
(a)
To determine: The mechanism that corresponds to occurrence of free radical halogenations exclusively at the benzylic position.
Interpretation: A mechanism that corresponds to the reason as to why free radical halogenations occurred exclusively at the benzylic position is to be proposed.
Concept introduction: Free radical bromination occurs exclusively at the benzylic position. The benzylic position is next to the
(b)
To draw: The two stereoisomers that result from the monobromination at the benzylic position.
Interpretation: The structure of the two stereoisomers that result from the monobromination at the benzylic position is to be drawn.
Concept introduction: Stereoisomers are further divided into two categories: optical isomers and geometrical isomers. The two different forms in which a single chiral carbon can exist is referred to as enantiomers. The class of diastereomers includes stereoisomers that are not enantiomers.
(c)
To determine: The R and S configurations of the asymmetric carbon atoms in the product.
Interpretation: The R and S configurations to the asymmetric carbon atoms in the product are to be assigned.
Concept introduction: The enantiomers of a chiral compound can be named with the help of right hand and left hand configuration. In fisher projection, chiral carbon atom is represented by a cross. When two groups on a fisher projection are interchanged, the configuration of chiral carbon also changes from (R) to (S) or (S) to (R).
(d)
To determine: The relationship between the isomeric products.
Interpretation: The relationship between the isomeric products is to be stated.
Concept introduction: Stereoisomers are further divided into two categories: optical isomers and geometrical isomers. The two different forms in which a single chiral carbon can exist is referred to as enantiomers. The class of diastereomers includes stereoisomers that are not enantiomers.
(e)
To determine: If the products are produced in identical amounts.
Interpretation: The validation of the fact that the products are formed in equal amounts is to be stated.
Concept introduction: Stereoisomers are further divided into two categories: optical isomers and geometrical isomers. The two different forms in which a single chiral carbon can exist is referred to as enantiomers. The class of diastereomers includes stereoisomers that are not enantiomers.
(f)
To determine: If the products have identical physical properties.
Interpretation: The validation of the fact that the products have identical physical properties is to be stated.
Concept introduction: Stereoisomers are further divided into two categories: optical isomers and geometrical isomers. The two different forms in which a single chiral carbon can exist is referred as enantiomers. The class of diastereomers includes stereoisomers that are not enantiomers.

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Chapter 5 Solutions
ORGANIC CHEMISTRY
- 3. Use Kapustinskii's equation and data from Table 4.10 in your textbook to calculate lattice energies of Cu(OH)2 and CuCO3 (4 points)arrow_forward2. Copper (II) oxide crystalizes in monoclinic unit cell (included below; blue spheres 2+ represent Cu²+, red - O²-). Use Kapustinski's equation (4.5) to calculate lattice energy for CuO. You will need some data from Resource section of your textbook (p.901). (4 points) CuOarrow_forwardWhat is the IUPAC name of the following compound? OH (2S, 4R)-4-chloropentan-2-ol O (2R, 4R)-4-chloropentan-2-ol O (2R, 4S)-4-chloropentan-2-ol O(2S, 4S)-4-chloropentan-2-olarrow_forward
- Use the reaction coordinate diagram to answer the below questions. Type your answers into the answer box for each question. (Watch your spelling) Energy A B C D Reaction coordinate E A) Is the reaction step going from D to F endothermic or exothermic? A F G B) Does point D represent a reactant, product, intermediate or transition state? A/ C) Which step (step 1 or step 2) is the rate determining step? Aarrow_forward1. Using radii from Resource section 1 (p.901) and Born-Lande equation, calculate the lattice energy for PbS, which crystallizes in the NaCl structure. Then, use the Born-Haber cycle to obtain the value of lattice energy for PbS. You will need the following data following data: AH Pb(g) = 196 kJ/mol; AHƒ PbS = −98 kJ/mol; electron affinities for S(g)→S¯(g) is -201 kJ/mol; S¯(g) (g) is 640kJ/mol. Ionization energies for Pb are listed in Resource section 2, p.903. Remember that enthalpies of formation are calculated beginning with the elements in their standard states (S8 for sulfur). The formation of S2, AHF: S2 (g) = 535 kJ/mol. Compare the two values, and explain the difference. (8 points)arrow_forwardIn the answer box, type the number of maximum stereoisomers possible for the following compound. A H H COH OH = H C Br H.C OH CHarrow_forward
- 7. Magnesium is found in nature in the form of carbonates and sulfates. One of the major natural sources of zinc is zinc blende (ZnS). Use relevant concepts of acid-base theory to explain this combination of cations and anions in these minerals. (2 points)arrow_forward6. AlF3 is insoluble in liquid HF but dissolves if NaF is present. When BF3 is added to the solution, AlF3 precipitates. Write out chemical processes and explain them using the principles of Lewis acid-base theory. (6 points)arrow_forward5. Zinc oxide is amphoteric. Write out chemical reactions for dissolution of ZnO in HCl(aq) and in NaOH(aq). (3 points)arrow_forward
- Organic ChemistryChemistryISBN:9781305580350Author:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. FootePublisher:Cengage LearningOrganic Chemistry: A Guided InquiryChemistryISBN:9780618974122Author:Andrei StraumanisPublisher:Cengage Learning

