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Ch.12 - Solids and Modern Materials
Chapter 12, Problem 125b

(b) When subjected to high pressure and heated, polyvinyl chloride converts to diamond. During this transformation which bonds are most likely to break first?
Table showing average bond energies for various chemical bonds in kJ/mol.

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Identify the bonds present in polyvinyl chloride (PVC). PVC primarily contains C-H, C-C, and C-Cl bonds.
Refer to the provided table to find the bond energies for C-H, C-C, and C-Cl bonds. The bond energies are: C-H (414 kJ/mol), C-C (347 kJ/mol), and C-Cl (339 kJ/mol).
Compare the bond energies to determine which bond is the weakest. The bond with the lowest bond energy will break first.
From the bond energies, identify that the C-Cl bond has the lowest bond energy (339 kJ/mol) among the bonds in PVC.
Conclude that during the transformation of PVC to diamond under high pressure and heat, the C-Cl bonds are most likely to break first.

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Key Concepts

Here are the essential concepts you must grasp in order to answer the question correctly.

Bond Energy

Bond energy is the amount of energy required to break a bond between two atoms in a molecule. It is a measure of the strength of the bond; higher bond energies indicate stronger bonds. In the context of the transformation of polyvinyl chloride to diamond, understanding bond energies helps identify which bonds are likely to break first under high pressure and temperature.
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Types of Chemical Bonds

Chemical bonds can be classified into different types, including covalent, ionic, and metallic bonds. Covalent bonds, formed by the sharing of electrons, are particularly relevant here, as polyvinyl chloride primarily consists of carbon and chlorine atoms bonded covalently. The type of bond influences its energy and stability, which is crucial for predicting which bonds will break during the transformation process.
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Thermodynamics of Reactions

Thermodynamics involves the study of energy changes during chemical reactions. When polyvinyl chloride is subjected to high pressure and heat, the energy input can overcome the bond energies, leading to bond breaking and reformation into a different structure, such as diamond. Understanding the thermodynamic principles helps in predicting the feasibility and direction of the transformation.
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Related Practice
Textbook Question

Employing the bond enthalpy values listed in Table 8.3 estimate the molar enthalpy change occurring upon c. formation of polyethylene terephthalate (PET).

Textbook Question

Although polyethylene can twist and turn in random ways, the most stable form is a linear one with the carbon backbone oriented as shown in the following figure:

The solid wedges in the figure indicate bonds from carbon that come out of the plane of the page; the dashed wedges indicate bonds that lie behind the plane of the page. (a) What is the hybridization of orbitals at each carbon atom? What angles do you expect between the bonds?

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Textbook Question

(a) In polyvinyl chloride shown in Table 12.6, which bonds have the lowest average bond enthalpy?

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Textbook Question

(c) Employing the values of average bond enthalpy in Table 8.3, estimate the overall enthalpy change for converting PVC to diamond.

Textbook Question

Silicon has the diamond structure with a unit cell edge length of 5.43 Å and eight atoms per unit cell. (b) Suppose you dope that 1 cm3 sample of silicon with 1 ppm of phosphorus that will increase the conductivity by a factor of a million. How many milligrams of phosphorus are required?

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Textbook Question

One method to synthesize ionic solids is by the heating of two reactants at high temperatures. Consider the reaction of FeO with TiO2 to form FeTiO3. Determine the amount of each of the two reactants to prepare 2.500 g FeTiO3, assuming the reaction goes to completion. (b) Calculate the formula weight of FeTiO3.

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