Organic Chemistry Plus Masteringchemistry With Pearson Etext, Global Edition
9th Edition
ISBN: 9781292151229
Author: Wade, LeRoy G.
Publisher: PEARSON
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Chapter 18, Problem 18.62SP
Two structures for the sugar glucose are shown on page 914. Interconversion of the open-chain and cyclic hemiacetal forms is catalyzed by either acid or base.
- a. Propose a mechanism for the cyclization, assuming a trace of acid is present.
- b. The cyclic hemiacetal is more stable than the open-chain form, so very little of the open-chain form is present at equilibrium. Will an aqueous solution of glucose reduce. Tollens reagent and give a positive Tollens test? Explain.
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Chapter 18 Solutions
Organic Chemistry Plus Masteringchemistry With Pearson Etext, Global Edition
Ch. 18.3 - Give the IUPAC name and (if possible) a common...Ch. 18.5D - NMR spectra for two compounds are given here,...Ch. 18.5D - Why were no products from the McLafferty...Ch. 18.5D - Use equations to show the fragmentation leading to...Ch. 18.5E - Prob. 18.5PCh. 18.7D - Show how you would synthesize each compound from...Ch. 18.8 - Prob. 18.7PCh. 18.9 - Predict the products of the following reactions....Ch. 18.9 - Show how the following transformations may be...Ch. 18.10 - Prob. 18.10P
Ch. 18.11 - Show how you would accomplish the following...Ch. 18.11 - Prob. 18.12PCh. 18.12 - Propose mechanisms for a. the acid-catalyzed...Ch. 18.12 - Rank the following compounds in order of...Ch. 18.13 - Prob. 18.15PCh. 18.13 - Show how you would accomplish the following...Ch. 18.14 - Prob. 18.17PCh. 18.14 - Prob. 18.18PCh. 18.14 - Prob. 18.19PCh. 18.14 - Prob. 18.20PCh. 18.15 - 2,4-Dinitrophenylhydrazine is frequently used for...Ch. 18.15 - Prob. 18.22PCh. 18.15 - Prob. 18.23PCh. 18.16 - Prob. 18.24PCh. 18.16 - Prob. 18.25PCh. 18.16 - Show what alcohols and carbonyl compounds give the...Ch. 18.16 - In the mechanism for acetal hydrolysis shown, the...Ch. 18.16 - Prob. 18.28PCh. 18.17 - Show how you would accomplish the following...Ch. 18.18 - Prob. 18.30PCh. 18.18 - Prob. 18.31PCh. 18.18 - Prob. 18.32PCh. 18.18 - Show how Wittig reactions might be used to...Ch. 18.19 - Predict the major products of the following...Ch. 18.20C - Prob. 18.35PCh. 18.20C - Predict the major products of the following...Ch. 18 - Draw structures of the following derivatives. a....Ch. 18 - Prob. 18.38SPCh. 18 - Predict the major products of the following...Ch. 18 - Rank the following carbonyl compounds in order of...Ch. 18 - Acetals can serve as protecting groups for...Ch. 18 - Sketch the expected proton NMR spectrum of...Ch. 18 - A compound of formula C6H10O2 shows only two...Ch. 18 - The proton NMR spectrum of a compound of formula...Ch. 18 - The following compounds undergo McLafferty...Ch. 18 - An unknown compound gives a molecular ion of m/z...Ch. 18 - Show how you would accomplish the following...Ch. 18 - Prob. 18.48SPCh. 18 - Prob. 18.49SPCh. 18 - Propose mechanisms for the following reactions.Ch. 18 - Show how you would accomplish the following...Ch. 18 - Show how you would synthesize the following...Ch. 18 - Predict the products formed when cyclohexanone...Ch. 18 - Predict the products formed when...Ch. 18 - Show how you would synthesize octan-2-one from...Ch. 18 - Prob. 18.56SPCh. 18 - Both NaBH4 and NaBD4 are commercially available,...Ch. 18 - When LiAIH4 reduces 3-methylcyclopentanone, the...Ch. 18 - Prob. 18.59SPCh. 18 - Show how you would accomplish the following...Ch. 18 - There are three dioxane isomers 1,2-dioxane,...Ch. 18 - Two structures for the sugar glucose are shown on...Ch. 18 - Prob. 18.63SPCh. 18 - Prob. 18.64SPCh. 18 - Prob. 18.65SPCh. 18 - Prob. 18.66SPCh. 18 - Within each set of structures, indicate which will...Ch. 18 - Prob. 18.68SPCh. 18 - Prob. 18.69SPCh. 18 - Prob. 18.70SPCh. 18 - The UV spectrum of an unknown compound shows...Ch. 18 - a. Simple aminoacetals hydrolyze quickly and...Ch. 18 - The mass spectrum of unknown compound A shows a...Ch. 18 - Prob. 18.74SPCh. 18 - Prob. 18.75SPCh. 18 - Prob. 18.76SPCh. 18 - Prob. 18.77SP
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- By malonic or acetylacetic synthesis, synthesize 2-methylbutanoic acid (indicate the formulas of the compounds).arrow_forwardObtain 2-methylbutanoic acid by malonic or acetylacetic synthesis (indicate the formulas of the compounds involved).arrow_forwardEFFICIENTS SAMPLE READINGS CONCENTRATIONS Pigiadient) TOMATO SAUCE (REGULAR) TOMATO (REDUCED SALT) TOMATO SAUCE (REGULAR) TOMATO (REDUCED SALT) 58 6.274 3.898 301.7 151.2 14150 5.277 3.865 348.9 254.8 B 5.136 3.639 193.7 85.9 605 4.655 3.041 308.6 199.6 05 5.135 3.664 339.5 241.4 0139 4.676 3.662 160.6 87.6 90148 5.086 3.677 337.7 242.5 0092 6.348 3.775 464.7 186.4 PART3 5.081 3.908 223.5 155.8 5.558 3.861 370.5 257.1 4.922 3.66 326.6 242.9 4.752 3.641 327.5 253.3 50 5.018 3.815 336.1 256.0 84 4.959 3.605 317.9 216.6 38 4.96 3.652 203.8 108.7 $3 5.052 3.664 329.8 239.0 17 5.043 3.767 221.9 149.7 052 5.058 3.614 331.7 236.4 5.051 4.005 211.7 152.1 62 5.047 3.637 309.6 222.7 5.298 3.977 223.4 148.7 5.38 4.24 353.7 278.2 5 5.033 4.044 334.6 268.7 995 4.706 3.621 305.6 234.4 04 4.816 3.728 340.0 262.7 16 4.828 4.496 304.3 283.2 0.011 4.993 3.865 244.7 143.6 AVERAGE STDEV COUNT 95% CI Confidence Interval (mmol/L) [Na+] (mg/100 mL) 95% Na+ Confidence Interval (mg/100 mL)arrow_forward
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