НО HOʻ Compound A (C19H3,O3) Ambrettolide Step Reactant Reagents Product 1. Compound A H20, H* heat Compound B (C16H2O5) 2. Compound B HBr Compound C (C18H29Br3O2) 3. Compound C Ethanol, H2SO, Compound D (C18H33Br3O2) 4. Compound D Zinc, ethanol Compound E (C13H33BrO2) 5. Compound E Sodium acetate, acetic acid Compound F (C20H36O4) 6. Compound F KOH, ethanol, then H* Compound G (C16H3,Og) 7. Compound G Нeat Ambrettolide (C16H28O2)

Chemistry
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ISBN:9781305957404
Author:Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste
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Chapter1: Chemical Foundations
Section: Chapter Questions
Problem 1RQ: Define and explain the differences between the following terms. a. law and theory b. theory and...
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Ambrettolide is obtained from hibiscus and has a musk-like odor. Its preparation from compound A is outlined in the table that follows. Write structural formulas, ignoring stereochemistry, for compounds B through G in this synthesis. (Hint: Zinc, as used in step 4, converts vicinal dibromides to alkenes.)

НО
HOʻ
Compound A (C19H3,O3)
Ambrettolide
Step
Reactant
Reagents
Product
1.
Compound A
H20, H* heat
Compound B (C16H2O5)
2.
Compound B
HBr
Compound C (C18H29Br3O2)
3.
Compound C
Ethanol, H2SO,
Compound D (C18H33Br3O2)
4.
Compound D
Zinc, ethanol
Compound E (C13H33BrO2)
5.
Compound E
Sodium acetate, acetic acid
Compound F (C20H36O4)
6.
Compound F
KOH, ethanol, then H*
Compound G (C16H3,Og)
7.
Compound G
Нeat
Ambrettolide (C16H28O2)
Transcribed Image Text:НО HOʻ Compound A (C19H3,O3) Ambrettolide Step Reactant Reagents Product 1. Compound A H20, H* heat Compound B (C16H2O5) 2. Compound B HBr Compound C (C18H29Br3O2) 3. Compound C Ethanol, H2SO, Compound D (C18H33Br3O2) 4. Compound D Zinc, ethanol Compound E (C13H33BrO2) 5. Compound E Sodium acetate, acetic acid Compound F (C20H36O4) 6. Compound F KOH, ethanol, then H* Compound G (C16H3,Og) 7. Compound G Нeat Ambrettolide (C16H28O2)
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