ORGANIC CHEMISTRY-NEXTGEN+BOX (2 SEM.)
4th Edition
ISBN: 9781119761068
Author: Klein
Publisher: WILEY
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Textbook Question
Chapter 6.9, Problem 6.112P
Propose an efficient synthesis for the following transformation:
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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
Unlimited attempts
possible
CH3CH2CH2MgBr
Q10
Unlimited attempts
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 6 Solutions
ORGANIC CHEMISTRY-NEXTGEN+BOX (2 SEM.)
Ch. 6.1 - Predict the major product for each of the...Ch. 6.1 - Predict the major product for each of the...Ch. 6.1 - Predict the major product for each of the...Ch. 6.1 - Predict the major product for each of the...Ch. 6.1 - Predict the major product for each of the...Ch. 6.1 - Predict the major product for each of the...Ch. 6.1 - Identify the reagents you would use to achieve...Ch. 6.1 - Identify the reagents you would use to achieve...Ch. 6.1 - Identify the reagents you would use to achieve...Ch. 6.1 - Identify the reagents you would use to achieve...
Ch. 6.3 - Predict the major product of each of the following...Ch. 6.3 - Predict the major product of each of the following...Ch. 6.3 - Predict the major product of each of the following...Ch. 6.3 - Predict the major product of each of the following...Ch. 6.3 - Predict the major product of each of the following...Ch. 6.3 - Propose a mechanism for each of the following...Ch. 6.3 - Propose a mechanism for each of the following...Ch. 6.3 - Propose a mechanism for each of the following...Ch. 6.4 - Prob. 6.24PCh. 6.4 - Prob. 6.25PCh. 6.4 - Prob. 6.26PCh. 6.4 - Prob. 6.27PCh. 6.4 - Predict the major product of each of the following...Ch. 6.4 - Predict the major product of each of the following...Ch. 6.4 - Predict the major product of each of the following...Ch. 6.4 - Predict the major product of each of the following...Ch. 6.5 - Prob. 6.33PCh. 6.5 - Prob. 6.34PCh. 6.5 - Prob. 6.35PCh. 6.5 - Predict the major product that is expected when...Ch. 6.5 - Prob. 6.37PCh. 6.5 - Predict the major product that is expected when...Ch. 6.5 - Identify the reagents you would use to achieve...Ch. 6.5 - Identify the reagents you would use to achieve...Ch. 6.5 - Identify the reagents you would use to achieve...Ch. 6.5 - Identify the reagents you would use to achieve...Ch. 6.5 - Identify the reagents you would use to achieve...Ch. 6.5 - Identify the reagents you would use to achieve...Ch. 6.5 - Identify the reagents you would use to achieve...Ch. 6.5 - Identify the reagents you would use to achieve...Ch. 6.6 - Predict the product(s) for each of the following...Ch. 6.6 - Predict the product(s) for each of the following...Ch. 6.6 - Predict the product(s) for each of the following...Ch. 6.6 - Predict the product(s) for each of the following...Ch. 6.6 - Predict the product(s) for each of the following...Ch. 6.6 - Predict the product(s) for each of the following...Ch. 6.6 - Predict the product(s) for each of the following...Ch. 6.6 - Predict the product(s) for each of the following...Ch. 6.6 - Predict the product(s) for each of the following...Ch. 6.6 - Predict the product(s) for each of the following...Ch. 6.6 - Predict the product(s) for each of the following...Ch. 6.6 - Predict the product(s) for each of the following...Ch. 6.6 - Predict the product(s) for each of the following...Ch. 6.7 - Prob. 6.62PCh. 6.7 - Prob. 6.63PCh. 6.7 - Prob. 6.64PCh. 6.7 - Prob. 6.65PCh. 6.7 - Prob. 6.67PCh. 6.7 - Prob. 6.68PCh. 6.7 - Prob. 6.69PCh. 6.7 - Predict the major product for each of the...Ch. 6.7 - Predict the major product for each of the...Ch. 6.7 - Predict the major product for each of the...Ch. 6.8 - Predict the major product for each of the...Ch. 6.8 - Predict the major product for each of the...Ch. 6.8 - Predict the major product for each of the...Ch. 6.8 - Predict the major product for each of the...Ch. 6.8 - Predict the major product for each of the...Ch. 6.9 - Prob. 6.81PCh. 6.9 - Prob. 6.82PCh. 6.9 - Prob. 6.83PCh. 6.9 - What reagents would you use to achieve the...Ch. 6.9 - What reagents would you use to achieve the...Ch. 6.9 - What reagents would you use to achieve the...Ch. 6.9 - What reagents would you use to achieve the...Ch. 6.9 - What reagents would you use to achieve the...Ch. 6.9 - What reagents would you use to achieve the...Ch. 6.9 - What reagents would you use to achieve the...Ch. 6.9 - What reagents would you use to achieve the...Ch. 6.9 - What reagents would you use to achieve the...Ch. 6.9 - What reagents would you use to achieve the...Ch. 6.9 - What reagents would you use to achieve the...Ch. 6.9 - What reagents would you use to achieve the...Ch. 6.9 - What reagents would you use to achieve the...Ch. 6.9 - What reagents would you use to achieve the...Ch. 6.9 - What reagents would you use to achieve the...Ch. 6.9 - What reagents would you use to achieve the...Ch. 6.9 - What reagents would you use to achieve the...Ch. 6.9 - Propose an efficient synthesis for the following...Ch. 6.9 - Propose an efficient synthesis for the following...Ch. 6.9 - Propose an efficient synthesis for the following...Ch. 6.9 - Propose an efficient synthesis for the following...Ch. 6.9 - Propose an efficient synthesis for the following...Ch. 6.9 - Propose an efficient synthesis for the following...Ch. 6.9 - Propose an efficient synthesis for the following...Ch. 6.9 - Propose an efficient synthesis for the following...Ch. 6.9 - Propose an efficient synthesis for the following...Ch. 6.9 - Propose an efficient synthesis for the following...
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