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Consider the following reactions. For parts b-d, see Exercise 62. a. When C 5 H 12 is reacted with Cl 2 ( g ) in the presence of ultraviolet light, four different monochlorination products form. What is the structure of C 5 H l2 in this reaction? b. When C 4 H 8 is reacted with H 2 O, a tertiary alcohol is produced as the major product. What is the structure of C 4 H 8 in this reaction? c. When C 7 H 12 is reacted with HCl, 1-chloro-1-methylcyclohexane is produced as the major product. What are the two possible structures for C 7 H 12 in this reaction? d. When a hydrocarbon is reacted with H 2 O and the major product of this reaction is then oxidized, acetone (2-propanone) is produced. What is the structure of the hydrocarbon in this reaction? e. When C 5 H 12 Ois oxidized, a carboxylic acid is produced. What are the possible structures for C 5 H 12 O in this reaction?

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Chemistry: An Atoms First Approach

2nd Edition
Steven S. Zumdahl + 1 other
Publisher: Cengage Learning
ISBN: 9781305079243

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Section
BuyFindarrow_forward

Chemistry: An Atoms First Approach

2nd Edition
Steven S. Zumdahl + 1 other
Publisher: Cengage Learning
ISBN: 9781305079243
Chapter 21, Problem 151CP
Textbook Problem
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Consider the following reactions. For parts b-d, see Exercise 62.

a. When C5H12 is reacted with Cl2(g) in the presence of ultraviolet light, four different monochlorination products form. What is the structure of C5Hl2 in this reaction?

b. When C4H8 is reacted with H2O, a tertiary alcohol is produced as the major product. What is the structure of C4H8 in this reaction?

c. When C7H12 is reacted with HCl, 1-chloro-1-methylcyclohexane is produced as the major product. What are the two possible structures for C7H12 in this reaction?

d. When a hydrocarbon is reacted with H2O and the major product of this reaction is then oxidized, acetone (2-propanone) is produced. What is the structure of the hydrocarbon in this reaction?

e. When C5H12Ois oxidized, a carboxylic acid is produced. What are the possible structures for C5H12O in this reaction?

 (a)

Interpretation Introduction

Interpretation: The structures of the final products formed in the following reactions are to be stated.

Concept introduction: Organic compounds are synthesized through organic reactions. The different types of reactions in organic chemistry are elimination reaction, substitution reaction, addition reactions and many more. Addition reactions are takes place when two or more reactants combine to form a single product. Elimination reactions occur when a reactant broke down into two or more products and the substitution reactions takes place by an exchange in the reactants.

To determine: The structure of C5H12 .

Explanation of Solution

Explanation

The structure of C5H12 is shown in Figure 1.

The structure of C5H12 is,

(b)

Interpretation Introduction

Interpretation: The structures of the final products formed in the following reactions are to be stated.

Concept introduction: Organic compounds are synthesized through organic reactions. The different types of reactions in organic chemistry are elimination reaction, substitution reaction, addition reactions and many more. Addition reactions are takes place when two or more reactants combine to form a single product. Elimination reactions occur when a reactant broke down into two or more products and the substitution reactions takes place by an exchange in the reactants.

To determine: The structure of C4H8 .

(c)

Interpretation Introduction

Interpretation: The structures of the final products formed in the following reactions are to be stated.

Concept introduction: Organic compounds are synthesized through organic reactions. The different types of reactions in organic chemistry are elimination reaction, substitution reaction, addition reactions and many more. Addition reactions are takes place when two or more reactants combine to form a single product. Elimination reactions occur when a reactant broke down into two or more products and the substitution reactions takes place by an exchange in the reactants.

To determine: The two possible structures of C7H12 .

(d)

Interpretation Introduction

Interpretation: The structures of the final products formed in the following reactions are to be stated.

Concept introduction: Organic compounds are synthesized through organic reactions. The different types of reactions in organic chemistry are elimination reaction, substitution reaction, addition reactions and many more. Addition reactions are takes place when two or more reactants combine to form a single product. Elimination reactions occur when a reactant broke down into two or more products and the substitution reactions takes place by an exchange in the reactants.

To determine: The structure of hydrocarbon reacted with H2O .

(e)

Interpretation Introduction

Interpretation: The structures of the final products formed in the following reactions are to be stated.

Concept introduction: Organic compounds are synthesized through organic reactions. The different types of reactions in organic chemistry are elimination reaction, substitution reaction, addition reactions and many more. Addition reactions are takes place when two or more reactants combine to form a single product. Elimination reactions occur when a reactant broke down into two or more products and the substitution reactions takes place by an exchange in the reactants.

To determine: The possible structures for C5H12O .

