Organic Chemistry
Organic Chemistry
4th Edition
ISBN: 9780073402772
Author: Janice G. Smith
Publisher: MCG
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Chapter 2, Problem 2.40P
Interpretation Introduction

(a)

Interpretation: The product of the given proton transfers reaction is to be drawn. The acid and base in the starting material, and the conjugate acid and base in the products are to be stated.

Concept introduction: In proton transfer reaction, acid donate protons to from a conjugate base and a base accepts protons to from a conjugate acid. An acid base reaction is represented as,

HA+BBH++AAcidBaseConjufagate acidConjufagate base

Expert Solution
Check Mark

Answer to Problem 2.40P

The products of the given proton transfer reaction are CH3O and NH3. The acid and base in the starting material are CH3OH and NH2 respectively. the conjugate acid and base in the products are NH3 and CH3O respectively.

Explanation of Solution

The given starting material CH3OH will acts as an acid and gives it proton to the base NH2 to from CH3O and NH3. The reaction that takes place between CH3OH and NH2 is represented as,

CH3OH+NH2NH3+CH3OAcidBaseConjufagate acidConjufagate base

Conclusion

The products of the given proton transfer reaction are CH3O and NH3. The acid and base in the starting material are CH3OH and NH2 respectively. The conjugate acid and base in the products are NH3 and CH3O respectively.

Interpretation Introduction

(b)

Interpretation: The product of the given proton transfers reaction is to be drawn. The acid and base in the starting material, and the conjugate acid and base in the products are to be stated.

Concept introduction: In proton transfer reaction, acid donate protons to from a conjugate base and a base accepts protons to from a conjugate acid. An acid base reaction is represented as,

HA+BBH++AAcidBaseConjufagate acidConjufagate base

Expert Solution
Check Mark

Answer to Problem 2.40P

The products of the given proton transfer reaction are CH3CH2COO and H3COH. The acid and base in the starting material are CH3CH2COOH and H3CO respectively. The conjugate acid and base in the products are H3COH and CH3CH2COO respectively.

Explanation of Solution

The given starting material CH3CH2COOH will acts as an acid and gives it proton to the base H3CO to from H3COH and CH3CH2COO. The reaction that takes place between CH3CH2COOH and H3CO is represented as,

Organic Chemistry, Chapter 2, Problem 2.40P

Figure 1

Conclusion

The products of the given proton transfer reaction are CH3CH2COO and H3COH. The acid and base in the starting material are CH3CH2COOH and H3CO respectively. The conjugate acid and base in the products are H3COH and CH3CH2COO respectively.

Interpretation Introduction

(c)

Interpretation: The product of the given proton transfers reaction is to be drawn. The acid and base in the starting material, and the conjugate acid and base in the products are to be stated.

Concept introduction: In proton transfer reaction, acid donate protons to from a conjugate base and a base accepts protons to from a conjugate acid. An acid base reaction is represented as,

HA+BBH++AAcidBaseConjufagate acidConjufagate base

Expert Solution
Check Mark

Answer to Problem 2.40P

The products of the given proton transfer reaction are CH3CH2OH2+ and Br. The acid and base in the starting material are HBr and CH3CH2OH respectively. The conjugate acid and base in the products are CH3CH2OH2+ and Br respectively.

Explanation of Solution

The given starting material HBr will acts as an acid and gives it proton to the base CH3CH2OH to from CH3CH2OH2+ and Br. The reaction that takes place between CH3CH2OH and HBr is represented as,

HBr+CH3CH2OHCH3CH2OH2++BrAcidBaseConjufagate acidConjufagate base

Conclusion

The products of the given proton transfer reaction are CH3CH2OH2+ and Br. The acid and base in the starting material are HBr and CH3CH2OH respectively. The conjugate acid and base in the products are CH3CH2OH2+ and Br respectively.

Interpretation Introduction

(d)

Interpretation: The product of the given proton transfers reaction is to be drawn. The acid and base in the starting material, and the conjugate acid and base in the products are to be stated.

Concept introduction: In proton transfer reaction, acid donate protons to from a conjugate base and a base accepts protons to from a conjugate acid. A acid base reaction is represented as,

HA+BBH++AAcidBaseConjufagate acidConjufagate base

Expert Solution
Check Mark

Answer to Problem 2.40P

The products of the given proton transfer reaction are CH3CCH and OH. The acid and base in the starting material are H2O and CH3CC respectively. The conjugate acid and base in the products are CH3CCH and OH respectively.

