EP ORGANIC CHEMISTRY -MOD.MASTERING 18W
9th Edition
ISBN: 9780136781776
Author: Wade
Publisher: PEARSON CO
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Chapter 25, Problem 25.28SP
Interpretation Introduction
Interpretation: The structure of petroselenic acid and its consistency with the given observations is to be stated.
Concept introduction: The hydrogenation reaction convert an
The reaction of an
The protons that are attached directly to an alkene is called vinylic protons. The NMR spectrum shows absorption of vinylic protons split by coupling constant (that are cis to each other) in the range of
To determine: The structure of petroselenic acid and its consistency with the given observations.
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Use retrosynthetic analysis to suggest two paths to synthesize 2-methyl-3-hexanol using the Grignard reaction. (Click and drag
the appropriate image to the correct position in the reactions.)
Route 1
Aldehyde 1
or
+98
Aldehyde 2
Route 2
Q6
+100
Solved in 1 attempt
Q7
+95
Solved in 2 attempts
Q8
+98
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possible
+
+
Grignard 1
OH
H3O+
Grignard 2
Answer Bank
Q9
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MgBr
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CH3CH2CH2MgBr
Q10
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Q11
?
?
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in 1 attempt
2-methyl-3-hexanol
CH3CH2MgBr
H
H
о
H
Attempt 3
2) (4 pt) After the reaction was completed, the student collected the following data. Crude
product data is the data collected after the reaction is finished, but before the product
is purified. "Pure" product data is the data collected after attempted purification using
recrystallization.
Student B's data:
Crude product data
"Pure"
product data
after
recrystallization
Crude mass: 0.93 g grey solid
Crude mp: 96-106 °C
Crude % yield:
Pure mass: 0.39 g white solid
Pure mp: 111-113 °C
Pure % yield:
a) Calculate the crude and pure percent yields for the student's reaction.
b) Summarize what is indicated by the crude and pure melting points.
Chapter 25 Solutions
EP ORGANIC CHEMISTRY -MOD.MASTERING 18W
Ch. 25.3 - Prob. 25.1PCh. 25.3A - Prob. 25.2PCh. 25.3B - Give an equaton for the complete transestenfcation...Ch. 25.4 - Prob. 25.4PCh. 25.4 - Several commercial laundry soaps contain...Ch. 25.4 - Prob. 25.6PCh. 25.4 - Prob. 25.7PCh. 25.5 - Prob. 25.8PCh. 25.6 - How would you use a simple extraction to separate...Ch. 25.6 - Prob. 25.10P
Ch. 25.8A - Circle the isoprene units in geranial, menthol,...Ch. 25.8B - Prob. 25.12PCh. 25.8B - Prob. 25.13PCh. 25 - Prob. 25.14SPCh. 25 - Prob. 25.15SPCh. 25 - Show how you would convert oleic acid to the...Ch. 25 - Give the general classification of each compound....Ch. 25 - Phospholipids undergo saponification much like...Ch. 25 - Prob. 25.19SPCh. 25 - Prob. 25.20SPCh. 25 - Prob. 25.21SPCh. 25 - Prob. 25.22SPCh. 25 - Prob. 25.23SPCh. 25 - The structure of limonene appears in Problem25-13....Ch. 25 - Prob. 25.25SPCh. 25 - Prob. 25.26SPCh. 25 - Prob. 25.27SPCh. 25 - Prob. 25.28SPCh. 25 - Prob. 25.29SPCh. 25 - Prob. 25.30SPCh. 25 - Prob. 25.31SPCh. 25 - Prob. 25.32SP
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