14) Which of the following is the major organic product in the reaction sequence below? C) H₂C-C=CH A) HO HO CH3CH2MgC1 diethyl ether CH₂CH3 CH₂C=CH B) D) 1) 2) H₂0¹ HO CHCH; CH3 CERC

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**Question 14:** Which of the following is the major organic product in the reaction sequence below?

**Reaction sequence:**
\[ \text{H}_3\text{C--C}\equiv\text{C--H} \xrightarrow[\text{diethyl ether}]{\text{CH}_3\text{CH}_2\text{MgCl}} \xrightarrow[]{1) \ \text{cyclohexanone}} \xrightarrow[]{2) \ \text{H}_3\text{O}^+} \]

**Options:**

- **A)** Cyclopentanol with an ethyl group attached to the carbon adjacent to the hydroxyl group: 
  \[
  \begin{array}{c}
  \text{HO} \\
  \vert \\
  \text{CH}_2\text{CH}_3
  \end{array}
  \]

- **B)** Cyclohexanone with a methyl group substituent:
  \[
  \begin{array}{c}
  \text{CHCH}_3
  \end{array}
  \]

- **C)** Cyclopentanol with a propynyl group attached to the carbon adjacent to the hydroxyl group:
  \[
  \begin{array}{c}
  \text{HO} \\
  \vert \\
  \text{CH}_2\text{C}\equiv\text{CH}
  \end{array}
  \]

- **D)** Cyclopentanol with a propargyl group attached to the carbon adjacent to the hydroxyl group:
  \[
  \begin{array}{c}
  \text{HO} \\
  \vert \\
  \text{CH}\equiv\text{C--CH}_3
  \end{array}
  \]
Transcribed Image Text:**Question 14:** Which of the following is the major organic product in the reaction sequence below? **Reaction sequence:** \[ \text{H}_3\text{C--C}\equiv\text{C--H} \xrightarrow[\text{diethyl ether}]{\text{CH}_3\text{CH}_2\text{MgCl}} \xrightarrow[]{1) \ \text{cyclohexanone}} \xrightarrow[]{2) \ \text{H}_3\text{O}^+} \] **Options:** - **A)** Cyclopentanol with an ethyl group attached to the carbon adjacent to the hydroxyl group: \[ \begin{array}{c} \text{HO} \\ \vert \\ \text{CH}_2\text{CH}_3 \end{array} \] - **B)** Cyclohexanone with a methyl group substituent: \[ \begin{array}{c} \text{CHCH}_3 \end{array} \] - **C)** Cyclopentanol with a propynyl group attached to the carbon adjacent to the hydroxyl group: \[ \begin{array}{c} \text{HO} \\ \vert \\ \text{CH}_2\text{C}\equiv\text{CH} \end{array} \] - **D)** Cyclopentanol with a propargyl group attached to the carbon adjacent to the hydroxyl group: \[ \begin{array}{c} \text{HO} \\ \vert \\ \text{CH}\equiv\text{C--CH}_3 \end{array} \]
Expert Solution
Step 1

Answer:-

This question is answered by using the simple concept of chemical reactions of organic compounds using the suitable reagents to get the desired product as each reagents has a specific use.

Grignard reagent on reaction with ketones gives corresponding tertiary alcohols.

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