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Suggest reagents for steps a-d in the following synthetic sequence.

Suggest reagents for steps a-d in the following synthetic sequence.

Chemistry
Chemistry
10th Edition
ISBN:9781305957404
Author:Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste
Publisher:Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste
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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Suggest reagents for steps a-d in the following synthetic sequence.
The image depicts a series of organic chemical reactions involving the transformation of various compounds. Below is a step-by-step description of the reactions illustrated: 1. **Compound 1**: The starting compound on the far right is a hydroxy-carbonyl compound with a linear alkyl side chain ending in an alkyne. The compound's structure is denoted as follows: - Hydroxyl group (OH) attached to a carbon connected to a triple-bonded carbon chain ending in a methyl group (CH₃). 2. **Reaction a**: This reaction leads to the formation of **Compound 2**. The hydroxyl group remains unchanged, and the alkyne is transformed into an unsaturated carbonyl compound with a double bond in the alkyl side chain. 3. **Reaction b**: In this step, Compound 2 undergoes transformation to **Compound 3**: - The hydroxy group is replaced by a methoxymethylsulfinyl group (H₃C-S(=O)-), resulting in a modified unsaturated carbonyl structure. 4. **Reaction c**: This conversion involves the treatment of Compound 3 with a strong base, such as LDA (Lithium Diisopropylamide), resulting in **Compound 4**: - The compound undergoes cyclization, forming a six-membered ring structure with two nitrile groups (CN) and two methyl groups (CH₃) on the ring. 5. **Reaction d**: Compound 4 is further modified to give **Compound 5**: - The resulting compound maintains the ring structure with nitrile and methyl groups, but with a hydroxyl group added. This reaction scheme illustrates the transformation of a linear compound through various reactions, including cyclization and functional group modifications, to form complex cyclic molecules.
Transcribed Image Text:The image depicts a series of organic chemical reactions involving the transformation of various compounds. Below is a step-by-step description of the reactions illustrated: 1. **Compound 1**: The starting compound on the far right is a hydroxy-carbonyl compound with a linear alkyl side chain ending in an alkyne. The compound's structure is denoted as follows: - Hydroxyl group (OH) attached to a carbon connected to a triple-bonded carbon chain ending in a methyl group (CH₃). 2. **Reaction a**: This reaction leads to the formation of **Compound 2**. The hydroxyl group remains unchanged, and the alkyne is transformed into an unsaturated carbonyl compound with a double bond in the alkyl side chain. 3. **Reaction b**: In this step, Compound 2 undergoes transformation to **Compound 3**: - The hydroxy group is replaced by a methoxymethylsulfinyl group (H₃C-S(=O)-), resulting in a modified unsaturated carbonyl structure. 4. **Reaction c**: This conversion involves the treatment of Compound 3 with a strong base, such as LDA (Lithium Diisopropylamide), resulting in **Compound 4**: - The compound undergoes cyclization, forming a six-membered ring structure with two nitrile groups (CN) and two methyl groups (CH₃) on the ring. 5. **Reaction d**: Compound 4 is further modified to give **Compound 5**: - The resulting compound maintains the ring structure with nitrile and methyl groups, but with a hydroxyl group added. This reaction scheme illustrates the transformation of a linear compound through various reactions, including cyclization and functional group modifications, to form complex cyclic molecules.
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