ORGANIC CHEMISTRY-W/STUD.SOLN.MAN.
10th Edition
ISBN: 9781260001099
Author: Carey
Publisher: MCG
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Chapter 5, Problem 33P
Interpretation Introduction
Interpretation:
The chemical equation of primary alcoholwith each of the given reagents is to be written.
Concept Introduction:
When alcohol treated with hydrogen halide typically undergoes nucleophilic substitution reaction to yield
Primary alcohol proceeds via
Alcohol reacts with sodium azide to yield sodium alkonate.
Alcohol reacts with sodium bromide in the presence of sulfuric acid and heat to yield alkyl halide.
When three moles of alcohol reacts with phosphorus tribromide to yield alkyl halide with phosphorous acid and hydrogen bromide.
When alcohols treated with thionyl chlorides react to yield alkyl chloride with sulfur dioxide and hydrogen chloride.
When alcohols treated with methyl sulfonyl chloride in the presence of pyridine react to yield butyl methanesulfonate.
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Predict the products of this organic reaction:
+
H
ZH
NaBH3CN
H+
n.
?
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structure.
X
What is the missing reactant R in this organic reaction?
+ R
H3O+
+
• Draw the structure of R in the drawing area below.
• Be sure to use wedge and dash bonds if it's necessary to draw one particular enantiomer.
Click and drag to start drawing a
structure.
What would be the best choices for the missing reagents 1 and 3 in this synthesis?
1
1. PPh3
2. n-BuLi
2
• Draw the missing reagents in the drawing area below. You can draw them in any arrangement you like.
• Do not draw the missing reagent 2. If you draw 1 correctly, we'll know what it is.
• Note: if one of your reagents needs to contain a halogen, use bromine.
Click and drag to start drawing a structure.
Chapter 5 Solutions
ORGANIC CHEMISTRY-W/STUD.SOLN.MAN.
Ch. 5.1 - Prob. 1PCh. 5.1 - Prob. 2PCh. 5.1 - Many compounds contain more than one functional...Ch. 5.2 - Prob. 4PCh. 5.3 - Prob. 5PCh. 5.4 - Classify the isomeric C4H10O alcohols as being...Ch. 5.5 - Bromine is less electronegative than chlorine, yet...Ch. 5.6 - Prob. 8PCh. 5.7 - Prob. 9PCh. 5.8 - Prob. 10P
Ch. 5.8 - Prob. 11PCh. 5.9 - Carbocations are key intermediates in petroleum...Ch. 5.9 - Prob. 13PCh. 5.9 - Prob. 14PCh. 5.11 - Prob. 15PCh. 5.13 - Prob. 16PCh. 5.14 - For the reaction of a primary alcohol RCH2OH with...Ch. 5.15 - Prob. 18PCh. 5 - Write structural formulas for each of the...Ch. 5 - Prob. 20PCh. 5 - Prob. 21PCh. 5 - Write structural formulas for all the...Ch. 5 - Prob. 23PCh. 5 - Prob. 24PCh. 5 - Epichlorohydrin is the common name of an...Ch. 5 - Prob. 26PCh. 5 - Prob. 27PCh. 5 - Prob. 28PCh. 5 - Some of the most important organic compounds in...Ch. 5 - Prob. 30PCh. 5 - Prob. 31PCh. 5 - Prob. 32PCh. 5 - Prob. 33PCh. 5 - Prob. 34PCh. 5 - Prob. 35PCh. 5 - Prob. 36PCh. 5 - Prob. 37PCh. 5 - Prob. 38PCh. 5 - Prob. 39PCh. 5 - Prob. 40PCh. 5 - The reaction of 2,2-dimethyl-1-propanol...Ch. 5 - (a) Assuming that the rate-determining elementary...Ch. 5 - The reaction of 3-tert-butyl-3-pentanol with...Ch. 5 - Prob. 44PCh. 5 - Prob. 45PCh. 5 - Prob. 46DSPCh. 5 - Prob. 47DSPCh. 5 - Prob. 48DSPCh. 5 - Prob. 49DSPCh. 5 - Prob. 50DSPCh. 5 - Prob. 51DSPCh. 5 - Prob. 52DSP
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