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The aromas of many flowers and fruits are due to esters such as those shown in this problem. What are the common names of these esters? (Also see Problem 57.)

Short Answer

Expert verified

(a)Benzyl acetate

(b)Isopentyl acetate

(c) Methyl butyrate

Step by step solution

01

Esters

Esters are carboxylic acid derivatives in which OH group is replaced by ORgroup.

They have two alkyl groups: one is attached to carbonyl group and other to carboxyl oxygen.

02

 Naming of ester

The group attached to carboxyl oxygen is stated first then is followed by parent chain name and at end instead of ‘ic acid’, ‘ate’ is used.

03

Common name of (a) jasmine aroma ester

(a)

Here methyl group is present on phenyl groupwhicht is known as benzyl group. As it is discussed above, first write group attached to carboxyl oxygen and then carbonyl one with ‘ate’ at the end of name.

Acetyl is used in common names for group. The common name of this compound is Benzyl acetate

04

 Step 4: Common name of (b) banana aroma ester

(b)

As here, five carbon chain with iso- configuration present attached to carboxyl oxygen so this group is called isopentyl. The other group is acetyl group and as mentioned earlier for ester at the end ‘ate’ is used.

The common name of this compound is Isopentyl acetate.

05

Common name of (c) apple aroma ester

(c)

As here, only one carbon is present attached to carboxyl oxygen so this group is called methyl. The other group has four carbon including carbonyl carbon so it is butyl and as mentioned earlier for ester at the end ‘ate’ is used.

The common name of this compound is methyl butyrate.

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Most popular questions from this chapter

We saw that acid anhydrides react with alcohols, water, and amines. In which of these reactions can the tetrahedral intermediate eliminate the carboxylate ion even if it does not lose a proton before the elimination step? Explain.

There are three carbon–oxygen bonds in methyl acetate.

a.What are their relative bond lengths?

b.What are the relative infrared (IR) stretching frequencies of these bonds?

An aqueous solution of a primary or secondary amine reacts with an acyl chloride to form an amide as the major product. However, if the amine is tertiary, an amide is not formed. What product isformed? Explain.

Information about the mechanism of the reaction undergone by a series of substituted benzenes can be obtained by plotting logarithm of the observed rate constant determined at particular pH against the Hammett substituent constantσ for the particular substituent. The σvalue for hydrogen is zero. Electron-donating substituents have negativeσ values; the more strongly electron withdrawing the substituent, the more positiveits s value. The slope of a plot of the logarithm of the rate constant σversusis called theρ (rho) value. The ρvalue for the hydroxide-ion-promoted hydrolysis of a series of meta- and para-substituted ethyl

benzoates is +2.46; theρ value for amide formation for the reaction of a series of meta- and para-substituted anilines with benzoyl chloride is -2.78.

  1. Why doesone set of experiments give a positive role="math" localid="1652525783964" ρvalue, whereas the other set of experiments gives a negativeρ value?
  2. Why were ortho-substituted compounds not included in the experiment?
  3. What do you predict the sign of theρ value to be for the ionization of a series of meta- and para-substituted benzoic acids?

a. If the equilibrium constant for the reaction of acetic acid and ethanol to form ethyl acetate is 4.02, what is the concentration of ethyl acetate at equilibrium if the reaction is carried out with equal amounts of acetic acid and ethanol?

b. What is the concentration of ethyl acetate at equilibrium if the reaction is carried out with 10 times more ethanol than acetic acid? Hint: Recall the quadratic equation: ax2+ b + c = 0

c. What is the concentration of ethyl acetate at equilibrium if the reaction is carried out with 100 times more ethanol than acetic acid?

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