Organic Chem 203 Dr. Hellwig 1. Write in the product: 1. O3 3-methylcycloheptene 2. Zn, H,O*

Organic Chemistry
8th Edition
ISBN:9781305580350
Author:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote
Publisher:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote
Chapter24: Catalytic Carbon-carbon Bond Formation
Section: Chapter Questions
Problem 24.39P: E. J. Coreys 1964 total synthesis of -caryophyllene (essence of cloves) solves a number of problems...
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Homework 5
Organic Chem 203
Dr. Hellwig
1. Write in the product:
1. O3
3-methylcycloheptene
2. Zn, H3O*
2. a) Name this compound according to the IUPAC system: CH3-CH-CH-C=C-CH,
b) Write in the product of the compound in 2.a) with the following reagents. Include
stereochemistry where relevant.
1)
excess H2, Pd/C
2)
Na, NH,
3)
H2, Lindlar catalyst
3. Write in the product of 3-bromo-4-chloro-1-pentyne with the following reagents:
1)
1. BH, 2. H2O2, "OH
2)
2 HBr
3)
H20, H,SO,, HgSO.
4. Show how to transform the compound on the left into the compound on the right.
Several steps will be involved. You may use any additional organic or inorganic
compounds you wish.
ethyne -->
-->
Transcribed Image Text:Homework 5 Organic Chem 203 Dr. Hellwig 1. Write in the product: 1. O3 3-methylcycloheptene 2. Zn, H3O* 2. a) Name this compound according to the IUPAC system: CH3-CH-CH-C=C-CH, b) Write in the product of the compound in 2.a) with the following reagents. Include stereochemistry where relevant. 1) excess H2, Pd/C 2) Na, NH, 3) H2, Lindlar catalyst 3. Write in the product of 3-bromo-4-chloro-1-pentyne with the following reagents: 1) 1. BH, 2. H2O2, "OH 2) 2 HBr 3) H20, H,SO,, HgSO. 4. Show how to transform the compound on the left into the compound on the right. Several steps will be involved. You may use any additional organic or inorganic compounds you wish. ethyne --> -->
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