Organic Chemistry
11th Edition
ISBN: 9781118133576
Author: T. W. Graham Solomons, Craig Fryhle
Publisher: Wiley, John & Sons, Incorporated
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Textbook Question
Chapter 16, Problem 21PP
PRACTICE PROBLEM 16.21
What would be the major product formed in the Baeyer-Villiger oxidation of 3-methyl-2-butanone?
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10.
Stereochemistry. Assign R/S stereochemistry for the chiral center indicated on the
following compound. In order to recieve full credit, you MUST SHOW YOUR WORK!
H₂N
CI
OH
CI
カー
11. () Stereochemistry. Draw all possible stereoisomers of the following compound. Assign
R/S configurations for all stereoisomers and indicate the relationship between each as
enantiomer, diastereomer, or meso.
NH2
H
HNH,
-18
b)
8.
Indicate whether the following carbocation rearrangements are likely to occur
Please explain your rational using 10 words or less
not likely to occur
• The double bond is still in the
Same position
+
Likely
to oc
occur
WHY?
-3
H3C
Brave
Chair Conformers. Draw the chair conformer of the following substituted
cyclohexane. Peform a RING FLIP and indicate the most stable
conformation and briefly explain why using 20 words or less.
CI
2
-cobs ??
MUST INDICATE H -2
-2
Br
EQ
Cl
OR
AT
Br
H&
most stable
WHY?
- 4
CH
12
Conformational Analysis. Draw all 6 conformers (one above each letter) of the
compound below looking down the indicated bond. Write the letter of the
conformer with the HIGHEST and LOWEST in energies on the lines provided.
NOTE: Conformer A MUST be the specific conformer of the structure as drawn below
-4 NOT
HOH
OH
3
Conformer A:
Br
OH
A
Samo
Br H
04
Br
H
H3
CH₂
H
anti
stagere
Br CH
clipsed
H
Brott
H
IV
H
MISSING 2
-2
B
C
D
E
F
X
6
Conformer with HIGHEST ENERGY:
13. (1
structure
LOWEST ENERGY:
Nomenclature. a) Give the systematic (IUPAC) name structure. b) Draw the
corresponding to this name. HINT: Do not forget to indicate stereochemistry
when applicable.
a)
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Parent name (noname)
4 Bromo
Sub = 2-methylethyl-4 Bromo nonane
b) (3R,4S)-3-chloro-4-ethyl-2,7-dimethyloctane
# -2
-2
Chapter 16 Solutions
Organic Chemistry
Ch. 16 - PRACTICE PROBLEM 16.1 (a) Give IUPAC substitutive...Ch. 16 - Prob. 2PPCh. 16 - Prob. 3PPCh. 16 - Practice Problem 16.4
Provide the reagents and...Ch. 16 - Prob. 5PPCh. 16 - Prob. 6PPCh. 16 - Prob. 7PPCh. 16 - Prob. 8PPCh. 16 - Prob. 9PPCh. 16 - Prob. 10PP
Ch. 16 - Prob. 11PPCh. 16 - Practice Problem 16.12
What product would be...Ch. 16 - Prob. 13PPCh. 16 - Practice Problem 16.14
Dihydropyran reacts readily...Ch. 16 - Practice Problem 16.15 Show how you might use...Ch. 16 - Practice Problem 16.16 (a) Show how you might...Ch. 16 - Practice Problem 16.17
In addition to...Ch. 16 - Practice Problem 16.18
Triphenylphosphine can be...Ch. 16 - Prob. 19PPCh. 16 - PRACTICE PROBLEM 16.20
Give the structure of the...Ch. 16 - PRACTICE PROBLEM 16.21 What would be the major...Ch. 16 - Prob. 22PCh. 16 - 16.23 Write structural formulas for the products...Ch. 16 - Give structural formulas for the products formed...Ch. 16 - 16.25 What products would be obtained when...Ch. 16 - Predict the major organic product from each of the...Ch. 16 - 16.27 Predict the major product from each of the...Ch. 16 - 16.28 Predict the major product from each of the...Ch. 16 - Prob. 29PCh. 16 - 16.30 Write detailed mechanisms for each of the...Ch. 16 - Prob. 31PCh. 16 - Prob. 32PCh. 16 - Show how you would convert benzaldehyde into each...Ch. 16 - 16.34 Show how ethyl phenyl ketone could be...Ch. 16 - Show how benzaldehyde could be synthesized from...Ch. 16 - Give structures for compounds AE. Cyclohexanol...Ch. 16 - Prob. 37PCh. 16 - Prob. 38PCh. 16 - Prob. 39PCh. 16 - Prob. 40PCh. 16 - Prob. 41PCh. 16 - Prob. 42PCh. 16 - 16.43 The structure of the sex pheromone...Ch. 16 - Provide reagents that would accomplish each of the...Ch. 16 - Write a detailed mechanism for the following...Ch. 16 - Prob. 46PCh. 16 - Dutch elm disease is caused by a fungus...Ch. 16 - Prob. 48PCh. 16 - Compounds W and X are isomers; they have the...Ch. 16 - Compounds Y and Z are isomers with the molecular...Ch. 16 - Compound A (C9H18O) forms a phenylhydrazone, but...Ch. 16 - Compound B (C8H12O2) shows a strong carbonyl...Ch. 16 - (a) What would be the frequencies of the two...Ch. 16 - Prob. 54PCh. 16 - Prob. 1LGPCh. 16 - Which Wittig reagent could be used to synthesize ?...Ch. 16 - 16.2 Which compound is an acetal?
(d)More than...Ch. 16 - Which reaction sequence could be used to convert...Ch. 16 - 16.4 Complete the following syntheses. If more...Ch. 16 - 16.5 An industrial synthesis of benzaldehyde makes...Ch. 16 - Prob. 6Q
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- If the molar conductivity at infinite dilution of HAC is A0 = 390.5 S cm² mol¹. Calculate the Arrhenius conductivity of a 9.3% by weight solution of HAc with a pH of 3.3. Data: molecular weight of HAC is 60.05 g/mol and the density of the solution is 1 g/cm³.arrow_forwardIf the molar conductivity at infinite dilution of HAC is A0 = 390.5 S cm² mol¹. Calculate the Arrhenius conductivity of a 9.3% by weight solution of HAc with a pH of 3.3. Data: molecular weight of HAC is 60.05 g/mol and the density of the solution is 1 g/cm³.arrow_forwardDetermine the distance between the metal and the OHP layer using the Helm- holtz model when the electrode's differential capacitance is 145 μF cm². DATA: dielectric constant of the medium for the interfacial zone &r= lectric constant of the vacuum &0 = 8.85-10-12 F m-1 = 50, die-arrow_forward
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