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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

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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)  More than one of the above


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

Correct Answer

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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 the above


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

Correct Answer

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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)  More than one of the above


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

Correct Answer

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Which of the following could be used to distinguish between 1-octyne and 3-octyne?


A) Treatment with 2 mol of HX
B) Addition of water
C) Reaction with KMnO4
D) Decolorization of bromine in CCl4
E) IR examination

Correct Answer

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Which reaction would yield a meso compound?


A)
Which reaction would yield a meso compound? A)    B)    C)    D)    E)  None of these
B)
Which reaction would yield a meso compound? A)    B)    C)    D)    E)  None of these
C)
Which reaction would yield a meso compound? A)    B)    C)    D)    E)  None of these
D)
Which reaction would yield a meso compound? A)    B)    C)    D)    E)  None of these
E) None of these

Correct Answer

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Which alkene would react with cold dilute alkaline permanganate solution to form an optically inactive and irresolvable product?


A)
Which alkene would react with cold dilute alkaline permanganate solution to form an optically inactive and irresolvable product? A)    B)    C)    D)    E)
B)
Which alkene would react with cold dilute alkaline permanganate solution to form an optically inactive and irresolvable product? A)    B)    C)    D)    E)
C)
Which alkene would react with cold dilute alkaline permanganate solution to form an optically inactive and irresolvable product? A)    B)    C)    D)    E)
D)
Which alkene would react with cold dilute alkaline permanganate solution to form an optically inactive and irresolvable product? A)    B)    C)    D)    E)
E)
Which alkene would react with cold dilute alkaline permanganate solution to form an optically inactive and irresolvable product? A)    B)    C)    D)    E)

Correct Answer

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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)  More than one of the above


A)
What is the major product for the following reaction?   A)    B)    C)    D)    E)  More than one of the above
B)
What is the major product for the following reaction?   A)    B)    C)    D)    E)  More than one of the above
C)
What is the major product for the following reaction?   A)    B)    C)    D)    E)  More than one of the above
D)
What is the major product for the following reaction?   A)    B)    C)    D)    E)  More than one of the above
E) More than one of the above

Correct Answer

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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 the above


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

Correct Answer

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Which reagent or test could be used to distinguish between 2-methyl-2-pentene and 2-methylpentane?


A) Br2/CCl4
B) KMnO4,OH -
C) Concd.H2SO4
D) Two of the above
E) All of the above

Correct Answer

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Markovnikov addition of HI to 2-methyl-2-butene involves:


A) initial attack by an iodide ion.
B) initial attack by an iodine atom.
C) isomerization of 2-iodo-2-methylbutene.
D) formation of a carbocation at C-2.
E) formation of carbocation at C-3.

Correct Answer

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Addition of hydrogen chloride to the following molecule would produce: Addition of hydrogen chloride to the following molecule would produce:   A)  I and II B)  II and III C)  I and IV D)  V E)  All of the above are equally likely to be formed


A) I and II
B) II and III
C) I and IV
D) V
E) All of the above are equally likely to be formed

Correct Answer

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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)  More than one of the above


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

Correct Answer

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A

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.

Correct Answer

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

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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)  More than one of the above


A)
What is the major product for the following reaction?   A)    B)    C)    D)    E)  More than one of the above
B)
What is the major product for the following reaction?   A)    B)    C)    D)    E)  More than one of the above
C)
What is the major product for the following reaction?   A)    B)    C)    D)    E)  More than one of the above
D)
What is the major product for the following reaction?   A)    B)    C)    D)    E)  More than one of the above
E) More than one of the above

Correct Answer

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D

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 the above


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

Correct Answer

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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)

Correct Answer

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The reaction of Br2/CCl4 to cyclohexene would produce the compound(s) represented by structure(s) : The reaction of Br<sub>2</sub>/CCl<sub>4</sub> to cyclohexene would produce the compound(s) represented by structure(s) :   A)  I alone B)  II alone C)  II and III D)  III alone E)  I ,II and II


A) I alone
B) II alone
C) II and III
D) III alone
E) I ,II and II

Correct Answer

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Which reaction is regioselective? Which reaction is regioselective?   A)  I B)  II C)  III D)  IV E)  None of these


A) I
B) II
C) III
D) IV
E) None of these

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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.

Correct Answer

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11ea9a02_1b1c_b6cf_8bb6_4d6391b5be8c_TB5901_00 The regioselective addition of a proton first generates a secondary carbocation,which can undergo rearrangement to a more stable 3o carbocation by two alternate pathways.One pathway results in ring expansion to a more stable 5-membered ring.This pathway is thus more likely,which would then lead to the observed product.The other pathway is less likely,since ring strain is not relieved;however,this could lead to a minor product,as shown above.

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