ORGANIC CHEM PRINT STUDY GDE & SSM
4th Edition
ISBN: 9781119810650
Author: Klein
Publisher: WILEY
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Chapter 11.4, Problem 8ATS
Interpretation Introduction
Interpretation: An efficient synthesis for the following transformation is to be determined.
Concept introduction: One carbon atom must be added to the final product in this process. Because the carbon-carbon triple bond in the final product has taken the place of the carbon-carbon double bond in the starting material, there is also a change in the identity of a
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a. What is the eluent used in the column chromatography here (a “silica plug filtration” is essentially a very short column)?
b. The spectroscopy of compound 5b is described in the second half of this excerpt, including 1H-NMR and 13C-NMR (which you will learn about in CHEM 2412L), MS (which you will learn about later in CHEM 2411L) and IR. One of the IR signals is at 3530 cm-1. What functional group does this indicate might be present in compound 5b?
Steps and explanations. Also provide, if possible, ways to adress this kind of problems in general.
a. The first three lines of this procedure describe the reaction used to make compound 5b. In the fourth line, hexane and sodium bicarbonate are added. What organic lab technique is being used here?
b. What is the purpose of the Na2SO4?
c. What equipment would you use to “concentrate [a solution] under reduced pressure”?
Chapter 11 Solutions
ORGANIC CHEM PRINT STUDY GDE & SSM
Ch. 11.1 - Prob. 1CCCh. 11.1 - Prob. 2CCCh. 11.2 - Prob. 1LTSCh. 11.2 - Prob. 3PTSCh. 11.3 - Prob. 2LTSCh. 11.3 - Prob. 6ATSCh. 11.4 - Prob. 3LTSCh. 11.4 - Prob. 7PTSCh. 11.4 - Prob. 8ATSCh. 11.5 - Prob. 4LTS
Ch. 11.5 - Propose an efficient synthesis for each of the...Ch. 11.5 - Prob. 10ATSCh. 11 - Prob. 11PPCh. 11 - Prob. 12PPCh. 11 - Prob. 13PPCh. 11 - Prob. 14PPCh. 11 - Prob. 15PPCh. 11 - Prob. 16PPCh. 11 - Prob. 17PPCh. 11 - Prob. 18PPCh. 11 - Prob. 19PPCh. 11 - Prob. 20PPCh. 11 - Prob. 21PPCh. 11 - Prob. 22PPCh. 11 - Prob. 23PPCh. 11 - Prob. 24PPCh. 11 - Prob. 25PPCh. 11 - Prob. 26ASPCh. 11 - Prob. 27ASPCh. 11 - Prob. 28ASPCh. 11 - Prob. 29ASPCh. 11 - Prob. 30ASPCh. 11 - Prob. 31ASPCh. 11 - Prob. 32ASPCh. 11 - Prob. 33IPCh. 11 - Prob. 34IPCh. 11 - Prob. 35IPCh. 11 - Prob. 36IPCh. 11 - Prob. 37IPCh. 11 - Prob. 38IPCh. 11 - Prob. 39IPCh. 11 - Prob. 42CPCh. 11 - The compound Z-3-hexenyl acetate is one of several...Ch. 11 - When a consumer purchases a tomato, smell is one...Ch. 11 - Prob. 45CPCh. 11 - Prob. 46CP
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