Explanation of Solution

The given starting material H2O will acts as an acid and gives it proton to the base CH3CC to from CH3CCH and OH. The reaction that takes place between H2O and CH3CC is represented as,

H2O+CH3CCCH3CCH+OHAcidBaseConjufagate acidConjufagate base

Conclusion

The products of the given proton transfer reaction are CH3CCH and OH. The acid and base in the starting material are H2O and CH3CC respectively. The conjugate acid and base in the products are CH3CCH and OH respectively.

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Chapter 2 Solutions

Organic Chemistry

Ch. 2 - Draw the products of each reaction and determine...Ch. 2 - Prob. 2.12PCh. 2 - Without reference to a pKa table, decide which...Ch. 2 - which compound in each pair of isomers is the...Ch. 2 - Prob. 2.15PCh. 2 - Which hydrogen in pseudoephedrine, the nasal...Ch. 2 - whichcompound in each pair is the stronger acid? a...Ch. 2 - Glycolic acid, HOCH2CO2H, is the simplest member...Ch. 2 - Explain the apparent paradox. HBr is a stronger...Ch. 2 - The CH bond in acetone, (CH3)2C=O, has a pKa of...Ch. 2 - Acetonitrile (CH3CN) has a pKa of 25, making it...Ch. 2 - For each pair of compounds: [1] Which indicated H...Ch. 2 - Rank the compounds in each group in order of...Ch. 2 - Which proton in each of the following drugs is...Ch. 2 - Prob. 2.25PCh. 2 - Problem 2.29 Compounds like amphetamine that...Ch. 2 - Problem 2.30 Which species are Lewis bases? a. b....Ch. 2 - Which species are Lewis acids? a. b. c. d. Ch. 2 - For each reaction, label the Lewis acid and base....Ch. 2 - Prob. 2.30PCh. 2 - Prob. 2.31PCh. 2 - Prob. 2.32PCh. 2 - 2.36 Propranolol is an antihypertensive agent—that...Ch. 2 - 2.37 Amphetamine is a powerful stimulant of the...Ch. 2 - Prob. 2.35PCh. 2 - Prob. 2.36PCh. 2 - a Draw the conjugate acid of ethylene, CH2 = CH2....Ch. 2 - 2.40 Draw the products formed from the acid-base...Ch. 2 - Draw the products formed from the acid-base...Ch. 2 - Prob. 2.40PCh. 2 - Draw the product of acid-base reaction. a. c. b....Ch. 2 - Prob. 2.42PCh. 2 - Prob. 2.43PCh. 2 - What is Ka for each compound? Use a calculator...Ch. 2 - What is the pKa for each compound? a. b. c.Ch. 2 - Which of the following bases are strong enough to...Ch. 2 - Which compounds can be deprotonated by OH, so that...Ch. 2 - Draw the product of each reaction. Use the pKa...Ch. 2 - Rank the following compounds in order of...Ch. 2 - Rank the following ions in order of increasing...Ch. 2 - Prob. 2.51PCh. 2 - Prob. 2.52PCh. 2 - The pKa of three CH bonds is given below. a. For...Ch. 2 - a. What is the conjugate acid of A? b. What is the...Ch. 2 - 2.56 Draw the structure of a constitutional isomer...Ch. 2 - 2.57 Many drugs are Bronsted-Lowry acids or...Ch. 2 - Dimethyl ether (CH3OCH3) and ethanol (CH3CH2OH)...Ch. 2 - Prob. 2.58PCh. 2 - Ethyl butanoate, CH3CH2CH2CO2CH2CH3, is one of the...Ch. 2 - Prob. 2.60PCh. 2 - 2.61 Label the three most acidic hydrogen atoms in...Ch. 2 - Prob. 2.62PCh. 2 - 2.64 Classify each species as a Lewis acid, a...Ch. 2 - Prob. 2.64PCh. 2 - Draw the products of each Lewis acid-base...Ch. 2 - Prob. 2.66PCh. 2 - Prob. 2.67PCh. 2 - 2.70 Hydroxide can react as a Brønsted-Lowry base...Ch. 2 - 2.71 Answer the following questions about esmolol,...Ch. 2 - Prob. 2.70PCh. 2 - 2.72 DBU, is a base we will encounter in...Ch. 2 - 2.73 Molecules like acetamide can be protonated...Ch. 2 - Two pKa values are reported for malonic acid, a...Ch. 2 - Prob. 2.74PCh. 2 - 2.76 Write a stepwise reaction sequence using...Ch. 2 - Prob. 2.76PCh. 2 - 2.78 Which compound, M or N, is the stronger acid?...
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