**Synthesis of the Compound: Step-by-Step Guide***Objective:* Specify both the alcohol starting material and the reagents you would use in each step in a synthesis of the compound shown in the diagram. If the synthesis requires only two steps, enter "none" for step 3.**Compound Diagram:**A skeletal chemical structure is shown, which needs to be identified as the target compound for synthesis.---**Alcohol Starting Materials:**1. Methanol2. Ethanol3. 1-Propanol4. 2-Propanol5. Cyclohexanol**Reagents Available:**- a. LiAlH₄- b. H₂SO₄- c. HCl- d. HBr- e. SOCl₂- f. PBr₃- g. CrO₃, H₂SO₄, H₂O- h. NaH- i. CH₃MgBr; then H₃O⁺- j. CH₃CH₂MgBr; then H₃O⁺- k. CH₃CH₂CH₂MgBr; then H₃O⁺- l. C₆H₅MgBr (phenylmagnesium bromide); then H₃O⁺- m. (CH₃)₂CHMgBr; then H₃O⁺- n. Dess-Martin periodinane (DMP)---*Write the number/letters of the alcohol/reagents in the boxes below:*- **Alcohol Starting Material:** [ ]- **Reagent for Step 1:** [ ]- **Reagent for Step 2:** [ ]- **Reagent for Step 3:** [ ]**Instructions:** Choose the appropriate alcohol starting material and list the required reagents in the sequence to achieve the desired synthesis.

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Specify both the alcohol starting material and the reagents you would use in each step in a synthesis of the compound shown. If the synthesis requires only two steps enter "none" for step 3. Alcohol Starting Materials 1. methanol 2. ethanol 3. 1-propanol 4. 2-propanol 5. cyclohexanol a. LiAlH4 f. PBr3 b. H₂SO4 9. CrO3, H₂ SO4, H₂O c. HCI h. NaH d. HBr e. SOCI₂ Reagents available i. CH3 MgBr; then H3O+ j. CH3 CH₂ MgBr; then H3O+ k. CH3CH₂ CH₂ MgBr; then H3O+ I. C6H5 MgBr (phenylmagnesium bromide); then H3O+ m. (CH3)2 CHMgBr: then H3O+ n. Dess-Martin periodinane (DMP) Write the number/letters of the alchol/reagents in the boxes below. Alcohol starting material Reagent for step 1 Reagent for step 2 Reagent for step 3

Specify both the alcohol starting material and the reagents you would use in each step in a synthesis of the compound shown. If the synthesis requires only two steps enter "none" for step 3. Alcohol Starting Materials 1. methanol 2. ethanol 3. 1-propanol 4. 2-propanol 5. cyclohexanol a. LiAlH4 f. PBr3 b. H₂SO4 9. CrO3, H₂ SO4, H₂O c. HCI h. NaH d. HBr e. SOCI₂ Reagents available i. CH3 MgBr; then H3O+ j. CH3 CH₂ MgBr; then H3O+ k. CH3CH₂ CH₂ MgBr; then H3O+ I. C6H5 MgBr (phenylmagnesium bromide); then H3O+ m. (CH3)2 CHMgBr: then H3O+ n. Dess-Martin periodinane (DMP) Write the number/letters of the alchol/reagents in the boxes below. Alcohol starting material Reagent for step 1 Reagent for step 2 Reagent for step 3

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

Chapter6: Reactions Of Alkenes

Section: Chapter Questions

Problem 6.54P

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Concept explainers

Diol

In chemistry there are so many chemical compounds that have a hydroxyl group but a chemical compound having two hydroxyl groups (-OH) is termed as a diol. It also implies the presence of two alcohols whereas polyols contain two or more than two hydroxyl groups (-OH). Glycol or 1,2-diol is an aliphatic diol that has two alcohol groups on adjacent carbon atoms. In industries, the most commonly used diol is ethylene glycol.

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**Synthesis of the Compound: Step-by-Step Guide**

*Objective:* Specify both the alcohol starting material and the reagents you would use in each step in a synthesis of the compound shown in the diagram. If the synthesis requires only two steps, enter "none" for step 3.

**Compound Diagram:**
A skeletal chemical structure is shown, which needs to be identified as the target compound for synthesis.

---

**Alcohol Starting Materials:**

1. Methanol
2. Ethanol
3. 1-Propanol
4. 2-Propanol
5. Cyclohexanol

**Reagents Available:**

- a. LiAlH₄
- b. H₂SO₄
- c. HCl
- d. HBr
- e. SOCl₂
- f. PBr₃
- g. CrO₃, H₂SO₄, H₂O
- h. NaH
- i. CH₃MgBr; then H₃O⁺
- j. CH₃CH₂MgBr; then H₃O⁺
- k. CH₃CH₂CH₂MgBr; then H₃O⁺
- l. C₆H₅MgBr (phenylmagnesium bromide); then H₃O⁺
- m. (CH₃)₂CHMgBr; then H₃O⁺
- n. Dess-Martin periodinane (DMP)

---

*Write the number/letters of the alcohol/reagents in the boxes below:*

- **Alcohol Starting Material:** [ ]
- **Reagent for Step 1:** [ ]
- **Reagent for Step 2:** [ ]
- **Reagent for Step 3:** [ ]

**Instructions:** Choose the appropriate alcohol starting material and list the required reagents in the sequence to achieve the desired synthesis.

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