Organic Chemistry Study Guide and Solutions Manual, Books a la Carte Edition (8th Edition)
8th Edition
ISBN: 9780134649771
Author: Paula Yurkanis Bruice
Publisher: PEARSON
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Chapter 21.10, Problem 33P
Suppose you are trying to synthesize the dipeptide Val-Ser. Compare the product that would be obtained if thionyl chloride were used to activated the carboxyl group of N-protected valine with the product that would be obtained if it were activated with DCCD.
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Chapter 21 Solutions
Organic Chemistry Study Guide and Solutions Manual, Books a la Carte Edition (8th Edition)
Ch. 21.1 - a. Explain why, when the imidazole ring of...Ch. 21.2 - a. Which isomer(R)-alanine or (S)-alanineis...Ch. 21.2 - Prob. 4PCh. 21.3 - Prob. 5PCh. 21.3 - Prob. 6PCh. 21.3 - Draw the predominant form for glutamate in a...Ch. 21.3 - a. Why is the pKa of the glutamate side chain...Ch. 21.4 - Calculate the pI of each of the following amino...Ch. 21.4 - a. Which amino acid has the lowest pI value? b....Ch. 21.4 - Prob. 12P
Ch. 21.4 - Prob. 13PCh. 21.4 - Explain why the pI of lysine is the average of the...Ch. 21.5 - What aldehyde is formed when valine is treated...Ch. 21.5 - Prob. 16PCh. 21.5 - Prob. 17PCh. 21.5 - Prob. 18PCh. 21.5 - Prob. 19PCh. 21.6 - Why is excess ammonia used in the preceding...Ch. 21.6 - Prob. 21PCh. 21.6 - What amino acid is formed using the...Ch. 21.6 - Prob. 23PCh. 21.6 - What amino acid is formed when the aldehyde used...Ch. 21.7 - Esterase is an enzyme that catalyzes the...Ch. 21.8 - Draw the tetrapeptide Ala-Thr-Asp-Asn and indicate...Ch. 21.8 - Draw the resonance contributors of the peptide...Ch. 21.8 - Which bonds in the backbone of a peptide can...Ch. 21.9 - An opioid pentapeptide has the following...Ch. 21.9 - What is the configuration about each of the...Ch. 21.9 - Glutathione is a tripeptide whose function is to...Ch. 21.10 - What dipeptides would be formed by heating a...Ch. 21.10 - Suppose you are trying to synthesize the dipeptide...Ch. 21.10 - Show the steps in the synthesis of the...Ch. 21.10 - a. Calculate the overall yield of bradykinin when...Ch. 21.11 - Show the steps in the synthesis of the...Ch. 21.13 - Prob. 37PCh. 21.13 - In determining the primary structure of insulin,...Ch. 21.13 - A decapeptide undergoes partial hydrolysis to give...Ch. 21.13 - Explain why cyanogen bromide does not cleave on...Ch. 21.13 - Indicate the peptides produced from cleavage by...Ch. 21.14 - Prob. 43PCh. 21.14 - Three peptides were obtained from a trypsin...Ch. 21.14 - Prob. 45PCh. 21.15 - How would a protein that resides in the nonpolar...Ch. 21.16 - a. Which would have the greatest percentage of...Ch. 21.17 - When apples that have been cut are exposed to...Ch. 21 - Glycine has pK2 values of 2.34 and 9.60. At what...Ch. 21 - Prob. 50PCh. 21 - A titration curve is a plot of the pH of a...Ch. 21 - Prob. 52PCh. 21 - Aspartame (its structure is on page 1007) has a pl...Ch. 21 - Draw the form of aspartate that predominates at...Ch. 21 - Show how phenylalanine can be prepared by...Ch. 21 - A professor was preparing a manuscript for...Ch. 21 - What aldehydes are formed when the following amino...Ch. 21 - Prob. 58PCh. 21 - Determine the amino acid sequence of a polypeptide...Ch. 21 - Prob. 60PCh. 21 - Prob. 61PCh. 21 - Which is the more effective buffer at...Ch. 21 - Identify the location and type of charge on the...Ch. 21 - Draw the product obtained when a lysine side chain...Ch. 21 - After the polypeptide shown below was treated with...Ch. 21 - Treatment of a polypeptide with 2-mercaptoethanol...Ch. 21 - Show how aspartame can be synthesized using DCCD.Ch. 21 - -Amino acids can be prepared by treating an...Ch. 21 - Reaction of a polypeptide with carboxypeptidase A...Ch. 21 - a. How many different octapeptides can be made...Ch. 21 - Glycine has pKa values of 2.3 and 9.6. Do you...Ch. 21 - A mixture of 15 amino acids gave the fingerprint...Ch. 21 - Write the mechanism for the reaction of an amino...Ch. 21 - Prob. 74PCh. 21 - Show how valine can be prepared by a. a...Ch. 21 - The primary structure of -endorphin, a peptide...Ch. 21 - A chemist wanted to test his hypothesis that the...Ch. 21 - Propose a mechanism for the rearrangement of the...Ch. 21 - A normal polypeptide and a mutant of the...Ch. 21 - Determine the amino acid sequence of a polypeptide...
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- 10. Stereochemistry. Assign R/S stereochemistry for the chiral center indicated on the following compound. In order to recieve full credit, you MUST SHOW YOUR WORK! H₂N CI OH CI カー 11. () Stereochemistry. Draw all possible stereoisomers of the following compound. Assign R/S configurations for all stereoisomers and indicate the relationship between each as enantiomer, diastereomer, or meso. NH2 H HNH, -18arrow_forwardb) 8. Indicate whether the following carbocation rearrangements are likely to occur Please explain your rational using 10 words or less not likely to occur • The double bond is still in the Same position + Likely to oc occur WHY? -3 H3C Brave Chair Conformers. Draw the chair conformer of the following substituted cyclohexane. Peform a RING FLIP and indicate the most stable conformation and briefly explain why using 20 words or less. CI 2 -cobs ?? MUST INDICATE H -2 -2 Br EQ Cl OR AT Br H& most stable WHY? - 4arrow_forwardCH 12 Conformational Analysis. Draw all 6 conformers (one above each letter) of the compound below looking down the indicated bond. Write the letter of the conformer with the HIGHEST and LOWEST in energies on the lines provided. NOTE: Conformer A MUST be the specific conformer of the structure as drawn below -4 NOT HOH OH 3 Conformer A: Br OH A Samo Br H 04 Br H H3 CH₂ H anti stagere Br CH clipsed H Brott H IV H MISSING 2 -2 B C D E F X 6 Conformer with HIGHEST ENERGY: 13. (1 structure LOWEST ENERGY: Nomenclature. a) Give the systematic (IUPAC) name structure. b) Draw the corresponding to this name. HINT: Do not forget to indicate stereochemistry when applicable. a) ८८ 2 "Br {t༐B,gt)-bemn€-nehpརི་ཚ༐lnoa Parent name (noname) 4 Bromo Sub = 2-methylethyl-4 Bromo nonane b) (3R,4S)-3-chloro-4-ethyl-2,7-dimethyloctane # -2 -2arrow_forward
- in the scope of the SCH4U course! please show all steps as im still learning how to format my answers in the format given, thank you!arrow_forwardhelp me solve this HWarrow_forwardMolecules of the form AH2 can exist in two potential geometries: linear or bent. Construct molecular orbital diagrams for linear and bent CH2. Identify the relevant point group, include all of the appropriate symmetry labels and pictures, and fill in the electrons. Which geometry would you predict to be more stable, and why? (Please draw out the diagram and explain)arrow_forward
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