Organic Chemistry (6th Edition)
6th Edition
ISBN: 9781260119107
Author: Janice Gorzynski Smith
Publisher: McGraw Hill Education
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Textbook Question
Chapter 17, Problem 36P
Devise a synthesis of each alcohol from organic alcohols having one or two carbons and any required reagents.
a. 
b. 
c.
d. 
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For each reaction below, decide if the first stable organic product that forms in solution will create a new CC bond, and check
the appropriate box.
Next, for each reaction to which you answered "Yes" to in the table, draw this product in the drawing area below.
Note for advanced students: for this problem, don't worry if you think this product will continue to react under the current conditions
- just focus on the first stable product you expect to form in solution.
?
NH2
MgBr
Will the first product that forms in this reaction
create a new CC bond?
○ Yes
○ No
MgBr
?
Will the first product that forms in this reaction
create a new CC bond?
O Yes
O No
Click and drag to start drawing a
structure.
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x
c
olo
Ar
HE
Predicting
As the lead product manager at OrganometALEKS Industries, you are trying to decide if the following reaction will make a molecule
with a new C - C bond as its major product:
H₂N
O
H
1.
?
2. H3O+
If this reaction will work, draw the major organic product or products you would expect in the drawing area below. If there's more
than one major product, you can draw them in any arrangement you like. Be sure you use wedge and dash bonds if necessary, for
example to distinguish between major products with different stereochemistry.
0
If the major products of this reaction won't have a new CC bond, just check the box under the drawing area and leave it blank.
فا
Explanation
Check
Click and drag to start drawing a
structure.
Highlight the chirality (or stereogenic) center(s) in the given compound. A compound may have one or more stereogenic centers.
OH
OH
OH
OH
OH
OH
Chapter 17 Solutions
Organic Chemistry (6th Edition)
Ch. 17.1 - Prob. 1PCh. 17.2 - Which carbonyl groups in the anticancer drug taxol...Ch. 17.2 - Prob. 3PCh. 17.4 - Problem 20.4 What alcohol is formed when each...Ch. 17.4 - Problem 20.5 What aldehyde or ketone is needed to...Ch. 17.5 - Problem 20.8 Draw the products formed (including...Ch. 17.7 - Problem 20.10 Draw a stepwise mechanism for the...Ch. 17.7 - Prob. 10PCh. 17.7 - Problem 20.12 Draw the products formed from ...Ch. 17.7 - Prob. 12P
Ch. 17.7 - Prob. 13PCh. 17.8 - Prob. 14PCh. 17.8 - Problem-20.16 Review the oxidation reactions using...Ch. 17.9 - Problem-20.17 Write the step(s) needed to convert ...Ch. 17.9 - Prob. 18PCh. 17.10 - Problem 20.21 Draw the product of each reaction.
...Ch. 17.10 - Problem 20.22 Draw the products (including...Ch. 17.11 - Problem 20.23 What Grignard reagent and carbonyl...Ch. 17.11 - Problem 20.24 Linalool (the Chapter 9 opening...Ch. 17.11 - Problem 20.25 What Grignard reagent and carbonyl...Ch. 17.12 - Prob. 24PCh. 17.13 - Problem 20.28 What ester and Grignard reagent are...Ch. 17.13 - Prob. 27PCh. 17.13 - Problem 20.30 What reagent is needed to convert ...Ch. 17.13 - Prob. 29PCh. 17.14 - What carboxylic acid formed from each alkyl halide...Ch. 17 - 20.37 Devise a synthesis of each alcohol from...Ch. 17 - 20.38 Draw the products formed when pentanal is...Ch. 17 - 20.39 Draw the product formed when is treated...Ch. 17 - The stereochemistry of the products of reduction...Ch. 17 - Prob. 40PCh. 17 - 20.42 Draw the products or each reduction...Ch. 17 - 20.44 Draw all stereoisomers formed in each...Ch. 17 - 20.54 Draw a stepwise mechanism for the following...Ch. 17 - Prob. 57PCh. 17 - Prob. 58PCh. 17 - 20.57 What ester and Grignard reagent are needed...Ch. 17 - 20.58 What organolithium reagent and carbonyl...Ch. 17 - 20.59 What epoxide and organometallic reagent are...Ch. 17 - Prob. 62PCh. 17 - 20.69 An unknown compound A (molecular formula )...Ch. 17 - 20.70 Treatment of compound C (molecular formula )...
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