PKG ORGANIC CHEMISTRY
5th Edition
ISBN: 9781259963667
Author: SMITH
Publisher: MCG
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Chapter 19, Problem 19.26P
Explain why the
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HC
OH
H,C
H
CH3
H.
H.
(a) Describe this glycosidic bond
OCH, H
A (b) Draw an open-chain Fischer projection
of this monosaccharide
CH3
H.
(e) Describe this glycosidic bond
OCH, HA
H.
HO H)
H.
OH
НО
(d) Name this monosaccharide unit
H.
OH
Digitalin
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b) Why is the third pKa greater than the pKa of acetic acid?
Chapter 19 Solutions
PKG ORGANIC CHEMISTRY
Ch. 19 - Prob. 19.1PCh. 19 - Problem 19.2 Give the structure corresponding to...Ch. 19 - Problem 19.3 Draw the structure corresponding to...Ch. 19 - Prob. 19.4PCh. 19 - Prob. 19.5PCh. 19 - Problem 19.6 Rank the following compounds in order...Ch. 19 - Problem 19.7 Explain how you could use IR...Ch. 19 - Prob. 19.8PCh. 19 - Problem 19.9 How many tetrahedral stereogenic...Ch. 19 - Problem 19.10 What alcohol can be oxidized to each...
Ch. 19 - Problem 19.11 Identify A-D in the following...Ch. 19 - Problem 9.12 Draw the cation that results when a...Ch. 19 - Problem 19.13 Draw the products of each acid-base...Ch. 19 - Problem 19.14 Given the values in Appendix A,...Ch. 19 - Problem 19.15 Rank the labeled protons in...Ch. 19 - Problem 19.16 Match each of the following values ...Ch. 19 - Problem 19.17 Rank the compounds in each group in...Ch. 19 - Problem 19.18 Rank the compounds in each group in...Ch. 19 - Prob. 19.19PCh. 19 - Problem 19.20 Which of the following pairs of...Ch. 19 - Problem 19.21 Two other commonly used sulfonic...Ch. 19 - Problem 19.22 Draw both enantiomers of each amino...Ch. 19 - Problem 19.23 Explain why amino acids, unlike most...Ch. 19 - Problem 19.24 Draw the positively charged,...Ch. 19 - Prob. 19.25PCh. 19 - Problem 19.26 Explain why the of the group of...Ch. 19 - Answer each question for A and B depicted in the...Ch. 19 - Prob. 19.28PCh. 19 - 19.29 Give the IUPAC name for each compound.
a....Ch. 19 - 19.30 Draw the structure corresponding to each...Ch. 19 - Prob. 19.31PCh. 19 - 19.32 Rank the following compounds in order of...Ch. 19 - 19.33 Draw the organic products formed in each...Ch. 19 - 19.34 Identify the lettered compounds in each...Ch. 19 - 19.35 Using the table in Appendix A, determine...Ch. 19 - 19.36 Draw the products of each acid-base...Ch. 19 - 19.37 Which compound in each pair has the lower ?...Ch. 19 - 19.38 Rank the compounds in each group in order of...Ch. 19 - 19.39 Rank the compounds in each group in order of...Ch. 19 - 19.40 Match the values to the appropriate...Ch. 19 - Prob. 19.41PCh. 19 - 19.42 Which carboxylic acid has the lower ,...Ch. 19 - Prob. 19.43PCh. 19 - 19.44 Explain the following statement. Although...Ch. 19 - Prob. 19.45PCh. 19 - 19.46 Explain why the of compound A is lower than...Ch. 19 - 19.47 Rank the following compounds in order of...Ch. 19 - Prob. 19.48PCh. 19 - Prob. 19.49PCh. 19 - 19.50 Draw all resonance structures of the...Ch. 19 - As we will see in Chapter 23, CH bonds are...Ch. 19 - Prob. 19.52PCh. 19 - The pKa of acetamide (CH3CONH2) is 16. Draw the...Ch. 19 - 19.54 Write out the steps needed to separate...Ch. 19 - Prob. 19.55PCh. 19 - Can octane and octan -1- ol be separated using an...Ch. 19 - 19.57 Identify each compound from its spectral...Ch. 19 - 19.58 Use the NMR and IR spectra given below to...Ch. 19 - 19.59 An unknown compound (molecular formula )...Ch. 19 - 19.60 Propose a structure for (molecular formula...Ch. 19 - 19.61 Match the data to the appropriate...Ch. 19 - Prob. 19.62PCh. 19 - Prob. 19.63PCh. 19 - Prob. 19.64PCh. 19 - 19.65 For each amino acid ,draw its neutral,...Ch. 19 - Calculate the isoelectric point for each amino...Ch. 19 - 19.67 Lysine and tryptophan are two amino acids...Ch. 19 - Prob. 19.68PCh. 19 - Prob. 19.69PCh. 19 - Prob. 19.70PCh. 19 - 19.71 Hydroxy butanedioic acid occurs naturally in...Ch. 19 - 19.72 Although it was initially sold as a rat...
