Organic Chemistry
7th Edition
ISBN: 9780321803221
Author: Paula Y. Bruice
Publisher: Prentice Hall
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Textbook Question
Chapter 2, Problem 50P
a. Rank the following
b. How does the presence of an electronegative substituent such as Cl affect the acidity of a carboxylic add?
c. How does the location of the substituent affect the acidity of the carboxylic add?
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18. Which of the following compounds DOES NOT
exhibit acidic properties?
A. Adipic acid
B. Phenol
C. Toluene
D. Benzene
Draw the products formed from the acid–base reaction of HCl with each compound.
Which is the more stable base? a. Br− or I− b. CH3O− or CH3S− c. CH3CH2O− or CH3COO− d. H2C CH or HC C− e. FCH2CH2COO− or CH2CH2COO- f. CLCH2CH2O- or CL2CHCH2O-
Chapter 2 Solutions
Organic Chemistry
Ch. 2.1 - Which of the following are not acids? CH3COOH CO2...Ch. 2.1 - Draw the products of the addbase renc1 ion when a....Ch. 2.1 - a. What is the conjugate acid of each or the...Ch. 2.2 - a. Which is a stronger acid: one with a pKa of 5.2...Ch. 2.2 - An acid has a Ka of 4.53 106 in water. What is...Ch. 2.2 - Prob. 6PCh. 2.2 - Antacids are compounds that neutralize stomach...Ch. 2.2 - Are the following body fluids acidic or basic? a....Ch. 2.3 - Draw the conjugate acid of each of the following:...Ch. 2.3 - a. Write an equation showing CH3OH reacting as an...
Ch. 2.3 - Estimate the pKa values of the following...Ch. 2.3 - a. Which is a stronger base: CH3COO or HCOO? (The...Ch. 2.3 - Using the pKa values in Section 2.3, rank the...Ch. 2.4 - Prob. 14PCh. 2.5 - a. For each of the acid-base reactions in Section...Ch. 2.5 - Ethyne has a pKa value of 25, water has a pKa...Ch. 2.5 - Which of the following bases can remove a proton...Ch. 2.5 - Calculate the equilibrium constant for the...Ch. 2.6 - Rank the ions (CH3, NH2, HO, and F) from most...Ch. 2.6 - Rank the carbanions shown in the margin from most...Ch. 2.6 - Which is the stronger acid?Ch. 2.6 - Prob. 22PCh. 2.6 - Rank the halide ions (F, Cl, Br, and l) from...Ch. 2.6 - a. Which is more electronegative, oxygen or...Ch. 2.6 - Which is a stronger acid? a. HCl or HBr b....Ch. 2.6 - a. Which of the halide ions (F, Cl, Br, and l) is...Ch. 2.6 - Prob. 27PCh. 2.7 - What is a stronger acid? a. CH3OCH2CH2OH or...Ch. 2.7 - Prob. 29PCh. 2.7 - What is a stronger base?Ch. 2.8 - Fosamax (shown on the previous page) has six...Ch. 2.8 - Which is a stronger acid? Why?Ch. 2.8 - Prob. 34PCh. 2.9 - Using the table of pKa values given in Appendix I,...Ch. 2.10 - Prob. 36PCh. 2.10 - As long as the pH is not less than _______, at...Ch. 2.10 - A naturally occurring amino acid such as alanine...Ch. 2.10 - For each of the following compounds, indicate the...Ch. 2.11 - Write the equation that shows how a buffer made by...Ch. 2.12 - Draw the products of the following react ions. Use...Ch. 2.12 - What product are formed when each of the following...Ch. 2 - a. Rank the following alcohols from strongest to...Ch. 2 - Which is a stronger base? a. HS or HO b. CH3O or...Ch. 2 - According to the explanations by Lewis, if a...Ch. 2 - a. Rank the following carboxylic acids from...Ch. 2 - Prob. 51PCh. 2 - For the following compound. a. draw its conjugate...Ch. 2 - Rank the following compounds from strongest to...Ch. 2 - Prob. 54PCh. 2 - Prob. 55PCh. 2 - a. Rank the following alcohols from strongest to...Ch. 2 - For each compound, indicate the atom that is most...Ch. 2 - a. Given the Ka values, estimate the pKa value of...Ch. 2 - A single bond between two carbons with different...Ch. 2 - Tenormin, a member of the group of drugs known as...Ch. 2 - From which of the following compounds can HO...Ch. 2 - a. For each of the following pairs of reactions,...Ch. 2 - Prob. 63PCh. 2 - Which is a stronger acid? a. b. c. d.Ch. 2 - Prob. 65PCh. 2 - Given that pH+ pOH = 14 and that the concentration...Ch. 2 - How could you separate a mixture of the following...Ch. 2 - Prob. 68PCh. 2 - a. If an add with a pKa of 5.3 is in an aqueous...Ch. 2 - Calculate the pH values of the following...Ch. 2 - Prob. 1PCh. 2 - Prob. 2PCh. 2 - Prob. 3PCh. 2 - Which of the reactions in Problem 3 favor...Ch. 2 - Prob. 5PCh. 2 - Prob. 6PCh. 2 - Prob. 7PCh. 2 - Which is the stronger acid? a. ClCH2CH2OH or...Ch. 2 - Prob. 9PCh. 2 - Prob. 10PCh. 2 - Which is a more stable base? Remembering that the...Ch. 2 - Which is the Stronger acid?Ch. 2 - Prob. 13PCh. 2 - a. Draw the structure of (CH3COOH (pKa = 4.7) at...
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- Draw the products formed from the acid–base reaction of HCl with each compound. (See Attachment)arrow_forwarda. Rank the following carboxylic acids from strongest to weakest acid: CH3CH2CH2COOH CH3CH2CHCOOH ClCH2CH2CH2COOH CH3CHCH2COOH b. How does the presence of an electronegative substituent such as Cl affect the acidity of a carboxylic acid? c. How does the location of the substituent affect the acidity of the carboxylic acid?arrow_forwardWhy is butanoic acid stronger acid than phenol?arrow_forward
- What product is formed when each compound is treated with NaH? Each of these acid–base reactions was a step in a synthesis of a commercially available drug.arrow_forwardAlkynes exhibit acidic properties because of the differences in the electronegativity of sp- hybridized carbons. Which of the following statements best explains the acidic property of acetylene? A. The electronegativity of sp hybridized carbon decreases bond dipole between C and H. B. Hydrogen atom becomes ionized due to sp-s repulsion. C. The sp-sp orbital overlap attracts the electron cloud between C and H. D. The pi bonds in the triple bond promote ionization of carbon into carbocationsarrow_forwardHelparrow_forward
- Answer the following questions about esmolol, a drug used to treat high blood pressure sold under the trade name Brevibloc.a.Label the most acidic hydrogen atom in esmolol. b.What products are formed when esmolol is treated with NaH? c. What products are formed when esmolol is treated with HCl? d.Label all sp2 hybridized C atoms. e. Label the only trigonal pyramidal atom. f. Label all C's that bear a δ+ charge.arrow_forwardAnswer the following questions about esmolol, a drug used to treat high blood pressure sold under the trade name Brevibloc.a.Label the most acidic hydrogen atom in esmolol. b.What products are formed when esmolol is treated with NaH? c.What products are formed when esmolol is treated with HCl? d. Label all sp2 hybridized C atoms. e.Label the only trigonal pyramidal atom. f.Label all C's that bear a δ+ charge.arrow_forwardNot sure if B would be the right onearrow_forward
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