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23 June, 17:12

Give the product for the reaction of 1-butene with methanol in the presence of acid. The mechanism is the same as the mechanism for the addition of water to alkenes.

(A) 1-butanol

(B) 1-methoxybutane

(C) 2-ethoxybutane

(D) 1-ethoxybutane

(E) 2-methoxybutane

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  1. 23 June, 17:42
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    The final result is 2-methoxybutane.

    Explanation:

    1-butene has a carbon-carbon double bound between C1 and C2.

    When it will react with methanol, in the presence of an acid, the result will be an ether.

    C4H8 + CH3OH → C5H12O

    An acid-catalyzed ether synthesis from alkenes is limited by carbocation stability.

    In the first step, the double bound will disappear. The C2 atom will be a C + atom, this becaus it has only 3 bounds and not 4.

    This C + - atom will atract the O - atom to form an ether. The CH3 of methanol will bind on the C3 atom, this is the most stable position.

    2-methoxybutane will be formed. It has a structural formula of C5H12O

    1-methoxybutane will not be formed, because it's less stable.

    1-butanol will be formed when water is added to 1-butene. The mechanism has the same principle but not the same product.

    1-ethoxybutane and 2-ethoxybutane have a structural formula of C6H14O, this will not be the final result.

    The final result is 2-methoxybutane.
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