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Chapter 7: Q 29P (page 314)

Give the major product obtained from the reaction of each of the following with excess HCI:

a.CH3CH2颁鈮贬

b.CH3CH2颁鈮颁贬2CH3

c.CH3CH2颁鈮颁贬2CH2CH3

Short Answer

Expert verified

a)

b)

c)

Step by step solution

01

How will reaction proceed

Excess HCl is used which do markoniv addition and replaces triple bond to single bond by chlorine.

In unsymmetrical alkynes two products will form as Cl can attached with any triple bonded carbon atom but not with terminal carbon atom.

02

Final answer

a) Excess HCl is used which do markoniv addition and replaces triple bond to single bond by chlorine.

b) In symmetrical alkyne in excess HCl Cl can attach with any carbon atom as product will be same.

c) In unsymmetrical alkynes two products will form as Cl can attached with any triple bonded carbon atom but not with terminal carbon atom.

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Most popular questions from this chapter

Draw the condensed and skeletal structures for each of the following:

a. 1-chloro-3-hexyne

b. cyclooctyne

c. isopropylacetylene

d. sec-butylisobutylacetylene

e. 4,4-dimethyl-1-pentyne

f. dimethylacetylene

Drawing on what you know about the stereochemistry of alkene addition reactions:

a. Write the mechanism for the reaction of 2-butyne with one equivalent of Br2.

b. Predict the configuration of the product of the reaction.

For each of the following alkynes, draw the products obtained from (1) the acid-catalyzed addition of water

(mercuric ion is added for part a) and from (2) hydroboration鈥搊xidation:

a. 1-butyne b. 2-butyne c. 2-pentyne

A student was given the structural formulas of several compounds and was asked to give them systematic names. How many did she name correctly? Correct those that are misnamed.

a. 4-ethyl-2-pentyne b. 1-bromo-4-heptyne c. 2-methyl-3-hexyne d. 3-pentyne

Identify the electrophile and the nucleophile in each of the following reaction steps. Then draw curved arrows to illustrate the bond-making and bond-breaking processes.
See all solutions

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