ORGANIC CHEMISTRY >ACCESS CODE<
5th Edition
ISBN: 9781264105038
Author: SMITH
Publisher: MCG
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Chapter 22, Problem 22.43P
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Glycolic acid, HOCH2CO2H, is the simplest member of a group of compounds called αhydroxy acids, ingredients in skin care products that have an OH group on the carbon adjacent to a CO2H group. Would you expect HOCH2CO2H to be a stronger or weaker acid than acetic acid, CH3CO2H?
Which member of each pair is the stronger acid or base?
(a) HClO or HClO3 (b) HCl or CH3COOH (c) NaOH or CH3NH2
Chapter 22 Solutions
ORGANIC CHEMISTRY >ACCESS CODE<
Ch. 22 - Prob. 22.1PCh. 22 - Draw the three possible resonance structures for...Ch. 22 - Prob. 22.3PCh. 22 - Give an IUPAC or common name for each compound. a....Ch. 22 - Problem 22.5 Draw the structure corresponding to...Ch. 22 - Problem 22.6 Explain why the boiling point of is...Ch. 22 - Problem 22.7 How would the compounds in each pair...Ch. 22 - Problem 22.8 Deduce the structures of compounds ...Ch. 22 - Problem 22.9 Without reading ahead in Chapter 22,...Ch. 22 - Rank the compounds in each group in order of...
Ch. 22 - Prob. 22.11PCh. 22 - Prob. 22.12PCh. 22 - Prob. 22.13PCh. 22 - Prob. 22.14PCh. 22 - Problem 22.15 Draw the products of each...Ch. 22 - Problem 22.16 Draw the products of each reaction.
...Ch. 22 - Prob. 22.17PCh. 22 - Problem 22.18 Draw a stepwise mechanism for the...Ch. 22 - Prob. 22.19PCh. 22 - Problem 22.20 Fenofibrate is a...Ch. 22 - Problem 22.21 What product is formed when the...Ch. 22 - How would you synthesize olestra from sucrose?
Ch. 22 - Problem 22.23 What is the composition of the soap...Ch. 22 - Problem 22.24 Draw a stepwise mechanism for the...Ch. 22 - Prob. 22.25PCh. 22 - Problem 22.26 Some penicillins cannot be...Ch. 22 - Prob. 22.27PCh. 22 - Prob. 22.28PCh. 22 - Prob. 22.29PCh. 22 - Problem 22.30 Glucosamine is a dietry supplement...Ch. 22 - Draw the products of each reaction. a. c. b.Ch. 22 - Draw a tautomer of each compound.
a. b. c.
Ch. 22 - Draw the product of each reaction. a. b.Ch. 22 - Draw the product of each reaction. a. b.Ch. 22 - Prob. 22.35PCh. 22 - Problem 22.36 Outline two different ways that can...Ch. 22 - 22.37 Rank the following compounds in order of...Ch. 22 - Prob. 22.38PCh. 22 - Prob. 22.39PCh. 22 - 22.40 Give the IUPAC or common name for each...Ch. 22 - 22.41 Give the structure corresponding to each...Ch. 22 - Prob. 22.42PCh. 22 - 22.43 Explain why is a stronger acid and a weaker...Ch. 22 - (a) Propose an explanation for the difference in...Ch. 22 - Draw the product formed when phenylacetic acid is...Ch. 22 - Draw the product formed when phenylacetonitrile ...Ch. 22 - 22.47 Draw the organic products formed in each...Ch. 22 - Prob. 22.48PCh. 22 - Prob. 22.49PCh. 22 - Prob. 22.50PCh. 22 - Prob. 22.51PCh. 22 - Prob. 22.52PCh. 22 - Prob. 22.53PCh. 22 - 22.54 Draw a stepwise mechanism f or the following...Ch. 22 - 22.55 When acetic acid () is treated with a trace...Ch. 22 - Prob. 22.56PCh. 22 - Prob. 22.57PCh. 22 - Draw a stepwise mechanism for the following...Ch. 22 - Prob. 22.59PCh. 22 - Prob. 22.60PCh. 22 - Prob. 22.61PCh. 22 - Draw a stepwise mechanism for the following...Ch. 22 - 22.63 Acid-catalyzed hydrolysis of forms compound...Ch. 22 - 22.64 What carboxylic acid and alcohol are needed...Ch. 22 - Problem 22.65 Devise a synthesis of each compound...Ch. 22 - Prob. 22.66PCh. 22 - Prob. 22.67PCh. 22 - Prob. 22.68PCh. 22 - Prob. 22.69PCh. 22 - 22.70 What polyester or poly amide can be prepared...Ch. 22 - 22.71 What two monomers are needed to prepare each...Ch. 22 - Prob. 22.72PCh. 22 - 22.73 How can IR spectroscopy be used to...Ch. 22 - 22.74 Rank the following compounds in order of...Ch. 22 - 22.75 Identify the structures of each compound...Ch. 22 - 22.76 Identify the structures of A and B, isomers...Ch. 22 - Prob. 22.77PCh. 22 - 22.78 Identify the structure of compound C...Ch. 22 - 22.79 Identify the structures of D and E, isomers...Ch. 22 - 22.80 With reference to amides A and B, the...Ch. 22 - Prob. 22.81PCh. 22 - Prob. 22.82PCh. 22 - Prob. 22.83PCh. 22 - Draw a stepwise mechanism for the following...Ch. 22 - Draw a stepwise mechanism for the following...
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- In the equation: NaHSO4 + CH3COONa -> Na2SO4 + CH3COOH, which is the Bronsted Base?arrow_forwardMatch (CH3CH2)3N <--> (CH3CH2)3NH+ + -OH which is the base, acid, conjugate base and conjugate acid (CH3CH2)3N (CH3CH2)3NH+ -OH H2Oarrow_forwardIn acetic acid, CH3COOH, the OH hydrogen is more acidic than the CH3 hydrogens. Explainarrow_forward
- Draw the product formed when (CH3CH2)3N:, a Lewis base, reacts with each Lewis acid: (a) B(CH3)3; (b) (CH3)3C+; (c) AlCl3.arrow_forwardWhich of the following is a weak base? a) CH3OH b) HCOOH c) LiOH d) CH3NH2 e) Ca(OH)2arrow_forwardWhich base, CH3NH2 or (CH3)2NH, is the stronger base? Which conjugate acid, (CH3)2 NH2+ or(CH3)2 NH3+ , is the stronger acid?arrow_forward
- HCO3- + HCl ==== H2CO3 + Cl- . Which one of products is a conjugate base?arrow_forwardthe acidic dissociation of methyl ammonium hydrochloride, CH3NH3Clarrow_forwardUse the definitions of acid and base to identify the first compound in each equation as an acid or a base: CH3SH + H2O ( CH3S- + H3O+ CH3CH2NH2 + H2O ( CH3CH2NH3+ + OH-arrow_forward
- Which compound is considered as the conjugate base? * D. OH- B. C2H5NH+3 C. H2O A. C2H5NH2arrow_forwardWhich functional group is the most acidic? a. amide b. carboxylic acid c. alcohol d. phenol e. aminearrow_forwardCH3NH2 is a (a)Arrhenius acid. (b)Arrhenius base. (c)Bronsted-Lowry acid. (c)Bronsted-Lowry base. (e)Louis base.arrow_forward
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