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- The oil flave in wintergreen is an ester made from reaction of o-hydroxybenzoic acid (salicylic acid) with methanol in presence of H+ and heat. ALso, aspirin is made by salicylic acid with acetic acid in in presence of H+ and heat. Please provide the structure:arrow_forwardWhy are carboxylic acids more acidic than alcohols? The increased inductive effect of the alkyl group of the carboxylic acid resonance stabilization of the carboxylate ion (conjugate base of carboxylic acids) Due to hydrogen bonding They have high pKa valuesarrow_forwardanthanoid senies Ce Pr Nd Pm Sm Eu Gd Tb Yb Lu Dy 99 Но Er Tm 91 90 actinoid series 7 Th 92 93 94 95 96 97 98 100 101 102 103 Pa Np Pu Am Cm Bk Cf Es Fm Md No Lr D Question 36 Consider this reaction with the following value of dHo and answer the following question N2 (g) + 3H2 (g) → 2NH3 (g) dH° = -100 kJ Which of the following represents the dH° value of the decomposition reaction? O +100 kJ O -100 kJ O + 50 kJ O - 50 kJ • Previous No new data to save. Last checked at 10 DII 4x PriScn Ho % 21 R.arrow_forward
- A (C₂H100) oxidation + CrO3/H₂SO4 B (CgH₂O) + 2,4-DNPH - - Tollen NaOl C (C7H5O₂Na) + CHI3 HCI D (C7H6O₂) Solubilty + NaOH + NaHCCarrow_forwardn5of 15 > Glycine is a diprotic acid, which can potentially undergo two dissociation reactions, one for the a-amino group (–NH;), and the other for the carboxyl (–COOH) group. Therefore, it has two pK, values. The carboxyl group has a pKj of 2.34 and the a-aminc group has a pK2 of 9.60. Glycine can exist in fully deprotonated (NH, –CH, –COO"), fully protonated (NH† –CH, -COOH), or zwitterionic form (NH;-CH,-CO0-). Match the pH values with the corresponding form of glycine that would be present in the highest concentration in a solution of that pH. fully deprotonated form fully protonated form zwitterionic form NH,–CH,-COO" NH; –CH,-COOH NH -CH, -COO- Answer Bank pH 7.0 pH 1.0 pH 8.0 pH 11.9 PН 6.0 MacBook Air DII DD F4 F5 F6 F7 F8 F9 F10 F11 F12 $ & * 4 5 6. 7 8. R T. Y U %D F H J K + || * 00 %24arrow_forwardKk.38.arrow_forward
- 5. The following reaction was carried out in the lab. 1.5 ml of the starting ester (M.W=136 g/mol, d=1.1 g/mL) was treated with aqueous base. After the reaction completed, the acid product (M.W=122 g/mol) was measured to be 0.78g. Calculate the percentage yield for this reaction. 1) NaOH (aq) ОН 2) H;O*arrow_forwardOPh OPh D CI Br N E N Но o-SiMeg OH OPh OPh F NH2 Но N Но OH OH A V ( Choose ] Bu4N+ F- МСРВА (Ваyer villager) Mg, then CO2 (Kobe!!!!) NH3 (SNAR) H2S04, Heat (Fisher esterification) 03, DMS (ozonalysis) Choose (Choose ) E [ Choose ) F [ Choose ) B.arrow_forwardDraw the product formed when the Lewis Acid (CH3CH2)3C+ reacts with the Lewis Base H2Oarrow_forward
- The base methylamine ( CH3NH₂) has a Kb of 5.0 x 10-4. A closely related base, trimethylamine ( (CH3)3N), has a Kb of 7.4 x 10-5. a Which of the two bases is stronger? methylamine trimethylamine Correct Since methylamine has the larger K₁, methylamine is the stronger base. b Calculate the pH of a 0.38 M solution of the stronger base. pH =arrow_forwardWhy do HCl, HNO3, etc. show acidic characters in aqueous solutions while solutions of compounds like alcohol and glucose do not show acidic character?arrow_forwardIdentify the reaction type. a. acid base b. dehydration c. hydration d. amide synthesis e. hydrolysis (in base) f. esterification g. hydrolysis (in acid)arrow_forward
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