Deck 13: Alkynes: the Carbon

Question 1

What would be the proper name of the following compound?

A) 1,1-dimethyl-2-propyn-1-ol
B) 3-methyl-1-butyn-3-ol
C) 3-hydroxy-3-methyl-1-propyne
D) 2-methyl-3-butyn-2-ol
E) 2-ethynyl-2-propanol

Answer 1

2-methyl-3-butyn-2-ol

Question 2

What would be the product of the following reaction?

A)

B)

C)

D)

E)

Answer 2

Question 3

Considering the mechanism of the following reaction,which of the intermediates shown below is not likely to form along the reaction pathway?

A)

B)

C)

D)

E)

Answer 3

Question 4

What organic product results from the reaction shown below?

A) CH₄
B) Ca(CH₃)₂
C) CH₃CH₃ + Ca(OH)₂
D)

E)

Question 5

What is the major product of the following reaction?

A)

B)

C)

D)

E)

Question 6

What would be the product of the following reaction?

A)

B)

C)

D)

E)

Question 7

Given separate pure samples,in what way(s)could you quickly distinguish between the two alkynes below?

A) gas chromatography
B) infrared spectroscopy
C) ultraviolet spectroscopy
D) NMR spectroscopy
E) both B and D

Question 8

What is NaNH₂ mainly used for in organic chemistry?

A) as a nucleophile
B) as a weak base
C) as a strong base
D) as a weak acid
E) as a strong acid

Question 9

What is the major product expected from the following reaction?

A)

B)

C)

D)

E)

Question 10

What major product(s)are expected from the reaction shown below?

A)

B)

C)

D)

E)

Question 11

What would you expect the major product of the following reaction sequence to be?

A)

B)

C)

D)

E)

Question 12

What would be the product of the following reaction sequence?

A)

B)

C)

D)

E)

Question 13

Which metal acts as a poison for hydrogenation catalysts?

A) Pd
B) Pt
C) Ni
D) Pb
E) Hg

Question 14

What would be the major product of the following reaction?

A)

B)

C)

D)

E)

Question 15

What major product(s)are expected from the reaction shown below?

A)

B)

C)

D)

E) more than one of the above

Question 16

What would be the product of the following reaction sequence?

A)

B)

C)

D)

E)

Question 17

What reagent(s)would be required to accomplish the transformation shown?

A) H₂,Pt
B) H₂,Lindlar's catalyst
C) Na,liq.NH₃,then H₂O
D) LiAlH₄ then H₂O
E) None of these reagents would accomplish this transformation.

Question 18

Which,if either,of the following hydrogenations would be the more exothermic?

A) Step 1
B) Step 2
C) both are equally exothermic
D) neither is exothermic
E) there is no way to predict this

Question 19

What reactant and product types would be most appropriate for the reagents shown?

A) alkene/Markovnikov alcohol
B) alkene/anti-Markovnikov alcohol
C) alkyne/aldehyde or ketone
D) both A and B
E) both B and C

Question 20

What would be the major product expected from the following reaction? (Notice the D isotope.)

A)

B)

C)

D)

E)

Question 21

What reagent(s)would be required to accomplish the transformation shown?

A) H₂,Pt
B) H₂,Lindlar's catalyst
C) Na,liq.NH₃,then H₂O
D) LiAlH₄ then H₂O
E) None of the above reagents would accomplish this transformation.

Question 22

Which product is the most likely to form?

A)

B)

C)

D)

E) All of the above will form in nearly equal amounts.

Question 23

What is the expected product from the following reaction?

A)

B)

C)

D)

E) no reaction

Question 24

The following is an example of intramolecular Heck reaction.Which product is the most likely to form?

A)

B)

C)

D)

E)

Question 25

What is the major product from the following reaction?

A)

B)

C)

D)

E) no reaction

Question 26

What is the major product of the following reaction?

A) H₃C-C $\equiv$ C-CH₂D
B) H₃C-C $\equiv$ C-CHD₂
C) DH₂C-C $\equiv$ C-CH₂D
D) D₃C-C $\equiv$ C-CD₃
E) no reaction

Question 27

Infrared spectroscopy is a useful technique in identifying terminal alkynes.What is/are the characteristic stretching band(s)for a terminal alkyne?

A) 3260-3330 cm^-1
B) 1550-1680 cm^-1
C) 2100-2260 cm^-1
D) both A and B
E) both A and C