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Draw the structure of a dihalide that could be used to prepare each alkyne. There may be more than one possible dihalide.

a.

b.

c.

Short Answer

Expert verified

The structure of a dihalide that could be used to prepare each alkyne are as follows:-

Step by step solution

01

Concentration of the base

The base used in these reactions where the dihalides get converted into an alkyne is taken in excess. Their high concentration allows them to be abstract more than one β proton. The base usually used is a strong base like sodium amide.

02

Position of β hydrogens and the leaving groups

The position of β hydrogens and the leaving groups will be so that they allow the elimination reaction to take place to form an alkyne. The possible dihalides that form an alkyne are given below:

Representation of possible dihalide structures from a

Representation of possible dihalide structures from b

Representation of possible dihalide structures from c

Hence, the structure of a dihalide that could be used to prepare each alkyne are as follows:-

Formation of dihalide structures from a

Formation of dihalide structures from b

Formation of dihalide structures from c

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Most popular questions from this chapter

For which reaction mechanisms—SN1,SN2,E1, or E2—are each of the following statements true? A statement may be true for one or more mechanisms.

a. The mechanism involves carbocation intermediates.

b. The mechanism has two steps.

c. The reaction rate increases with better leaving groups.

d. The reaction rate increases when the solvent is changed from CH3OHto localid="1648646954099" (CH3)2SO.

e. The reaction rate depends on the concentration of the alkyl halide only.

f. The mechanism is concerted.

g. The reaction of localid="1648646960420" CH3CH2Brwith NaOH occurs by this mechanism.

h. Racemization at a stereogenic center occurs.

i. Tertiary (3°) alkyl halides react faster than 2° or 1° alkyl halides.

j. The reaction follows a second-order rate equation.

Consider the following E2 reaction.

a. Draw the by-products of the reaction and use curved arrows to show the movement of

electrons.

b. What happens to the reaction rate with each of the following changes? [1] The solvent is changed to DMF. [2] The concentration of -OC(CH3)3is decreased. [3] The base is changed to localid="1648628375469" OH-. [4] The halide is changed to localid="1648628387551" CH3CH2CH2CH2CH(Br)CH3[5] The leaving group is changed to localid="1648628394364" I.

What alkyl halide forms each of the following alkenes as the onlyproduct in an elimination reaction?

a.

b.

c.

d.

Draw a stepwise mechanism for the following reaction.

Although dehydrohalogenation occurs with anti periplanar geometry, some eliminations have syn periplanar geometry. Examine the starting material and product of each elimination, and state whether the elimination occurs with syn or anti periplanar geometry.

a.

b.

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