Which of the following is incorrect order ?

Options

A. `CH_(3)^(-) gt CH_(3)O^(-) gt HO^(-) gt H_(2)O` ( Nucleophilicity in protic solvent )
B. `Cl^(-) gt CH_(3) COO^(-) gt CH_(3) O^(-) gt NH_(2)^(-)` ( Leaving group ability )
C.
D. `CH_(3) - CH_(2) - F gt CH_(3) - CH_(2) - Cl gt CH_(3) - CH_(2) - Br gt CH_(3) - CH_(2) - I` ( Boiling point )

Answer

To determine which of the following orders is incorrect, we need to analyze the provided statements step by step.

### Step 1: Analyze Nucleophilicity
- **Nucleophilicity** refers to the tendency of a species to donate an electron pair to an electrophile.
- Generally, nucleophilicity increases with decreasing stability of the nucleophile. Less stable nucleophiles are more reactive.
- Comparing the nucleophiles:
1. **H2O**: Very stable, least nucleophilic.
2. **OH-**: More nucleophilic than H2O due to the negative charge.
3. **OCH3-**: The methyl group (CH3) has a +I effect, which destabilizes the negative charge, making it more nucleophilic than OH-.
4. **CH3-**: Least stable and most nucleophilic due to the lack of electronegativity in carbon.

**Correct Order**: CH3- > OCH3- > OH- > H2O

### Step 2: Analyze Leaving Groups
- The stability of a leaving group is crucial; more stable leaving groups are better at leaving.
- Comparing the leaving groups:
1. **Nitrogen with a negative charge**: Less stable due to lower electronegativity.
2. **Oxygen with a negative charge**: More stable due to higher electronegativity.
3. **O-**: Stabilized by resonance, making it a good leaving group.
4. **Cl-**: Has a vacant d-orbital, allowing it to stabilize the negative charge.

**Correct Order**: Cl- > O- > Nitrogen (less stable)

### Step 3: Analyze Alkene Stability
- Alkene stability is often determined by hyperconjugation, which depends on the number of alpha hydrogens.
- Comparing the alkenes:
1. **Alkene with 10 alpha hydrogens**: Most stable.
2. **Alkene with 7 alpha hydrogens**: Less stable than the first.
3. **Alkene with 4 alpha hydrogens**: Less stable than the second.
4. **Alkene with 1 alpha hydrogen**: Least stable.

**Correct Order**: 10 alpha H > 7 alpha H > 4 alpha H > 1 alpha H

### Step 4: Analyze Boiling Points
- Boiling point is directly proportional to molar mass.
- Comparing the halogens:
1. **Iodine**: Highest molar mass, highest boiling point.
2. **Bromine**: Lower than iodine but higher than chlorine.
3. **Chlorine**: Lower than bromine.
4. **Fluorine**: Lowest molar mass, lowest boiling point.

**Correct Order**: I > Br > Cl > F

### Conclusion
After analyzing all statements, the incorrect order is related to the boiling points of the halogens. The statement claiming a different order than I > Br > Cl > F is incorrect.

### Final Answer
The incorrect order is related to the boiling points of halogens, specifically option D.

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