MACROSCALE+MICRO.ORG...-OWLV2 ACCESS
7th Edition
ISBN: 9781305884175
Author: Williamson
Publisher: CENGAGE L
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Chapter 8, Problem 9Q
Interpretation Introduction
Interpretation:
The appearance of the spots on the TLC plate in case of the solvent of low and high polarities should be determined.
Concept introduction:
TLC works on the principle of separation of constituents of a mixture of compounds based on polarity. The polar compounds interact with the stationary phase thus can move to smaller distance from the base. While the non-polar compounds tend to move faster as they interact less with the silica gel, therefore, they move far from the base of the plate.
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Solution
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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
Unlimited attempts
possible
+
+
Grignard 1
OH
H3O+
Grignard 2
Answer Bank
Q9
+90
MgBr
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possible
CH3CH2CH2MgBr
Q10
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Q11
?
?
+100
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.
Don't used hand raiting
Chapter 8 Solutions
MACROSCALE+MICRO.ORG...-OWLV2 ACCESS
Ch. 8 - Prob. 1QCh. 8 - Prob. 2QCh. 8 - What problem will ensue if the level of the...Ch. 8 - Prob. 4QCh. 8 - Prob. 5QCh. 8 - Arrange the following in order of increasing Rf...Ch. 8 - What will be the result of applying too much...Ch. 8 - Prob. 8QCh. 8 - Prob. 9QCh. 8 - A TLC plate showed two spots with Rf values of...
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