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Chapter 21: 63-E (page 888)

Three different organic compounds have the formula C3H8O. Only two of these isomers react with KMnO4 (a strong oxidizing agent). What are the names of the products when these isomers react with excess KMnO4?

Short Answer

Expert verified

Two isomers that can react with_KMnO4_are "2-propanol" and "1-propanol”, due to which 2-propanone and propanoic acid are formed as by-products.

Step by step solution

01

Formation of 2-propanone from from 2-propanol

2-Propanol undergoes oxidation in the presence of potassium permanganate (KMNO₄ ) to form 2-propanone as by product. Usually primary alcohol undergoes oxidation to form carboxylic acid ,whereas 2-proponol reacts with carboxylic acid to form ketone ie 2-propanone.

02

STEP-2: Formation of propanoic acid from propanol:

KMnO4 oxidizes 2-hydroxy propane which is a primary alcohol to carboxylic acid that is propanoic acid.

Hence the two isomers namely propanol and 2-propanol forms 2-propanone and proponoic acid.

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Most popular questions from this chapter

ABS plastic is a tough, hard plastic used in applications requiring shock resistance. The polymer consists of three monomer units: acrylonitrile $(C_{3} H_{3} N),$ butadiene $(C_{4} H_{6}),$ and styrene $(C_{8} H_{8}) .$

a. Draw two repeating units of x $(C_{8} H_{8}) .$ plastic assuming the three monomer units react in a $1:1:1$ mole ratio and react in the same order as the monomers previously listed.

b. A sample of ABS plastic contains $8.80%N$ by mass. It took $0.605g$ of ${Br}_{2}$ to react completely with a $1.20g$ sample 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 a $1:1:1$ mole 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.

Why is it preferable to produce chloroethane by the reaction of HCl(g) with ethene than by the reaction of Cl2(g) with ethane?

Draw the isomer(s) specified. There may be more than one possible isomer for each part.

a. a cyclic compound that is an isomer of trans-‑2 butene

b. an ester that is an isomer of propanoic acid

c. a ketone that is an isomer of butanal

d. a secondary amine that is an isomer of butylamine

e. a tertiary amine that is an isomer of butylamine

f. an ether that is an isomer of 2-methyl-2-propanol

g. a secondary alcohol that is an isomer of 2-methyl-2-propanol

A general rule for a group of hydrocarbon isomers is that as the amount of branching increases, the boiling point decreases. Explain why this would be true.

Using one of the Lewis structures for benzene $C_{6} H_{6}$ estimate ${ΔHf}^{o}$ for( $C_{6} H_{6}$ g) using bond energies and given that the standard enthalpy of formation of C(g) is $717kJ/mol$ . The experimental ${ΔHf}^{o}$ value for $C_{6} H_{6}$ (g) is 83 kJ/mol. Explain the discrepancy between the experimental value and the calculated ${ΔHf}^{o}$ value for $C_{6} H_{6}$ (g).

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