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Rank the indicated bonds in order of increasing bond dissociation energy.

Short Answer

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Answer

The bond dissociation energy increases in the order:I-CCl3<Br-CCl3<Cl-CCl3

Step by step solution

01

Step-by-Step SolutionStep 1: Bond dissociation Energy

The energy applied to dissociate a bond is called bond dissociation energy.

The bond dissociation energy is directly proportional to the strength of the bond.

Inorganic compounds, alkanes have the least bond dissociation energy. Alkenes have higher bond dissociation energy. In comparison, alkynes have the maximum bond dissociation energy.

02

Factors affecting Bond Dissociation Energy

There are various factors on which the amount of energy required to break the bonds depends. These factors are described hereunder:

  • Bond length: Shorter the bond length, the greater is the strength of the chemical bond. Hence, Bond Dissociation energy is higher and vice-versa.
  • The number of electrons shared: the number of electrons shared implies the number of chemical bonds existing between two atoms or groups.

Hence, the more the number of electrons is shared, the number of bonds and bond strength increases between two atoms. Hence, bond dissociation energy increases and vice-versa.

  • Atomic size: the larger the atomic size, the more is the bond length. Hence, the bond strength is less, and so bond dissociation energy is also less.
03

Comparison of bond dissociation energy in the given compounds

In the given three structures, the three halogens, i.e., chlorine, iodine, and bromine, are bonded with a single bond to the same chemical moiety.

The basis of comparing the Bond Dissociation energy for the three given structures is the atomic size of the halogen atoms attached.

Among Cl-CCl3,Br-CCl3andI-CCl3, chlorine has the smallest size, bromine has the intermediate size, and iodine has the largest size. Hence, the Cl-C bond length is the smallest, Br-C bond length is intermediate, and I-C bond length is the largest. Comparison of bond lengths

Thus, the bond strength increases in the order: I-C < Br-C <Cl-C

Hence, the bond dissociation energy also has the same order as the bond strength as I-CCl3<Br-CCl3<Cl-CCl3.

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Most popular questions from this chapter

As we learned in Chapter 4, propane (CH3CH2CH3)has both 1°and 2°hydrogens.

  1. Draw the carbon radical formed by homolysis of each type of C-H bond.
  2. Use the values in Table 6.2 to determine which C-H bond is stronger.
  3. Explain how this information can be used to determine the relative stability of the two radicals formed. Which radical formed from propane is more stable?

Label each statement as true or false. Correct any false statement to make it true.

a. Increasing temperature increases reaction rate.

b. If a reaction is fast, it has a large rate constant.

c. A fast reaction has a large negative ∆G°value.

d. When Eais large, the rate constant k is also large.

e. Fast reactions have equilibrium constants > 1.

f. Increasing the concentration of a reactant always increases the rate of a reaction.

Consider the following two-step reaction:

a. How many bonds are broken and formed in Step [1]? Would you predict ∆H°of Step [1] to be positive or negative?

b. How many bonds are broken and formed in Step [2]? Would you predict the ∆H°of Step [2] to be positive or negative?

c. Which step is rate-determining?

d. Draw the structure for the transition state in both steps of the mechanism.

e. If ∆H°overallis negative for this two-step reaction, draw an energy diagram illustrating all of the information in parts (a)–(d).

The conversion of acetyl chloride to methyl acetate occurs via the following two-step mechanism:

a. Add curved arrows to show the movement of the electrons in each step.

b. Write the rate equation for this reaction, assuming the first step is rate-determining.

c. If the concentration of were increased 10 times, what would happen to the rate of the reaction?

d. If the concentrations of both and were increased 10 times, what would happen to the rate of the reaction?

e. Classify the conversion of acetyl chloride to methyl acetate as an addition, elimination, or substitution.

Homolysis of the indicated C-H bond in propene forms a resonance-stabilized radical.

  1. Draw the two possible resonance structures for this radical.
  2. Use half-headed curved arrows to illustrate how one resonance structure can be converted to the other.
  3. Draw a structure for the resonance hybrid.

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