Organic Chemistry - Standalone book
10th Edition
ISBN: 9780073511214
Author: Francis A Carey Dr., Robert M. Giuliano
Publisher: McGraw-Hill Education
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Question
Chapter 9, Problem 21P
Interpretation Introduction
Interpretation:
The structure of the acetylenic amino acid, which, on catalytic hydrogenation yields homoleucine as the only product whose structure is provided, is to be determined.
Concept introduction:
Hydrogenation of
consumes two molar equivalents of
Carboxylate group is not reduced in this reaction.
During hydrogenation, two hydrogen atoms get attached to each triple bonded carbon atom in the alkyne.
The triply bonded carbon atoms in an alkyne group are bonded to only one other atom.
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Organic Chemistry - Standalone book
Ch. 9.1 - Prob. 1PCh. 9.2 - Prob. 2PCh. 9.4 - How do bond distances and bond strengths change...Ch. 9.5 - Complete each of the following equations to show...Ch. 9.6 - Prob. 5PCh. 9.6 - Which of the alkynes of molecular formula C5H8 can...Ch. 9.7 - Give the structures of three isomeric dibromides...Ch. 9.7 - Prob. 8PCh. 9.9 - Write a series of equations showing how you could...Ch. 9.9 - Write a series of equations showing how to prepare...
Ch. 9.10 - Prob. 11PCh. 9.11 - Give the structure of the enol formed by hydration...Ch. 9.11 - Prob. 13PCh. 9.13 - Prob. 14PCh. 9.14 - Prob. 15PCh. 9 - Provide the IUPAC name for each of the following...Ch. 9 - Prob. 17PCh. 9 - All compounds in Problem 9.17 are isomers except...Ch. 9 - Prob. 19PCh. 9 - Write structural formulas for all the alkynes of...Ch. 9 - Prob. 21PCh. 9 - Prob. 22PCh. 9 - The alkane formed by hydrogenation of...Ch. 9 - Write the structure of the major organic product...Ch. 9 - Write the structure of the major organic product...Ch. 9 - When 2-heptyne was treated with aqueous sulfuric...Ch. 9 - Prob. 27PCh. 9 - Prob. 28PCh. 9 - Prob. 29PCh. 9 - Show by writing appropriate chemical equations how...Ch. 9 - Show by writing appropriate chemical equations how...Ch. 9 - Diphenylacetylene can be synthesized by the double...Ch. 9 - (Z)-9-tricosene [ (Z)-CH3(CH2)7CH=CH(CH2)12CH3 ]...Ch. 9 - Prob. 34PCh. 9 - Prob. 35PCh. 9 - Prob. 36PCh. 9 - Alkynes undergo hydroboration to give...Ch. 9 - Prob. 38DSPCh. 9 - Prob. 39DSPCh. 9 - Prob. 40DSPCh. 9 - Prob. 41DSPCh. 9 - Thinking Mechanistically About Alkynes The...
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- 22-49 Based on your knowledge of the chemical properties of amino acid side chains, suggest a substitution for leucine in the primary structure of a protein that would probably not change the character of the protein very much.arrow_forwardIn a time-resolved picosecond spectroscopy experiment, Sheps, Crowther, Carrier, and Crim (Journal of Physical Chemistry A, Vol. 110, 2006; pp. 30873092) generated chlorine atoms in the presence of pentane. The pentane was dissolved in dichloromethane, CH2C12. The chlorine atoms are free radicals and are very reactive. After a nanosecond the chlorine atoms have reacted with pentane molecules, removing a hydrogen atom to form HCl and leaving behind a pentane radical with a single unpaired electron. The equation is Cl (dcm) + C5H12(dcm) HCl(dcm) + C5H11 (dcm) where (dcm) indicates that a substance is dissolved in dichloromethane. Measurements of the concentration of chlorine atoms were made as a function of time at three different concentrations of pentane in the dichloromethane. These results are shown in the table. (a) Determine the order of the reaction with respect to chlorine. (b) Determine whether the reaction rate depends on the concentration of pentane in dichloromethane. If so, determine the order of the reaction with respect to pentane. (c) Explain why the concentration of pentane in dichloromethane does not affect the data analysis that you performed in part (a). (d) Write the rate law for the reaction and calculate the rate of reaction for a concentration of chlorine atoms equal to 1.0 M and a pentane concentration of 0.23 M. (e) Sheps, Crowther, Carrier, and Crim found that the rate of formation of HCl matched the rate of disappearance of Cl. From this they concluded that there were no intermediates and side reactions were not important. Explain the basis for this conclusion.arrow_forward22-62 Distinguish between intermolecular and intramolecular hydrogen bonding between backbone groups. Where in protein structures do you find one, and where do you find the other?arrow_forward
- To which family of mirror-image isomers do nearly all naturally occurring amino acids belong?arrow_forwardConsider the tripeptide leucylvalyltryptophan. a. Specify its structure using three-letter symbols for the amino acids. b. How many peptide bonds are present within the peptide? c. Which of the amino acid residues has the largest R group? d. Which of the amino acid residues, if any, has a basic side chain?arrow_forward
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