Organic Chemistry
7th Edition
ISBN: 9780321803221
Author: Paula Y. Bruice
Publisher: Prentice Hall
expand_more
expand_more
format_list_bulleted
Concept explainers
Videos
Textbook Question
Chapter 22, Problem 72P
Propose a mechanism for the rearrangement of the thiazoline obtained from the reaction of Ed man's reagent with a peptide to a PTH-amino acid (page 1014). (Hint: Thioesters are very reactive toward nucleophiles.)
Expert Solution & Answer
Want to see the full answer?
Check out a sample textbook solution
Students have asked these similar questions
The temperature on a sample of pure X held at 1.25 atm and -54. °C is increased until the sample boils. The temperature is then held constant and the
pressure is decreased by 0.42 atm. On the phase diagram below draw a path that shows this set of changes.
pressure (atm)
2
0
0
200
400
temperature (K)
X
QUESTION: Answer Question 5: 'Calculating standard error of regression' STEP 1 by filling in all the empty green boxes
*The values are all provided in the photo attached*
pressure (atm)
3
The pressure on a sample of pure X held at 47. °C and 0.88 atm is increased until the sample condenses. The pressure is then held constant and the
temperature is decreased by 82. °C. On the phase diagram below draw a path that shows this set of changes.
0
0
200
temperature (K)
400
а
Chapter 22 Solutions
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...
Knowledge Booster
Learn more about
Need a deep-dive on the concept behind this application? Look no further. Learn more about this topic, chemistry and related others by exploring similar questions and additional content below.Similar questions
- er your payment details | bar xb Home | bartleby x + aleksogi/x/isl.exe/1o u-lgNskr7j8P3jH-1Qs_pBanHhviTCeeBZbufuBYT0Hz7m7D3ZcW81NC1d8Kzb4srFik1OUFhKMUXzhGpw7k1 O States of Matter Sketching a described thermodynamic change on a phase diagram 0/5 The pressure on a sample of pure X held at 47. °C and 0.88 atm is increased until the sample condenses. The pressure is then held constant and the temperature is decreased by 82. °C. On the phase diagram below draw a path that shows this set of changes. pressure (atm) 1 3- 0- 0 200 Explanation Check temperature (K) 400 X Q Search L G 2025 McGraw Hill LLC. All Rights Reserved Terms of Use Privacy Cearrow_forward5.arrow_forward6.arrow_forward
- 0/5 alekscgi/x/sl.exe/1o_u-IgNglkr7j8P3jH-IQs_pBaHhvlTCeeBZbufuBYTi0Hz7m7D3ZcSLEFovsXaorzoFtUs | AbtAURtkqzol 1HRAS286, O States of Matter Sketching a described thermodynamic change on a phase diagram The pressure on a sample of pure X held at 47. °C and 0.88 atm is increased until the sample condenses. The pressure is then held constant and the temperature is decreased by 82. °C. On the phase diagram below draw a path that shows this set of changes. 3 pressure (atm) + 0- 0 5+ 200 temperature (K) 400 Explanation Check X 0+ F3 F4 F5 F6 F7 S 2025 McGraw Hill LLC All Rights Reserved. Terms of Use Privacy Center Accessibility Q Search LUCR + F8 F9 F10 F11 F12 * % & ( 5 6 7 8 9 Y'S Dele Insert PrtSc + Backsarrow_forward5.arrow_forward9arrow_forward
