Exam 7: The Reactions of Alkynes - Introduction to Multistep Synthesis

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Although you might expect 1-propyne to be more reactive than 1-propene in electrophilic addition reactions,the reverse is true.Explain this using your knowledge of the mechanism of electrophilic additions to both alkynes and alkenes.

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When HCl is added to an alkene,a secondary carbocation intermediate is formed, When HCl is added to an alkene,a secondary carbocation intermediate is formed,   <sup>When HCl is added to an alkyne,a vinylic cation is formed as an intermediate,</sup>   <sup>Alkenes are more reactive than alkynes since the difference in stabilities between the carbocations is greater than the difference in stabilities between th</sup><sup>e alkene and alkyne.</sup> When HCl is added to an alkyne,a vinylic cation is formed as an intermediate, When HCl is added to an alkene,a secondary carbocation intermediate is formed,   <sup>When HCl is added to an alkyne,a vinylic cation is formed as an intermediate,</sup>   <sup>Alkenes are more reactive than alkynes since the difference in stabilities between the carbocations is greater than the difference in stabilities between th</sup><sup>e alkene and alkyne.</sup> Alkenes are more reactive than alkynes since the difference in stabilities between the carbocations is greater than the difference in stabilities between the alkene and alkyne.

Provide the major organic product in the reaction below. Provide the major organic product in the reaction below.

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Provide the systematic name of the compound shown. Provide the systematic name of the compound shown.

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(E)-5-methyl-5-hepten-1-yne

Give the best reagents for the reaction. Give the best reagents for the reaction.

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Which of the species below is less basic than acetylide?

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Draw an acceptable structure for 2-hexyne.

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________ is produced when 1 equivalent of HBr is added to 1-hexyne.

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Give the systematic name for the alkyne Cl3CCH2CH2CCCH3.

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Give the IUPAC name for HCCCH2CH2CH3.

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Among the compounds water,1-butyne,2-butyne,and ethane,which are stronger acids than ammonia?

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Keto-enol forms are

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Provide the structure of the major organic product of the following reaction. Provide the structure of the major organic product of the following reaction.

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Give the best reagents for the reaction. Give the best reagents for the reaction.

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The reagent needed to convert 2-butyne to cis-2-butene is

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In the following molecule,how many bonds are formed by sp-s overlap? In the following molecule,how many bonds are formed by sp-s overlap?

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Give the best reagents for the reaction. Give the best reagents for the reaction.

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Provide the structure of the major organic product of the following reaction. Provide the structure of the major organic product of the following reaction.

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In the addition of hydrogen bromide to alkynes in the absence of peroxides,which of the following species is believed to be an intermediate?

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Which of the following compounds is the major product when 1-hexyne is treated with excess HBr?

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Provide the structure of the major organic product(s)in the reaction below. Provide the structure of the major organic product(s)in the reaction below.

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