EBK ORGANIC CHEMISTRY
7th Edition
ISBN: 9780133556186
Author: Bruice
Publisher: VST
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Chapter 22.11, Problem 35P
Show the steps in the synthesis of the tetrapeptide in Problem 34, using Merrifield’s method.
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In methyl orange preparation, if the reaction started with 0.5 mole of sulfanilic acid to form the diazonium salt of this compound and then it converted to methyl orange [0.2 mole]. If the efficiency of the second step was 50%, Calculate: A. Equation(s) of Methyl Orange synthesis: Diazotization and coupling reactions. B. How much diazonium salt was formed in this reaction? C. The efficiency percentage of the diazotization reaction D. Efficiency percentage of the whole reaction.
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Chapter 22 Solutions
EBK ORGANIC CHEMISTRY
Ch. 22.1 - a. Explain why, when the imidazole ring of...Ch. 22.2 - a. Which isomer(R)-alanine or (S)-alanineis...Ch. 22.2 - Prob. 4PCh. 22.3 - Prob. 5PCh. 22.3 - Prob. 6PCh. 22.3 - Draw the predominant form for glutamate in a...Ch. 22.3 - a. Why is the pKa of the glutamate side chain...Ch. 22.4 - Explain why the pI of lysine is the average of the...Ch. 22.4 - Calculate the pI of each of the following amino...Ch. 22.4 - a. Which amino acid has the lowest pI value? b....
Ch. 22.4 - Prob. 13PCh. 22.5 - What aldehyde is formed when valine is treated...Ch. 22.5 - Prob. 15PCh. 22.5 - Prob. 16PCh. 22.5 - Prob. 17PCh. 22.5 - Prob. 18PCh. 22.6 - Why is excess ammonia used in the preceding...Ch. 22.6 - Prob. 20PCh. 22.6 - What amino acid is formed using the...Ch. 22.6 - Prob. 22PCh. 22.6 - What amino acid is formed when the aldehyde used...Ch. 22.7 - Esterase is an enzyme that catalyzes the...Ch. 22.8 - Draw the tetrapeptide Ala-Thr-Asp-Asn and indicate...Ch. 22.8 - Prob. 26PCh. 22.8 - Prob. 27PCh. 22.8 - Which bonds in the backbone of a peptide can...Ch. 22.9 - What is the configuration about each of the...Ch. 22.9 - Glutathione is a tripeptide whose function is to...Ch. 22.10 - What dipeptides would be formed by heating a...Ch. 22.10 - Suppose you are trying to synthesize the dipeptide...Ch. 22.10 - Show the steps in the synthesis of the...Ch. 22.10 - a. Calculate the overall yield of bradykinin when...Ch. 22.11 - Show the steps in the synthesis of the...Ch. 22.13 - Prob. 36PCh. 22.13 - In determining the primary structure of insulin,...Ch. 22.13 - A decapeptide undergoes partial hydrolysis to give...Ch. 22.13 - Explain why cyanogen bromide does not cleave on...Ch. 22.13 - Indicate the peptides produced from cleavage by...Ch. 22.13 - Prob. 42PCh. 22.13 - Three peptides were obtained from a trypsin...Ch. 22.14 - Prob. 44PCh. 22.15 - How would a protein that resides in the nonpolar...Ch. 22.16 - a. Which would have the greatest percentage of...Ch. 22 - Prob. 47PCh. 22 - Glycine has pK2 values of 2.34 and 9.60. At what...Ch. 22 - Prob. 49PCh. 22 - Prob. 50PCh. 22 - Aspartame (its structure is on page 1007) has a pl...Ch. 22 - Draw the form of aspartate that predominates at...Ch. 22 - A professor was preparing a manuscript for...Ch. 22 - Prob. 54PCh. 22 - Determine the amino acid sequence of a polypeptide...Ch. 22 - Prob. 56PCh. 22 - Which is the more effective buffer at...Ch. 22 - Identify the location and type of charge on the...Ch. 22 - Draw the product obtained when a lysine side chain...Ch. 22 - After the polypeptide shown below was treated with...Ch. 22 - Treatment of a polypeptide with 2-mercaptoethanol...Ch. 22 - Show how aspartame can be synthesized using DCCD.Ch. 22 - -Amino acids can be prepared by treating an...Ch. 22 - Reaction of a polypeptide with carboxypeptidase A...Ch. 22 - a. How many different octapeptides can be made...Ch. 22 - Glycine has pKa values of 2.3 and 9.6. Do you...Ch. 22 - A mixture of 15 amino acids gave the fingerprint...Ch. 22 - Write the mechanism for the reaction of an amino...Ch. 22 - Prob. 69PCh. 22 - Show how valine can be prepared by a. a...Ch. 22 - A chemist wanted to test his hypothesis that the...Ch. 22 - Propose a mechanism for the rearrangement of the...Ch. 22 - A normal polypeptide and a mutant of the...Ch. 22 - Determine the amino acid sequence of a polypeptide...
