Which of the circled functional groups could sodium hydroxide deprotonate to an appreciable extent? Choose all that apply. B. SH HC CH OH C H2 D Select one or more: O a. A O b. B O c. C O d. D O e. none of the above

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### Functional Groups and Deprotonation by Sodium Hydroxide

**Question:**  
Which of the circled functional groups could sodium hydroxide deprotonate to an appreciable extent? Choose all that apply.

**Options:**
- a. A
- b. B
- c. C
- d. D
- e. none of the above

**Diagram Description:**

The diagram is a molecular structure with four functional groups circled and labeled as A, B, C, and D. Their descriptions are as follows:
- **A:** Terminal alkyne (represented by HC≡C)
- **B:** Thiol (represented by SH)
- **C:** Alcohol (represented by OH attached to CH group)
- **D:** Primary amine (represented by NH2 attached to a carbon atom)

**Answer Selection:**  
Select one or more from the given options based on which functional groups sodium hydroxide (NaOH) could deprotonate significantly.

---

**Understanding Deprotonation by Sodium Hydroxide:**

- **Terminal Alkyne (A):** Terminal alkynes can be deprotonated by strong bases like sodium hydroxide due to the relatively acidic hydrogen atom attached to the triple-bond carbon.
- **Thiol (B):** Thiols can generally be deprotonated by sodium hydroxide due to the acidic nature of the hydrogen in the SH group.
- **Alcohol (C):** Alcohols typically do not undergo deprotonation by sodium hydroxide to a significant extent because the hydroxyl group is not sufficiently acidic.
- **Primary Amine (D):** Primary amines are generally not deprotonated by sodium hydroxide due to the basic nature of the amine.

**Chosen Answers:**
Considering the deprotonation capability of sodium hydroxide, the correct options are most likely:
- **a. A** (Terminal alkyne)
- **b. B** (Thiol)

Make sure to review the acid-base properties of functional groups when predicting deprotonation by bases like sodium hydroxide.
Transcribed Image Text:### Functional Groups and Deprotonation by Sodium Hydroxide **Question:** Which of the circled functional groups could sodium hydroxide deprotonate to an appreciable extent? Choose all that apply. **Options:** - a. A - b. B - c. C - d. D - e. none of the above **Diagram Description:** The diagram is a molecular structure with four functional groups circled and labeled as A, B, C, and D. Their descriptions are as follows: - **A:** Terminal alkyne (represented by HC≡C) - **B:** Thiol (represented by SH) - **C:** Alcohol (represented by OH attached to CH group) - **D:** Primary amine (represented by NH2 attached to a carbon atom) **Answer Selection:** Select one or more from the given options based on which functional groups sodium hydroxide (NaOH) could deprotonate significantly. --- **Understanding Deprotonation by Sodium Hydroxide:** - **Terminal Alkyne (A):** Terminal alkynes can be deprotonated by strong bases like sodium hydroxide due to the relatively acidic hydrogen atom attached to the triple-bond carbon. - **Thiol (B):** Thiols can generally be deprotonated by sodium hydroxide due to the acidic nature of the hydrogen in the SH group. - **Alcohol (C):** Alcohols typically do not undergo deprotonation by sodium hydroxide to a significant extent because the hydroxyl group is not sufficiently acidic. - **Primary Amine (D):** Primary amines are generally not deprotonated by sodium hydroxide due to the basic nature of the amine. **Chosen Answers:** Considering the deprotonation capability of sodium hydroxide, the correct options are most likely: - **a. A** (Terminal alkyne) - **b. B** (Thiol) Make sure to review the acid-base properties of functional groups when predicting deprotonation by bases like sodium hydroxide.
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