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Chapter 18: Q-18-2P (page 873)

Question: Why does hydration inactivates FeBr3 ?

Short Answer

Expert verified

The hydrated ferric bromide accepted a lone pair of electrons from the water, and they cannot accept more lone pair electrons from other atoms.

Step by step solution

01

Hydration

The hydration is a process which involves the addition of water. The reaction of hydration involves the donation of lone pair of electrons from the oxygen atom of water.

02

Explanation

The ferric bromide, FeBr3 is a lewis acid and can accept electrons. When the ferric bromide is exposed to air, it rapidly undergoes a reaction with water or moisture.

The adduct formed is shown below.

This occurs by accepting a lone pair of electrons from the water molecule, and hence it cannot further take any lone electron pairs to activate bromine as a nucleophile.

Therefore, the hydration inactivates the ferric bromide.

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Most popular questions from this chapter

Show the mechanism for the generation of the acylium ion if an acid anhydride is used instead of an acyl chloride for the source of the acylium ion.

Give the products, if any, of each of the following reactions:

a. benzonitrile + methyl chloride +AlCl3

b. phenol +Br2

c. benzoic acid +CH3CH2Cl+AlCl3

d. benzene + 2CH3Cl+AlCl3

Use the four compounds shown below to answer the following questions:

  1. Why are the ortho-halo-substituted benzoic acids stronger acids than benzoic acid?
  2. Why is o-fluorobenzoic acid the weakest of the ortho-halo-substituted benzoic acids?
  3. Why do o-chlorobenzoic acid and o-bromobenzoic acid have similar pKa values?

If anisole is allowed to sit in D2Othat contains a small amount ofD2SO4, what products are formed?

Draw the product(s) of each of the following reactions:

  1. benzoic acid + HNO3/H2SO4
  2. isopropylbenzene + Cl2 + FeCl3
  3. p-xylene + acetyl chloride + AlCl3 followed by H2O
  4. o-methylaniline + benzenediazonium chloride
  5. cyclohexyl phenyl ether + Br2
  6. phenol + H2SO4 + 螖
  7. ethylbenzene + Br2/FeBr3
  8. m-xylene + Na2Cr2O7 + HCl + 螖
See all solutions

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