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How many moles of hydrogen are required for the complete reduction of 1 mole of (3E,5Z) -3-methylhepta-3,5-dien-1-yne?


A) 1
B) 2
C) 3
D) 4
E) 5

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Identify the best reagent(s) for this reaction. Identify the best reagent(s)  for this reaction.   A)  H<sub>2</sub>SO<sub>4</sub>, HgSO<sub>4</sub>, H<sub>2</sub>O B)  1. Disiamylborane, 2. HO<sup>-</sup>, H<sub>2</sub>O<sub>2</sub> C)  K<sub>2</sub>Cr<sub>2</sub>O<sub>7</sub>, H<sup>+</sup> D)  NaOCl E)  H<sub>2</sub>, Pd


A) H2SO4, HgSO4, H2O
B) 1. Disiamylborane, 2. HO-, H2O2
C) K2Cr2O7, H+
D) NaOCl
E) H2, Pd

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For the reaction shown below, what is the IUPAC name of the expected product? For the reaction shown below, what is the IUPAC name of the expected product?   A)  2-methylhexane B)  (Z) -2-methyl-4-hexene C)  (E) -2-methyl-4-hexene D)  (Z) -5-methyl-2-hexene E)  (E) -5-methyl-2-hexene


A) 2-methylhexane
B) (Z) -2-methyl-4-hexene
C) (E) -2-methyl-4-hexene
D) (Z) -5-methyl-2-hexene
E) (E) -5-methyl-2-hexene

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Why would the following synthetic route shown below be unsuccessful? Why would the following synthetic route shown below be unsuccessful?

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The alkynide anion formed by r...

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Predict the major organic products of the reaction below. Predict the major organic products of the reaction below.     A)  I and II B)  II and III C)  I and IV D)  II And III E)  I and III Predict the major organic products of the reaction below.     A)  I and II B)  II and III C)  I and IV D)  II And III E)  I and III


A) I and II
B) II and III
C) I and IV
D) II And III
E) I and III

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What is the IUPAC name for the molecule shown below? What is the IUPAC name for the molecule shown below?   A)  1,1,1-trichloro-4-hexyne B)  4,4,4-trichloro-1-butyne C)  1,1,1-trichloro-2-butyne D)  5,5,5-trichloro-2-pentyne E)  6,6,6-trichloro-2-hexyne


A) 1,1,1-trichloro-4-hexyne
B) 4,4,4-trichloro-1-butyne
C) 1,1,1-trichloro-2-butyne
D) 5,5,5-trichloro-2-pentyne
E) 6,6,6-trichloro-2-hexyne

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Identify the product of the reaction of an alkyne with sodium and ammonia.


A) cis alkene
B) trans alkene
C) diene
D) alkyne
E) alkane

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Which of the bases below would result in the most complete deprotonation of the alkyne, shown in the reaction below? Which of the bases below would result in the most complete deprotonation of the alkyne, shown in the reaction below?   A)  NaOCH<sub>2</sub>CH<sub>3</sub> (sodium ethoxide)  B)  t-BuONa (sodium tert-butoxide)  C)  NaH (sodium hydride)  D)  NaHCO<sub>3</sub> (sodium bicarbonate)  E)  NaOH (sodium hydroxide)


A) NaOCH2CH3 (sodium ethoxide)
B) t-BuONa (sodium tert-butoxide)
C) NaH (sodium hydride)
D) NaHCO3 (sodium bicarbonate)
E) NaOH (sodium hydroxide)

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Which sequence of reactions is expected to produce the product below as the final, and major, organic product? Which sequence of reactions is expected to produce the product below as the final, and major, organic product?   A)  1. Na, NH<sub>3</sub>(l) ; 2. OsO<sub>4</sub>; 3. NaHSO<sub>3</sub>/H<sub>2</sub>O B)  1. H<sub>2</sub>, Lindlar's cat.; 2. MCPBA; 3. H<sub>3</sub>O<sup>+</sup> C)  1. H<sub>2</sub>, Ni<sub>2</sub>B (P-2) ; 2. KMnO<sub>4</sub>, NaOH (cold)  D)  Both A and B E)  Both A and C


