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Compound X has the molecular formula C6H10.X decolorizes bromine in carbon tetrachloride.X also shows IR absorption at about 3300 cm-1.When treated with excess hydrogen and a nickel catalyst,X yields 2-methylpentane.The most likely structure for X is:


A) Compound X has the molecular formula C<sub>6</sub>H<sub>10</sub>.X decolorizes bromine in carbon tetrachloride.X also shows IR absorption at about 3300 cm<sup>-1</sup>.When treated with excess hydrogen and a nickel catalyst,X yields 2-methylpentane.The most likely structure for X is: A)    B)    C)    D)    E)
B) Compound X has the molecular formula C<sub>6</sub>H<sub>10</sub>.X decolorizes bromine in carbon tetrachloride.X also shows IR absorption at about 3300 cm<sup>-1</sup>.When treated with excess hydrogen and a nickel catalyst,X yields 2-methylpentane.The most likely structure for X is: A)    B)    C)    D)    E)
C) Compound X has the molecular formula C<sub>6</sub>H<sub>10</sub>.X decolorizes bromine in carbon tetrachloride.X also shows IR absorption at about 3300 cm<sup>-1</sup>.When treated with excess hydrogen and a nickel catalyst,X yields 2-methylpentane.The most likely structure for X is: A)    B)    C)    D)    E)
D) Compound X has the molecular formula C<sub>6</sub>H<sub>10</sub>.X decolorizes bromine in carbon tetrachloride.X also shows IR absorption at about 3300 cm<sup>-1</sup>.When treated with excess hydrogen and a nickel catalyst,X yields 2-methylpentane.The most likely structure for X is: A)    B)    C)    D)    E)
E) Compound X has the molecular formula C<sub>6</sub>H<sub>10</sub>.X decolorizes bromine in carbon tetrachloride.X also shows IR absorption at about 3300 cm<sup>-1</sup>.When treated with excess hydrogen and a nickel catalyst,X yields 2-methylpentane.The most likely structure for X is: A)    B)    C)    D)    E)

F) C) and E)
G) B) and E)

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The conversion of ethylene to vinyl bromide can be accomplished by use of these reagents in the order indicated.


A) (1) HBr; (2) NaOC2H5
B) (1) Br2; (2) NaOC2H5
C) (1) Br2; (2) H2O
D) (1) NaNH2; (2) HBr
E) (1) HBr; (2) H2SO4

F) A) and E)
G) A) and B)

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Which of these is not a possible product when cyclopentene reacts with an aqueous solution of bromine? Which of these is not a possible product when cyclopentene reacts with an aqueous solution of bromine?   A) I B) II C) III D) IV E) V


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

F) C) and E)
G) A) and D)

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What is the major product of the following reaction sequence? What is the major product of the following reaction sequence?   A)    B)    C)    D)    E) None of these choices.


A) What is the major product of the following reaction sequence?   A)    B)    C)    D)    E) None of these choices.
B) What is the major product of the following reaction sequence?   A)    B)    C)    D)    E) None of these choices.
C) What is the major product of the following reaction sequence?   A)    B)    C)    D)    E) None of these choices.
D) What is the major product of the following reaction sequence?   A)    B)    C)    D)    E) None of these choices.
E) None of these choices.

F) B) and E)
G) A) and E)

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What is the major product for the following reaction? What is the major product for the following reaction?   A)    B)    C)    D)    E) None of these choices.


A) What is the major product for the following reaction?   A)    B)    C)    D)    E) None of these choices.
B) What is the major product for the following reaction?   A)    B)    C)    D)    E) None of these choices.
C) What is the major product for the following reaction?   A)    B)    C)    D)    E) None of these choices.
D) What is the major product for the following reaction?   A)    B)    C)    D)    E) None of these choices.
E) None of these choices.

F) C) and D)
G) All of the above

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How many of the products shown below are possible in the following reaction? How many of the products shown below are possible in the following reaction?   A) 1 B) 2 C) 4 D) All of them. E) None of them.


A) 1
B) 2
C) 4
D) All of them.
E) None of them.

F) C) and D)
G) B) and E)

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The introduction of a small amount of a peroxide to a hydrogen halide addition of an alkene will result in a(n)___ addition where the hydrogen in the addition appears adds to the carbon with the ___ number of hydrogens.

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anti-Marko...

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Ï€\pi bonds are quite susceptible to reaction with electron-seeking reagents,also referred to as ___.

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An unknown compound,A,has the molecular formula C7H12.On oxidation with hot aqueous potassium permanganate,A yields CH3CH2COOH and (CH3) 2CHCOOH.Which of the following structures best represents A?


