Chapter 11

Give the IUPAC name for the following compound A) 2,5-Dimethylhept-3-yne B) 3,6-Dimethylhept-4-yne C) 2,5-Dimethyloct-3-yne D) 3,6-Dimethyloct-4-yne

A) 2,5-Dimethylhept-3-yne

What is the starting material in the following reaction? A) I B) II C) III D) IV

A) I

What is (are) the major organic product(s) of the following reaction? A) Only I and II B) Only II and III C) Only I and III D) I, II, and III

A) Only I and II *Probably wrong, Second guess was B

How many sigma and pi bonds are present in a triple bond? A) 1 sigma and 1 pi B) 1 sigma and 2 pi C) 2 sigma and 1 pi D) 2 sigma and 2 pi

B) 1 sigma and 2 pi

What is the reagent required to accomplish the following transformation? A) SOCl2 B) 2eq. HCl C) O2 D) Br2ICCl4

B) 2eq. HCl

What is the IUPAC name for the following compound A) 3-sec-butylocta-1,4-dyne B) 3-isopropylocta-1,5-dyne C) 3-isopropylnona-1,5-dyne D) 3-sec-butylnona-1,4-dyne

B) 3-isopropylocta-1,5-dyne

What is the product of the following reaction? A) I B) II C) III D) IV

B) II

Which of the following compounds can be an enol tautomer of cyclohexane-1,3-dione? A) Only I and II B) Only I and III C) Only II and III D) I, II, and III

B) Only I and III

Which method would work the best in accomplishing the following transformation? A) [1] HBr, [2] 2eq. NaNH2 B) [1] Br2, [2] 2eq. NaNH2 C) [1] Br2, H2O; [2] NaNH2 D) [1] BH3, THF; [2] H2O2, NaOH; [3] NaNH2

B) [1] Br2, [2] 2eq. NaNH2 *Probably wrong, second answer was A

Give the IUPAC name for the following compound A) (R)-But-1-yn-3-ol B) (S)-But-1-yn-3-ol C) (R)-But-3-yn-2-ol D) (S)-But-3-yn-2-ol

C) (R)-But-3-yn-2-ol *Probably wrong, Second guess was D

How many degrees of unsaturation are introduced by a triple bond? A) 0 B) 1 C) 2 D) 3

C) 2

Give the IUPAC name for the following compound. A) 4-Chloro-4-methylhept-2-yne B) 3-Chloro-3-methylhept-4-yne C) 3-Chloro-3-methylhex-4-yne D) 4-Chloro-4-methylhex-2-yne

C) 3-Chloro-3-methylhex-4-yne

Give the IUPAC name for the following compound A) 4,4-Diethyloct-1-yne B) 4,4-Dipropylhept-1-yne C) 4,4-Dipropylhept-6-yne D) 4,4-Diethyloct-6-yne

C) 4,4-Dipropylhept-6-yne

What is the major product of the following reaction? A) I B) II C) III D) IV

C) III

Which of the following alkynes is a symmetrical alkyne? A) I B) II C) III D) IV

C) III

Which of the following statements about tautomers is true? A) Tautomers differ in the position of a single bond and a hydrogen atom B) Tautomers differ in the position of a double bond and a carbon atom C) Tautomers differ in the position of a double bond and a hydrogen atom D) Tautomers differ in the position of a single bond and a carbon atom

C) Tautomers differ in the position of a double bond and a hydrogen atom

In the addition of HBr to 1-Butyne, the electrophile in the first step of the mechanism is A) The Csp-H1s bond of 1-butyne B) The C-C triple bond of 1-butyne C) The H atom in HBr D) The Br ion

C) The H atom in HBr

Which of the following about the physical properties of alkynes is not true? A) Alkynes have low melting and boiling points B) Melting and boiling points increase as the number of carbons increases C) Alkynes are soluble in organic solvents D) Alkynes are soluble in water

D) Alkynes are soluble in water

What is the major organic product of the following reaction? A) I B) II C) III D) IV

D) IV

What is the major product of the following reaction? A) I B) II C) III D) IV

D) IV

Which of the following represents a keto-enol tautomeric pair? A) I B) II C) III D) IV

D) IV

Which of the indicated hydrogen in the following compounds is the least acidic? A) I B) II C) III D) IV

D) IV

What is the major product of the following reaction? A) I B) II C) III D) IV

D) IV *Probably wrong, Second guess was B

What is the major organic product of the following reaction? A) I B) II C) III D) IV

D) IV *Probably wrong, second guess is B

What is the product of the following reaction? A) I B) II C) III D) IV

D) IV *Probably wrong, Second guess was A

Which of the following represents a terminal alkyne? A) Only I and II B) Only II and III C) Only I and III D) Only II and IV

D) Only II and IV

Which of the following explains why 1-pentyne has a slightly higher boiling point than 1-pentene? A) 1-Pentyne has more carbons than 1-Pentene B) 1-Pentyne has more carbons per hydrogen than 1-Pentene C) 1-Pentyne is linear while 1-Pentene is trigonal planar D) The C-C triple bond in 1-Pentyne is more polar than the C-C double bond in 1-Pentene

D) The C-C triple bond in 1-Pentyne is more polar than the C-C double bond in 1-Pentene

Which of the following statements about the reactions of alkynes is not true? A) Alkynes contain easily broken pi bonds B) Alkynes undergo addition reactions C) When alkynes undergo two sequential addition reactions, four new sigma bonds are formed D) When alkynes undergo two sequential addition reactions, two new sigma bonds and a pi bond are formed

D) When alkynes undergo two sequential addition reactions, two new sigma bonds and a pi bond are formed