Experimental Organic Chemistry: A Miniscale & Microscale Approach (Cengage Learning Laboratory Series for Organic Chemistry)
6th Edition
ISBN: 9781305080461
Author: John C. Gilbert, Stephen F. Martin
Publisher: Brooks Cole
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Chapter 3.2, Problem 16E
Interpretation Introduction
Interpretation:Reason for different solubilities of solutes in various solvents on basis of principle of like dissolves like should be determined.
Concept introduction:Solvent used in recrystallization should have below properties.
1. It should be able to dissolve desired compound in itself at high temperatures but insoluble at low temperatures. In short, solvent with favorable temperature coefficient should be used for particular solute.
2. Solvent should be chosen in such way that impurities are either insoluble in it or remain moderately soluble in it at low temperatures.
3. Boiling point of desired solvent should be low so that it gets separated from crystals easily.
4. Boiling point of solvent should be less than melting point of solid under consideration.
5. There should be no reaction between solvent and substance that needs to be purified.
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Part 1. Draw monomer units of the following products and draw their reaction mechanism (with arrow pushing)
Polyester fiber
Using a) pthalic anhydride + anhydrous sodium acetate + ethylene glycol
B)pthalic anhydride + anhydrous sodium acetate + glycerol
Identify the missing starting materials/ reagents/ products in the following reactions. Show the stereochemistry clearly in the structures, if any.
If there is a major product, draw the structures of the major product with stereochemistry clearly indicated where applicable. Show only the diastereomers (you do not have to draw the pairs of enantiomers).
If you believe that multiple products are formed in approximately equal amounts (hence neither is the major product), draw the structures of the products, and show the detailed mechanism of these reactions to justify the formation of the multiple products.
If you believe no product is formed, explain why briefly. (6 mark for each, except f and g, which are 10 mark each)
3. What starting material would you use to synthesize 3-hydroxypentanoic acid using a
NaBH4 reduction?
Chapter 3 Solutions
Experimental Organic Chemistry: A Miniscale & Microscale Approach (Cengage Learning Laboratory Series for Organic Chemistry)
Ch. 3.2 - Prob. 1ECh. 3.2 - Prob. 2ECh. 3.2 - Prob. 3ECh. 3.2 - Prob. 4ECh. 3.2 - Prob. 5ECh. 3.2 - Prob. 6ECh. 3.2 - Prob. 7ECh. 3.2 - Prob. 8ECh. 3.2 - Prob. 9ECh. 3.2 - Prob. 10E
Ch. 3.2 - Prob. 11ECh. 3.2 - Prob. 12ECh. 3.2 - Prob. 13ECh. 3.2 - Prob. 14ECh. 3.2 - Prob. 15ECh. 3.2 - Prob. 16ECh. 3.2 - Prob. 17ECh. 3.2 - Prob. 18ECh. 3.2 - Prob. 19ECh. 3.2 - Prob. 20ECh. 3.2 - Prob. 21ECh. 3.2 - Prob. 22ECh. 3.2 - Prob. 23ECh. 3.2 - Prob. 24ECh. 3.2 - Prob. 25ECh. 3.2 - Prob. 26ECh. 3.2 - Prob. 27ECh. 3.2 - Prob. 28ECh. 3.2 - Prob. 29ECh. 3.2 - Prob. 30ECh. 3.2 - Prob. 31ECh. 3.2 - Prob. 32ECh. 3.2 - Prob. 34ECh. 3.3 - Prob. 1ECh. 3.3 - Prob. 2ECh. 3.3 - Prob. 3ECh. 3.3 - Prob. 4ECh. 3.3 - Prob. 5ECh. 3.3 - Prob. 6ECh. 3.3 - Prob. 7ECh. 3.3 - Prob. 8ECh. 3.3 - Prob. 10ECh. 3.3 - Prob. 11ECh. 3.3 - Prob. 12ECh. 3.3 - Prob. 13ECh. 3.3 - Prob. 14ECh. 3.3 - Prob. 15ECh. 3.3 - Prob. 16ECh. 3.3 - Prob. 17ECh. 3.3 - Prob. 18ECh. 3.3 - Prob. 19ECh. 3.3 - Prob. 21ECh. 3.3 - Prob. 22ECh. 3.3 - Prob. 23ECh. 3.3 - Prob. 24ECh. 3.3 - Prob. 25ECh. 3.3 - Prob. 26E
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Solutions: Crash Course Chemistry #27; Author: Crash Course;https://www.youtube.com/watch?v=9h2f1Bjr0p4;License: Standard YouTube License, CC-BY