Organic Chemistry
4th Edition
ISBN: 9780073402772
Author: Janice G. Smith
Publisher: MCG
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Textbook Question
Chapter 2, Problem 2.5P
Draw the products formed from the acid-base reaction of HCI with each compound.
a. CH3OH
b. (CH3CH2)2O
c. (CH3)3N
d.
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Chapter 2 Solutions
Organic Chemistry
Ch. 2 - a. Which compounds are Bronsted-Lowry acids:...Ch. 2 - a. Draw the conjugate acid of each base:...Ch. 2 - Label the acid and base, and the conjugate acid...Ch. 2 - Draw the products of each proton transfer...Ch. 2 - Draw the products formed from the acid-base...Ch. 2 - Which compound in each pair is the stronger acid?...Ch. 2 - Use a calculator when necessary to answer the...Ch. 2 - Rank the conjugate bases of each of group of acids...Ch. 2 - Problem-2.10 Considers two acids: (formic acid,)...Ch. 2 - Estimate the pKa of each of the indicated bonds.
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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- Which is a stronger acid? a. CH2-CHCOOH or CH3CH2COOH b. H-N-H or H-NO-H c. CH2-CHCOOH or HC CCOOH d. H-N-H or N-Harrow_forwardWhich is the strongest acid? OA. В. FO | CH;CHCH,ČOH CH;CH,CHCOH CH3CH,CHČOH CHCHC-COH F Farrow_forwardWhich is a stronger acid? a. HCl or HBr b. CH3CH2CH2NH3 or CH3CH2CH2OH2 c. CH3CH2CH2OH or CH3CH2CH2SHarrow_forward
- What is the major product of the following reaction? 1. HCI 2.1-BuOK, 1-BuOH A. B. C. D. OM 02.H E. 86arrow_forwardWhat are the compounds A and B? B D a X Br KOH/EtOH heat A (Major) X B B OH H₂O. H* Barrow_forward2. What is the product(s) of the following reaction? A HN B. N A NH2 [H+] -H₂O C. D. HN 3. What is/are the product(s) of the following reaction? A. B. D [H+] -H₂O C.arrow_forward
- Which is a stronger base?a. HS− or HO− b. CH3O− or CH3N-H c. CH3OH or CH3O− d. Cl− or Br−e. CH3COO− or CF3COO− f. CH3CHClCOO− or CH3CHBrCOO−arrow_forwardWhich is a stronger base? a. CH3O− or CH3S− b. H2O or HO− c. H2O or NH3 d. CH3CO− or CH3O−arrow_forwardWhich compound in each pair is the stronger acid? c. CH3COOH or O,NCH,COOH a. CICH,COOH or FCH,COOH b. Cl,CHCH,OH or Cl,CHCH,CH,OHarrow_forward
- Which is the stronger acid? a. CH3CH3 or HC CH b. H2C CH2 or HC CH c. H2C CH2 or CH3CH3arrow_forwardWhich is the stronger acid?a.CH3OH or CH3CH3 b.CH3OH or HF c.CH3NH2 or HF d. CH3NH2 or CH3OHarrow_forwardGive the product of the following reaction: a 'COOH COOH b COOH COOH KMnO4 но C COOH XX. COOH darrow_forward
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