OWLv2 with LabSkills for Gilbert/Martin's Experimental Organic Chemistry: A Miniscale & Microscale Approach, 6th Edition, [Instant Access], 4 terms (24 months)
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Chapter 5.3, Problem 16E
Interpretation Introduction

Interpretation:

The result of keeping naphthalene under vacuum for some time for drying needs to be explained.

Concept introduction:

Sublimation is a process in which solid material is directly converted to gas without converting to liquid.

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Propose syntheses of the following compounds starting with benzene or toluene. Assume ortho and isomers can be separated. a. b. O₂N- Cl COOH para 0. Propose syntheses to carry out each of the following conversions. Assume ortho and para isomers can be separated a. Br b. COOH CH3 NH₂ PABA (active ingredient in some sunscreens)
H3C H C=C CH3 H m-chloroperoxybenzoic acid CH2Cl2, rt C-C--. H3CH2CC H H3C CH3 Cl₂ H₂O NaOH H₂O D. S- E. CH3 H₂O₂, H₂O It CH₂O Na + CHI F. HI, H₂O heat G. 4 OH CH3CHCH3 + ICH2CH3 1. NaH (CH3)3COH (CH3)3 COCHCH2CH3 2. CH3
5. Show how the ether below could be prepared from toluene and any other necessary reagents. Show all reagents and all intermediate structures. H3C- H3C- CI OCH2CH3
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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