB), a poor nucleophile, and a polar protic (PP) solvent?

Answer 8

Sn1+E1

Question 9

What type of reaction(s) occur when the alpha carbon of the electrophile is secondary there is a weak base, good nucleophile, and polar protic solvent?

Answer 9

Sn2+Sn1+E1

Question 10

What type of reaction(s) occurs when the alpha carbon of the electrophile is secondary, there is weak base, poor nucleophile, and a polar aprotic solvent?

Answer 10

Sn2+Sn1+E1

Question 11

What kind of reaction occurs when the alpha carbon of the electrophile is tertiary, there’s a weak base, and a good nucleophile?

Answer 11

Sn1

Question 12

What type of reaction(s) occur when the alpha carbon of the electrophile is tertiary, there’s a weak base, and a poor nucleophile?

Answer 12

Sn1+E1

Question 13

What type of reaction(s) occur when the alpha carbon of the electrophile is tertiary, and there is a strong base?

Answer 13

E2

Question 14

What are some examples of strong bases and what makes them strong?

Answer 14

1. OH(-), CH3O(-), NH2(-), C2H(-)

2. A strong base has a negative charge on a small electronegative atom.

Question 15

What are some examples of weak bases that are good nucleophiles? What makes them weak bases?

Answer 15

1. Br(-), Cl(-), CH3S(-), CH3CH2Se(-), I(-)

2. The electronegative atom that has the negative charge is large.