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The following are some other organic reactions covered. Give an example to illustrate each type of reaction.

a. AddingH2Oto an alkene yields an alcohol.

b. Primary alcohols are oxidized to aldehydes, which can be further oxidized to carboxylic acids.

c. Secondary alcohols are oxidized to ketones.

d. Reacting an alcohol with a carboxylic acid produces an ester.

Short Answer

Expert verified

(a)With a hydrogen atom added to one carbon and hydroxyl group added to the other carbon of double bond

(b) Primary alcohols can be oxidized by some specific reagents to aldehydes, but often used oxidizing agents (potassium dichromate or potassium permanganate) are very powerful, so the primary alcohols are oxidized to carboxylic acids.

(c) Secondary alcohols can be oxidized to ketones using potassium dichromate under acidic conditions.

(d)The reaction of alcohol and carboxylic acid in acid is called Fisher's esterification.

Step by step solution

01

To Add H2O to an alkene:

An alkene reacts with water in the presence of an acid to form an alcohol. This reaction is called hydration, where a hydrogen atom is added to one carbon and hydroxyl group is added to the other carbon of double bond.

The figure below shows the reaction of but--ene with water in acidic conditions. The product is butan--ol.

Hence this reaction is called hydration, with a hydrogen atom adding to one carbon and hydroxyl group adding to the other carbon of double bond

02

Primary alcohols are oxidized to aldehydes:

Primary alcohols can be oxidized by some specific reagents to aldehydes, but often uses oxidizing agents such as (potassium dichromate or potassium permanganate) are meant to be very powerful, so the primary alcohols are oxidized to carboxylic acids.

An example of the oxidation of propanol to propanal and finally to propanoic acid is shown below.

Hence Primary alcohols can be oxidized by some specific reagents to aldehydes, but often uses oxidizing agents such as (potassium dichromate or potassium permanganate) which are very powerful, so that primary alcohols are oxidized to carboxylic acids.

03

Secondary alcohols are oxidized to ketones:

Secondary alcohols can be oxidized to ketones using potassium dichromate under acidic conditions.

The figure below shows the oxidation of butan--ol to butan--one.

Hence Secondary alcohols can be oxidized to ketones using potassium dichromate under acidic conditions.

04

Reaction of  an alcohol with a carboxylic acid :

The reaction of alcohol and carboxylic acid in acid is called Fisher's esterification.

In this reaction, esters are formed with the release of water. In order to shift the equilibrium of the reaction towards the ester, it is necessary to continuously remove the water.

An example of such a reaction is shown in the figure below.

Hence The reaction of alcohol and carboxylic acid in acid is called Fisher's esterification.

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Most popular questions from this chapter

Aspartame, the artificial sweetener marketed under the name NutraSweet, is a methyl ester of a dipeptide. The structure of aspartame is

a. What two amino acids are used to prepare aspartame?

b. There is concern that methanol may be produced by the decomposition of aspartame. From what portion of the molecule can methanol be produced? Write an equation for this.

ABS plastic is a tough, hard plastic used in applications requiring shock resistance. The polymer consists of three monomer units: acrylonitrile(C3H3N),butadiene(C4H6),and styrene(C8H8).

a. Draw two repeating units of x(C8H8).plastic assuming the three monomer units react in a1:1:1mole ratio and react in the same order as the monomers previously listed.

b. A sample of ABS plastic contains8.80%Nby mass. It took0.605gofBr2to react completely with a1.20gsample of ABS plastic. What is the percent by mass of acrylonitrile, butadiene, and styrene in this polymer sample?

c. ABS plastic does not react in a1:1:1mole ratio between the three monomer units. Using the results from part b, determine the relative numbers of the monomer units in this sample of ABS plastic.

: Draw structural formulas for each of the following alcohols. Indicate whether the alcohol is primary, secondary, or tertiary.

a. 1-butanol

c.2-methyl-1-butanol

b. 2-butanol

d.2-methyl-2-butanol

Mimosine is a natural product found in large quantities in the seeds and foliage of some legume plants. It has been shown to cause inhibition of hair growth as well as hair loss in mice.

a. What functional groups are present in mimosine?

b. Give the hybridization of the eight carbon atoms in mimosine.

c. How manyand bonds are found in mimosine?

Name each of the following.

a.

b.

c.

d.

e.

f.

g.

h.

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