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Chapter 10: Q12P (page 468)

Show how 1-propanol can be converted into the following compounds by means of a sulfonate ester:

Short Answer

Expert verified

a)

b)

Step by step solution

01

How will reaction proceed

a) First TsCl/ pyridine reacts with 1-propanol then H+releases and Ts attached on the place of H then afterwards CH3CH2S- attack on that compound then this group will attach with compound on the place of OTs and OTs releases.

b) First TsCl/ pyridine reacts with 1-propanol then H+releases and Ts attached on the place of H then afterwards CH3CH(CH3)CH2O- attack on that compound then this group will attach with compound on the place of OTs and OTs releases

02

Final answer

a)

b)

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Most popular questions from this chapter

Explain the difference in reactivity between CH3OH2 and CH3OH in a nucleophilic substitution reaction. (The pKa of H3O+ is -1.7.)

If the compound shown in the margin is heated in the presence of H2SO4,

a. what constitutional isomer would be formed in greatest yield?

b. what stereoisomer would be formed in greater yield?

Which of the following alcohols dehydrates the fastest when heated with acid?

What stereoisomers do the following reactions form?

What stereoisomers are formed in the following reactions? Which stereoisomer is the major product?

a. the acid-catalyzed dehydration of 1-pentanol to 2-pentene

b. the acid-catalyzed dehydration of 3,4-dimethyl-3-hexanol to 3,4-dimethyl-3-hexene
See all solutions

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