A) 1. Na, NH3(l) ; 2. OsO4; 3. NaHSO3/H2O
B) 1. H2, Lindlar's cat.; 2. MCPBA; 3. H3O+
C) 1. H2, Ni2B (P-2) ; 2. KMnO4, NaOH (cold)
D) Both A and B
E) Both A and C

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Select the reagent(s) expected to accomplish the reaction shown below. Select the reagent(s)  expected to accomplish the reaction shown below.   A)  H<sub>2</sub>, Ni B)  H<sub>2</sub>, Ni<sub>2</sub>B C)  H<sub>2</sub>, Lindlar's catalyst D)  A and B E)  B and C


A) H2, Ni
B) H2, Ni2B
C) H2, Lindlar's catalyst
D) A and B
E) B and C

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For the reaction shown, select the expected major organic product. For the reaction shown, select the expected major organic product.     A)  I B)  II C)  III D)  IV E)  V For the reaction shown, select the expected major organic product.     A)  I B)  II C)  III D)  IV E)  V


A) I
B) II
C) III
D) IV
E) V

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Rank the following carbanions in order of increasing pKa. Rank the following carbanions in order of increasing pKa.   A)  I < II < III B)  II < III < I C)  III < II < I D)  III < I < II E)  II < I < III


A) I < II < III
B) II < III < I
C) III < II < I
D) III < I < II
E) II < I < III

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Consider the list of alkyne addition reactions below, and select all those that involve an enol intermediate.


A) Hydroboration/oxidation
B) HgSO4 catalyzed hydration in dilute H2SO4
C) Hydrohalogenation
D) Both A and B
E) Both A and C

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What is the expected major organic product from the treatment of 4-methyl-2-pentyne with excess hydrogen in the presence of a platinum catalyst?

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What are the expected major products of the reaction sequence shown below? What are the expected major products of the reaction sequence shown below?     A)  I and II B)  I, III, and V C)  II, III, and IV D)  I and IV E)  II, III, IV What are the expected major products of the reaction sequence shown below?     A)  I and II B)  I, III, and V C)  II, III, and IV D)  I and IV E)  II, III, IV


A) I and II
B) I, III, and V
C) II, III, and IV
D) I and IV
E) II, III, IV

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What is the IUPAC name for the molecule shown below? What is the IUPAC name for the molecule shown below?   A)  4,4-dimethyl-2-pentyne B)  2,2-dimethyl-4-heptyne C)  1-tert-butyl-3-heptyne D)  6,6-dimethyl-3-heptyne E)  6,6,6-trimethyl-3-hexyne


A) 4,4-dimethyl-2-pentyne
B) 2,2-dimethyl-4-heptyne
C) 1-tert-butyl-3-heptyne
D) 6,6-dimethyl-3-heptyne
E) 6,6,6-trimethyl-3-hexyne

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What is the IUPAC name for diisobutylacetylene?


A) diisopropylbutyne
B) 2,7-dimethyl-4-octyne
C) 3,6-dimethyl-4-octyne
D) 2,5-diethyl-3-hexyne
E) 2,2,5,5-tetramethyl-3-hexyne

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Provide the structure(s) of the expected major organic product(s) from the following reaction: Provide the structure(s) of the expected major organic product(s) from the following reaction:

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blured image_TB4454_00...

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Compound X, a geminal dihalide, is exposed to excess strong base (excess NaNH2 then H2O) to produce an alkyne (compound Y). Alkyne Y is a terminal alkyne, has a molecular formula of C5H8, and has exactly 4 distinct resonances in the (proton-decoupled) 13C NMR spectrum. What are the two possible structures for compound X?

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Provide the IUPAC name for the following compound: Provide the IUPAC name for the following compound:

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(3E,5S)-5-fluoro-2-m...

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