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- Hand written equations pleasearrow_forward> each pair of substrates below, choose the one that will react faster in a substitution reaction, assuming that: 1. the rate of substitution doesn't depend on nucleophile concentration and 2. the products are a roughly 50/50 mixture of enantiomers. Substrate A Substrate B Faster Rate X Ś CI (Choose one) (Choose one) CI Br Explanation Check Br (Choose one) © 2025 McGraw Hill LLC. All Rights Farrow_forwardNMR spectrum of ethyl acetate has signals whose chemical shifts are indicated below. Which hydrogen or set of hydrogens corresponds to the signal at 4.1 ppm? Select the single best answer. The H O HỌC—C—0—CH, CH, 2 A ethyl acetate H NMR: 1.3 ppm, 2.0 ppm, 4.1 ppm Check OA B OC ch B C Save For Later Submit Ass © 2025 McGraw Hill LLC. All Rights Reserved. Terms of Use | Privacy Center |arrow_forward
- How many signals do you expect in the H NMR spectrum for this molecule? Br Br Write the answer below. Also, in each of the drawing areas below is a copy of the molecule, with Hs shown. In each copy, one of the H atoms is colored red. Highlight in red all other H atoms that would contribute to the same signal as the H already highlighted red Note for advanced students: In this question, any multiplet is counted as one signal. 1 Number of signals in the 'H NMR spectrum. For the molecule in the top drawing area, highlight in red any other H atoms that will contribute to the same signal as the H atom already highlighted red. If no other H atoms will contribute, check the box at right. Check For the molecule in the bottom drawing area, highlight in red any other H atoms that will contribute to the same signal as the H atom already highlighted red. If no other H atoms will contribute, check the box at right. O ✓ No additional Hs to color in top molecule ง No additional Hs to color in bottom…arrow_forwardin the kinetics experiment, what were the values calculated? Select all that apply.a) equilibrium constantb) pHc) order of reactiond) rate contstantarrow_forwardtrue or false, given that a 20.00 mL sample of NaOH took 24.15 mL of 0.141 M HCI to reach the endpoint in a titration, the concentration of the NaOH is 1.17 M.arrow_forward
- in the bromothymol blue experiment, pKa was measured. A closely related compound has a Ka of 2.10 x 10-5. What is the pKa?a) 7.1b) 4.7c) 2.0arrow_forwardcalculate the equilibrium concentration of H2 given that K= 0.017 at a constant temperature for this reaction. The inital concentration of HBr is 0.050 M.2HBr(g) ↔ H2(g) + Br2(g)a) 4.48 x 10-2 M b) 5.17 x 10-3 Mc) 1.03 x 10-2 Md) 1.70 x 10-2 Marrow_forwardtrue or falsegiven these two equilibria with their equilibrium constants:H2(g) + CI2(l) ↔ 2HCI(g) K= 0.006 CI2(l) ↔ CI2(g) K= 0.30The equilibrium contstant for the following reaction is 1.8H2(g) + CI2 ↔ 2HCI(g)arrow_forward
- I2(g) + CI2(g) ↔ 2ICIK for this reaction is 81.9. Find the equilibrium concentration of I2 if the inital concentration of I2 and CI2 are 0.010 Marrow_forwardtrue or false,the equilibrium constant for this reaction is 0.50.PCI5(g) ↔ PCI3(g) + CI2(g)Based on the above, the equilibrium constant for the following reaction is 0.25.2PCI5(g) ↔. 2PCI3(g) + 2CI2(g)arrow_forwardtrue or false, using the following equilibrium, if carbon dioxide is added the equilibrium will shift toward the productsC(s) + CO2(g) ↔ 2CO(g)arrow_forward
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