A) An unknown compound,A,has the molecular formula C<sub>7</sub>H<sub>12</sub>.On oxidation with hot aqueous potassium permanganate,A yields CH<sub>3</sub>CH<sub>2</sub>COOH and (CH<sub>3</sub>) <sub>2</sub>CHCOOH.Which of the following structures best represents A? A)    B)    C)    D)    E)
B) An unknown compound,A,has the molecular formula C<sub>7</sub>H<sub>12</sub>.On oxidation with hot aqueous potassium permanganate,A yields CH<sub>3</sub>CH<sub>2</sub>COOH and (CH<sub>3</sub>) <sub>2</sub>CHCOOH.Which of the following structures best represents A? A)    B)    C)    D)    E)
C) An unknown compound,A,has the molecular formula C<sub>7</sub>H<sub>12</sub>.On oxidation with hot aqueous potassium permanganate,A yields CH<sub>3</sub>CH<sub>2</sub>COOH and (CH<sub>3</sub>) <sub>2</sub>CHCOOH.Which of the following structures best represents A? A)    B)    C)    D)    E)
D) An unknown compound,A,has the molecular formula C<sub>7</sub>H<sub>12</sub>.On oxidation with hot aqueous potassium permanganate,A yields CH<sub>3</sub>CH<sub>2</sub>COOH and (CH<sub>3</sub>) <sub>2</sub>CHCOOH.Which of the following structures best represents A? A)    B)    C)    D)    E)
E) An unknown compound,A,has the molecular formula C<sub>7</sub>H<sub>12</sub>.On oxidation with hot aqueous potassium permanganate,A yields CH<sub>3</sub>CH<sub>2</sub>COOH and (CH<sub>3</sub>) <sub>2</sub>CHCOOH.Which of the following structures best represents A? A)    B)    C)    D)    E)

F) A) and B)
G) C) and D)

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What are the major product(s) formed by treating 1,2-dimethyl cyclopentene with Br2? What are the major product(s) formed by treating 1,2-dimethyl cyclopentene with Br<sub>2</sub>?   A) I,II B) II,III C) IV,V D) I,III E) None of these choices.


A) I,II
B) II,III
C) IV,V
D) I,III
E) None of these choices.

F) D) and E)
G) C) and D)

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Predict the product(s)of the oxidation of 2,3,4-trimethyl-1,5-heptadiene with hot,alkaline KMnO4.

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Ozonolysis of compound Z yields the products shown below.What is the structure of Z? Ozonolysis of compound Z yields the products shown below.What is the structure of Z?   A) I B) II C) III D) IV E) V


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

F) A) and B)
G) A) and C)

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What is the chief product of the acid-catalyzed hydration of 2,5-dimethyl-2-hexene?


A) 2,5-dimethyl-1-hexanol
B) 2,5-dimethyl-2-hexanol
C) 2,5-dimethyl-3-hexanol
D) 2,5-dimethyl-2,3-hexanediol
E) 2,5-dimethyl-3,4-hexanediol

F) B) and C)
G) C) and D)

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What is the major product for the following reaction? What is the major product for the following reaction?   A)    B)    C)    D)    E) None of these choices.


A) What is the major product for the following reaction?   A)    B)    C)    D)    E) None of these choices.
B) What is the major product for the following reaction?   A)    B)    C)    D)    E) None of these choices.
C) What is the major product for the following reaction?   A)    B)    C)    D)    E) None of these choices.
D) What is the major product for the following reaction?   A)    B)    C)    D)    E) None of these choices.
E) None of these choices.

F) A) and B)
G) None of the above

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Treating 1-methylcyclohexene with HCl would yield primarily which of these? Treating 1-methylcyclohexene with HCl would yield primarily which of these?   A) I B) II C) III D) IV E) V


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

F) B) and D)
G) B) and C)

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What is the major product of the following reaction sequence? What is the major product of the following reaction sequence?   A)    B)    C)    D)    E)


A) What is the major product of the following reaction sequence?   A)    B)    C)    D)    E)
B) What is the major product of the following reaction sequence?   A)    B)    C)    D)    E)
C) What is the major product of the following reaction sequence?   A)    B)    C)    D)    E)
D) What is the major product of the following reaction sequence?   A)    B)    C)    D)    E)
E) What is the major product of the following reaction sequence?   A)    B)    C)    D)    E)

F) C) and D)
G) B) and E)

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What is the major product for the following reaction? What is the major product for the following reaction?   A)    B)    C)    D)    E)


A) What is the major product for the following reaction?   A)    B)    C)    D)    E)
B) What is the major product for the following reaction?   A)    B)    C)    D)    E)
C) What is the major product for the following reaction?   A)    B)    C)    D)    E)
D) What is the major product for the following reaction?   A)    B)    C)    D)    E)
E) What is the major product for the following reaction?   A)    B)    C)    D)    E)

F) C) and D)
G) All of the above

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A reagent or test that could be used to distinguish between 1-pentene and 1-pentyne would be:


A) Bromine in carbon tetrachloride
B) Dilute aqueous potassium permanganate
C) Chlorine in carbon tetrachloride
D) H2SO4
E) IR examination

F) B) and C)
G) B) and D)

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Give a mechanistic explanation for the formation of the following product in significant yield.What other product(s)might also be obtained? Explain clearly. Give a mechanistic explanation for the formation of the following product in significant yield.What other product(s)might also be obtained? Explain clearly.

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blured image The regioselective addition of a proton...

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Deduce the structure of an unknown compound A,C8H14,from the following data.Briefly,but clearly explain your rationale.A decolorizes Br2/CCl4,and upon reaction with excess H2/Ni,affords 1-ethyl-2-methylcyclopentane.When A is subjected to ozonolysis,the following product is obtained. Deduce the structure of an unknown compound A,C<sub>8</sub>H<sub>14</sub>,from the following data.Briefly,but clearly explain your rationale.A decolorizes Br<sub>2</sub>/CCl<sub>4</sub>,and upon reaction with excess H<sub>2</sub>/Ni,affords 1-ethyl-2-methylcyclopentane.When A is subjected to ozonolysis,the following product is obtained.

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A must be 3-ethyl-4-...

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