Shown below are five compounds which could act as acids. Put them in order from most acidic to least. FF он (5) CI (1) OH (2) Br OH (3) OH (4) OH

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### Chemical Acidity and Reaction Assessment

**Acidity Ordering:**

Shown below are five compounds which could act as acids. Put them in order from most acidic to least:

1. **Compound 1:** Cl-CH2-CH2-OH
2. **Compound 2:** Br-CH2-CH2-CH2-OH
3. **Compound 3:** CH3-CH2-CH2-CH2-CH2-OH
4. **Compound 4:** CH3-CH2-CH2-CH2-OH
5. **Compound 5:** F-CH2-C(CH3)2-OH

**Reaction Feasibility:**

Indicate whether the reactions below will proceed exactly as written (✓) or not (✗):

1. **Reaction 1:**
   - **Reactants:** Acyclic ketone (aromatic ring with C=O) + LiAlH4
   - **Product:** Alcohol (aromatic ring with OH group)
   - **Feasibility:** [ ] 

2. **Reaction 2:**
   - **Reactants:** Ketone with two carbonyl groups + H2O
   - **Product:** Diol (two OH groups)
   - **Feasibility:** [ ]

3. **Reaction 3:**
   - **Reactants:** Alcohol + PCC (Pyridinium chlorochromate)
   - **Product:** Aldehyde
   - **Feasibility:** [ ]

4. **Reaction 4:**
   - **Reactants:** Alcohol + 2 CH3OH + OH^-
   - **Product:** Acetal (H3CO-OCH3)
   - **Feasibility:** [ ]

5. **Reaction 5:**
   - **Reactants:** Ketone + NaCl
   - **Product:** Chlorinated compound
   - **Feasibility:** [ ]

6. **Reaction 6:**
   - **Reactants:** Brominated aromatic compound + KCN, then LiAlH4
   - **Product:** Amine (aromatic ring with NH2)
   - **Feasibility:** [ ]

(Note to educator: Please ensure students analyze and confirm the reaction conditions, reagents, and expected mechanisms to determine the correctness of the proposed reactions.)
Transcribed Image Text:### Chemical Acidity and Reaction Assessment **Acidity Ordering:** Shown below are five compounds which could act as acids. Put them in order from most acidic to least: 1. **Compound 1:** Cl-CH2-CH2-OH 2. **Compound 2:** Br-CH2-CH2-CH2-OH 3. **Compound 3:** CH3-CH2-CH2-CH2-CH2-OH 4. **Compound 4:** CH3-CH2-CH2-CH2-OH 5. **Compound 5:** F-CH2-C(CH3)2-OH **Reaction Feasibility:** Indicate whether the reactions below will proceed exactly as written (✓) or not (✗): 1. **Reaction 1:** - **Reactants:** Acyclic ketone (aromatic ring with C=O) + LiAlH4 - **Product:** Alcohol (aromatic ring with OH group) - **Feasibility:** [ ] 2. **Reaction 2:** - **Reactants:** Ketone with two carbonyl groups + H2O - **Product:** Diol (two OH groups) - **Feasibility:** [ ] 3. **Reaction 3:** - **Reactants:** Alcohol + PCC (Pyridinium chlorochromate) - **Product:** Aldehyde - **Feasibility:** [ ] 4. **Reaction 4:** - **Reactants:** Alcohol + 2 CH3OH + OH^- - **Product:** Acetal (H3CO-OCH3) - **Feasibility:** [ ] 5. **Reaction 5:** - **Reactants:** Ketone + NaCl - **Product:** Chlorinated compound - **Feasibility:** [ ] 6. **Reaction 6:** - **Reactants:** Brominated aromatic compound + KCN, then LiAlH4 - **Product:** Amine (aromatic ring with NH2) - **Feasibility:** [ ] (Note to educator: Please ensure students analyze and confirm the reaction conditions, reagents, and expected mechanisms to determine the correctness of the proposed reactions.)
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