- alekscgi/x/lsl.exe/1o_u-IgNslkr7j8P3jH-IQs_pBanHhvlTCeeBZbufu BYTI0Hz7m7D3ZS18w-nDB10538ZsAtmorZoFusYj2Xu9b78gZo- O States of Matter Sketching a described thermodynamic change on a phase diagram 0/5 The pressure on a sample of pure X held at 47. °C and 0.88 atm is increased until the sample condenses. The pressure is then held constant and the temperature is decreased by 82. °C. On the phase diagram below draw a path that shows this set of changes. pressure (atm) 3- 200 temperature (K) Explanation Chick Q Sowncharrow_forward0+ aleksog/x/lsl.exe/1ou-lgNgkr7j8P3H-IQs pBaHhviTCeeBZbufuBYTOHz7m7D3ZStEPTBSB3u9bsp3Da pl19qomOXLhvWbH9wmXW5zm O States of Matter Sketching a described thermodynamic change on a phase diagram 0/5 Gab The temperature on a sample of pure X held at 0.75 atm and -229. °C is increased until the sample sublimes. The temperature is then held constant and the pressure is decreased by 0.50 atm. On the phase diagram below draw a path that shows this set of changes. F3 pressure (atm) 0- 0 200 Explanation temperature (K) Check F4 F5 ☀+ Q Search Chill Will an 9 ENG F6 F7 F8 F9 8 Delete F10 F11 F12 Insert PrtSc 114 d Ararrow_forwardx + LEKS: Using a phase diagram a X n/alekscgi/x/lsl.exe/10_u-IgNsikr7j8P3jH-IQs_pBan HhvlTCeeBZbufu BYTI0Hz7m7D3ZcHYUt80XL-5alyVpw ○ States of Matter Using a phase diagram to find a phase transition temperature or pressure Use the phase diagram of Substance X below to find the melting point of X when the pressure above the solid is 1.1 atm. pressure (atm) 16 08- solid liquid- 0 200 400 gas 600 temperature (K) Note: your answer must be within 25 °C of the exact answer to be graded correct. × 5arrow_forward
- S: Using a phase diagram leksogi/x/sl.exe/1ou-IgNs kr 7j8P3jH-IQs_pBan HhvTCeeBZbufuBYTI0Hz7m7D3ZdHYU+80XL-5alyVp O States of Matter Using a phase diagram to find a phase transition temperature or pressure se the phase diagram of Substance X below to find the boiling point of X when the pressure on the liquid is 1.6 atm. pressure (atm) 32- 16- solid liquid 0. gas 100 200 temperature (K) 300 Note: your answer must be within 12.5 °C of the exact answer to be graded correct. 10 Explanation Check § Q Search J 2025 McGraw Hill LLC. All Rights Researrow_forward151.2 254.8 85.9 199.6 241.4 87.6 242.5 186.4 155.8 257.1 242.9 253.3 256.0 216.6 108.7 239.0 149.7 236.4 152.1 222.7 148.7 278.2 268.7 234.4 262.7 283.2 143.6 QUESTION: Using this group of data on salt reduced tomato sauce concentration readings answer the following questions: 1. 95% Cl Confidence Interval (mmol/L) 2. [Na+] (mg/100 mL) 3. 95% Na+ Confidence Interval (mg/100 mL)arrow_forwardResults Search Results Best Free Coursehero Unloc xb Success Confirmation of Q x O Google Pas alekscgi/x/lsl.exe/1o_u-IgNslkr 7j8P3jH-IQs_pBanHhvlTCeeBZbufu BYTI0Hz7m7D3ZcHYUt80XL-5alyVpwDXM TEZayFYCavJ17dZtpxbFD0Qggd1J O States of Matter Using a phase diagram to find a phase transition temperature or pressure Gabr 3/5 he pressure above a pure sample of solid Substance X at 101. °C is lowered. At what pressure will the sample sublime? Use the phase diagram of X below to nd your answer. pressure (atm) 24- 12 solid liquid gas 200 400 temperature (K) 600 ote: your answer must be within 0.15 atm of the exact answer to be graded correct. atm Thanation Check © 2025 McGraw Hill LLC. All Rights Reserved. Terms of Use | Privacy Center I Q Search L³ ملةarrow_forward
arrow_back_ios
SEE MORE QUESTIONS
arrow_forward_ios
Recommended textbooks for you
Organic ChemistryChemistryISBN:9781305580350Author:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. FootePublisher:Cengage Learning
Organic Chemistry: A Guided InquiryChemistryISBN:9780618974122Author:Andrei StraumanisPublisher:Cengage Learning
Organic Chemistry
Chemistry
ISBN:9781305580350
Author:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote
Publisher:Cengage Learning
Organic Chemistry: A Guided Inquiry
Chemistry
ISBN:9780618974122
Author:Andrei Straumanis
Publisher:Cengage Learning
Biomolecules - Protein - Amino acids; Author: Tutorials Point (India) Ltd.;https://www.youtube.com/watch?v=ySNVPDHJ0ek;License: Standard YouTube License, CC-BY