u Specify a synthetic scheme that would produce the compound shown above in the fewest steps possible. Use one of the starting materials shown together with any of the available reagents. Give the number of the starting material followed by the letters of the reagents in the order of their use, for example: 3be. Starting Materials icio C₂H₂ OCCH₂COC₂H₂ 1 Available Reagents a. CH₂I b. CH₂CH₂ d. e g OH C₂H₂ OCCH₂CCH₂ 2 -CH₂ Br .Br 'Br h. Br C₂H₂ NaOC₂H₂ j. H₂O*, heat or NaOH, H₂O; then H₂O™, heat

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Chapter1: Chemical Foundations
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**Synthetic Scheme Exercise**

Specify a synthetic scheme that would produce the compound shown above in the fewest steps possible. Use one of the starting materials shown together with any of the available reagents. Give the number of the starting material followed by the letters of the reagents in the order of their use, for example: 3be.

### Starting Materials:
1. Ethyl 3-oxobutanoate (C₂H₅O₂CCH₂COC₂H₅)
2. Ethyl acetoacetate (C₂H₅O₂CCH₂COC₂H₅)
3. Ethyl cyclohexanecarboxylate
   
### Available Reagents:
- a. CH₃I
- b. CH₃CH₂I
- c. CH₃CH₂CH₂I
- d. CH₃CH₂CH₂CH₂I
- e. Phenyl bromide (C₆H₅Br)
- f. Ethyl bromide (C₂H₅Br)
- g. Propyl bromide (C₃H₇Br)
- h. 1,4-Dibromobutane (Br(CH₂)₄Br)
- i. Sodium ethoxide (NaOC₂H₅)
- j. H₃O⁺, heat or NaOH, H₂O; then H₃O⁺, heat

**Instructions:**

1. Choose a starting material from the list.
2. Select one or more reagents to use in the synthesis.
3. Combine the starting material number with the reagent letter(s) to specify the synthesis pathway.
Transcribed Image Text:**Synthetic Scheme Exercise** Specify a synthetic scheme that would produce the compound shown above in the fewest steps possible. Use one of the starting materials shown together with any of the available reagents. Give the number of the starting material followed by the letters of the reagents in the order of their use, for example: 3be. ### Starting Materials: 1. Ethyl 3-oxobutanoate (C₂H₅O₂CCH₂COC₂H₅) 2. Ethyl acetoacetate (C₂H₅O₂CCH₂COC₂H₅) 3. Ethyl cyclohexanecarboxylate ### Available Reagents: - a. CH₃I - b. CH₃CH₂I - c. CH₃CH₂CH₂I - d. CH₃CH₂CH₂CH₂I - e. Phenyl bromide (C₆H₅Br) - f. Ethyl bromide (C₂H₅Br) - g. Propyl bromide (C₃H₇Br) - h. 1,4-Dibromobutane (Br(CH₂)₄Br) - i. Sodium ethoxide (NaOC₂H₅) - j. H₃O⁺, heat or NaOH, H₂O; then H₃O⁺, heat **Instructions:** 1. Choose a starting material from the list. 2. Select one or more reagents to use in the synthesis. 3. Combine the starting material number with the reagent letter(s) to specify the synthesis pathway.
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