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Chapter 21 Solutions

Chemistry: An Atoms First Approach
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Ch. 21 - What are carbohydrates, and what are the monomers...Ch. 21 - Describe the structural differences between DNA...Ch. 21 - A confused student was doing an isomer problem and...Ch. 21 - For the following formulas, what types of...Ch. 21 - What is wrong with the following names? Give the...Ch. 21 - The following organic compounds cannot exist. Why?...Ch. 21 - If you had a group of hydrocarbons, what...Ch. 21 - Which of the functional groups in Table 21-4 can...Ch. 21 - A polypeptide is also called a polyamide. Nylon is...Ch. 21 - Give an example reaction that would yield the...Ch. 21 - Give an example reaction that would yield the...Ch. 21 - What is polystyrene? 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CH2 = CH ...Ch. 21 - Name each of the following alkenes or alkynes. a....Ch. 21 - Give the structure for each of the following. a....Ch. 21 - Give the structure for each of the following. a....Ch. 21 - Give the structure of each of the following...Ch. 21 - Cumene is the starting material for the industrial...Ch. 21 - Name each of the following. a. b. CH3CH2CH2CCl3 c....Ch. 21 - Name each of the following compounds. a. b. c. d....Ch. 21 - There is only one compound that is named...Ch. 21 - Consider the following four structures. a. Which...Ch. 21 - Which of the compounds in Exercises 25 and 27...Ch. 21 - Which of the compounds in Exercises 26 and 28...Ch. 21 - Draw all the structural isomers of C5H10. Ignore...Ch. 21 - Which of the structural isomers in Exercise 37...Ch. 21 - Draw all the structural and geometrical (cistrans)...Ch. 21 - Draw all the structural and geometrical (cistrans)...Ch. 21 - Draw all structural and geometrical (cistrans)...Ch. 21 - Cistrans isomerism is also possible in molecules...Ch. 21 - Draw the following. a. cis-2-hexene b....Ch. 21 - Name the following compounds. a. b. c.Ch. 21 - If one hydrogen in a hydrocarbon is replaced by a...Ch. 21 - There are three isomers of dichlorobenzene, one of...Ch. 21 - Identify each of the following compounds as a...Ch. 21 - Identify the functional groups present in the...Ch. 21 - Mimosine is a natural product found in large...Ch. 21 - Minoxidil (C9H15N5O) is a compound produced by...Ch. 21 - For each of the following alcohols, give the...Ch. 21 - Draw structural formulas for each of the following...Ch. 21 - Name all the alcohols that have the formula...Ch. 21 - Name all the aldehydes and ketones that have the...Ch. 21 - Name the following compounds. a. b. c.Ch. 21 - Draw the structural formula for each of the...Ch. 21 - Name the following compounds. a. b. c. HCOOHCh. 21 - Draw a structural formula for each of the...Ch. 21 - Which of the following statements is(are) false?...Ch. 21 - Draw the isomer(s) specified. There may be more...Ch. 21 - Complete the following reactions. a. b. c. d.Ch. 21 - Reagents such as HCl, HBr, and HOH (H2O) can add...Ch. 21 - When toluene (C6H5CH3) reacts with chlorine gas in...Ch. 21 - Why is it preferable to produce chloroethane by...Ch. 21 - Using appropriate reactants, alcohols can be...Ch. 21 - Oxidation of an aldehyde yields a carboxylic acid:...Ch. 21 - How would you synthesize each of the following? a....Ch. 21 - What tests could you perform to distinguish...Ch. 21 - How would you synthesize the following esters? a....Ch. 21 - Complete the following reactions. a. CH3CO2H +...Ch. 21 - Kel-F is a polymer with the structure What is the...Ch. 21 - What monomer(s) must be used to produce the...Ch. 21 - Super glue contains methyl cyanoacrylate, which...Ch. 21 - Isoprene is the repeating unit in natural rubber....Ch. 21 - Kevlar, used in bulletproof vests, is made by the...Ch. 21 - The polyester formed from lactic acid, is used for...Ch. 21 - Polyimides are polymers that are tough and stable...Ch. 21 - The Amoco Chemical Company has successfully raced...Ch. 21 - Polystyrene can be made more rigid by...Ch. 21 - Polyesters containing double bonds are often...Ch. 21 - Which of the following polymers would be stronger...Ch. 21 - Poly(lauryl methacrylate) is used as an additive...Ch. 21 - Which of the amino acids in Fig. 21-18 contain the...Ch. 21 - When pure crystalline amino acids are heated,...Ch. 21 - Aspartame, the artificial sweetener marketed under...Ch. 21 - Glutathione, a tripeptide found in virtually all...Ch. 21 - Draw the structures of the two dipeptides that can...Ch. 21 - Draw the structures of the tripeptides glyalaser...Ch. 21 - Write the sequence of all possible tetrapeptides...Ch. 21 - How many different pentapeptides can be formed...Ch. 21 - Give an example of amino acids that could give...Ch. 21 - What types of interactions can occur between the...Ch. 21 - Oxygen is carried from the lungs to tissues by the...Ch. 21 - Over 100 different kinds of mutant hemoglobin...Ch. 21 - Draw cyclic structures for D-ribose and D-mannose.Ch. 21 - Indicate the chiral carbon atoms found in the...Ch. 21 - In addition to using numerical prefixes in the...Ch. 21 - Glucose can occur in three forms: two cyclic forms...Ch. 21 - What are the structural differences between - and...Ch. 21 - Cows can digest cellulose, but humans cant. 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