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The decresing nuclephilic order of the f...

The decresing nuclephilic order of the following is:
i. `F_(3)CSO_(3)^(o-)`, ii. `Cl_(3)C-COO^(o-)`
iii. `PhSO_(3)^(o-)`, iv. `MeSO_(3)^(o-)`

A

`(i) gt (ii) gt (iii) gt (iv)`

B

`(iv) gt (iii) gt (ii) gt (i)`

C

`(ii) gt (iv) gt (iii) gt (i)`

D

`(iv) gt (ii) gt (i) gt (iii)`

Text Solution

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The correct Answer is:
To determine the decreasing nucleophilic order of the given species, we can analyze their basicity, as the nucleophilic strength is directly related to the stability of their conjugate acids. Here’s a step-by-step breakdown of the solution: ### Step 1: Identify the Nucleophilic Centers All four species have a negatively charged oxygen atom, which is the nucleophilic center. The species are: 1. `F_(3)CSO_(3)^(o-)` 2. `Cl_(3)C-COO^(o-)` 3. `PhSO_(3)^(o-)` 4. `MeSO_(3)^(o-)` ### Step 2: Write the Conjugate Acids To compare their basicity, we need to find the conjugate acids of each species by adding a proton (H⁺): 1. Conjugate acid of `F_(3)CSO_(3)^(o-)` is `CF3SO3H` 2. Conjugate acid of `Cl_(3)C-COO^(o-)` is `Cl3C-COOH` 3. Conjugate acid of `PhSO_(3)^(o-)` is `PhSO3H` 4. Conjugate acid of `MeSO_(3)^(o-)` is `MeSO3H` ### Step 3: Determine the Acidity of the Conjugate Acids Using the rules of acidity: - Sulfonic acids are more acidic than carboxylic acids. - Electron-withdrawing groups increase acidity, while electron-donating groups decrease acidity. From the above: - `CF3SO3H` is the strongest acid due to the strong electron-withdrawing effect of the trifluoromethyl group (CF3). - `PhSO3H` is next, as the phenyl group has a moderate electron-withdrawing effect. - `MeSO3H` is less acidic due to the electron-donating effect of the methyl group. - `Cl3C-COOH` is the weakest acid since it is a carboxylic acid and has no strong electron-withdrawing groups compared to the sulfonic acids. ### Step 4: Establish the Basicity Order The basicity order is the opposite of the acidity order: 1. `Cl_(3)C-COO^(o-)` (strongest base, weakest acid) 2. `MeSO_(3)^(o-)` 3. `PhSO_(3)^(o-)` 4. `F_(3)CSO_(3)^(o-)` (weakest base, strongest acid) ### Step 5: Conclude the Nucleophilic Order Since the nucleophilic strength follows the same order as basicity when the nucleophilic center is the same, we can conclude: - The decreasing nucleophilic order is: 1. `Cl_(3)C-COO^(o-)` 2. `MeSO_(3)^(o-)` 3. `PhSO_(3)^(o-)` 4. `F_(3)CSO_(3)^(o-)` ### Final Answer The decreasing nucleophilic order is: `Cl_(3)C-COO^(o-) > MeSO_(3)^(o-) > PhSO_(3)^(o-) > F_(3)CSO_(3)^(o-)`

To determine the decreasing nucleophilic order of the given species, we can analyze their basicity, as the nucleophilic strength is directly related to the stability of their conjugate acids. Here’s a step-by-step breakdown of the solution: ### Step 1: Identify the Nucleophilic Centers All four species have a negatively charged oxygen atom, which is the nucleophilic center. The species are: 1. `F_(3)CSO_(3)^(o-)` 2. `Cl_(3)C-COO^(o-)` 3. `PhSO_(3)^(o-)` 4. `MeSO_(3)^(o-)` ...
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The decreasing leaving group order of the following is: i. F_(3)CSO_(3)^(o-) , ii. Cl_(3)C-COO^(o-) iii. PhSO_(3)^(o-) , iv. MeSO_(3)^(o-)

The decarising basic order of the following is: i. F_(3)CSO_(3)^(o-) , ii. Cl_(3)C-COO^(o-) iii. PhSO_(3)^(o-) , iv. MeSO_(3)^(o-)

The decreasing nucleophilic order of the following compounds is: i. PhSO_(3)^(o-) , ii. C_(2)H_(5)SO_(3)^(o-) , iii. C_(2)H_(5)COO^(o-) , iv. overset(o-)(C)N , v. overset(o-)(O)H

The decreasing nucleophillic order fo the following compounds is: i. F^(o-) , ii. Cl^(o-) , iii. Br^(o-) , Iv. I^(o-)

The decreasing basic order of the following is: i. PhSO_(3)^(o-) , ii. C_(2)H_(5)SO_(3)^(o-) , iii. C_(2)H_(5)COO^(o-) , iv. overset(o-)(C)N , v. overset(o-)(O)H

The decreasing basic order of the following is: i. F^(o-) , ii. Cl^(o-) , iii. Br^(o-) , Iv. I^(o-)

The decreasing leaving group order of the following is: i. F^(o-) , ii. Cl^(o-) , iii. Br^(o-) , Iv. I^(o-)

The decreasing fugacity order of the following compounds is: i. PhSO_(3)^(o-) , ii. C_(2)H_(5)SO_(3)^(o-) , iii. C_(2)H_(5)COO^(o-) , iv. overset(o-)(C)N , v. overset(o-)(O)H

The decreasing nucelophilic order of the following compounds is: i. overset(o-)(C)H_(3) , ii. overset(o-)(O)H , iii. CH_(3)COO^(o-) , iv. H_(2)O

The decreasing basic order of the following is: i. overset(o-)(C)H_(3) , ii. overset(o-)(O)H , iii. CH_(3)COO^(o-) , iv. H_(2)O

CENGAGE CHEMISTRY ENGLISH-AROMATIC COMPOUNDS AND ALKYL AND ARYL HALIDES -Exercises Single Correct
  1. The deecreasing leaving group order of the following compounds is: ...

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  2. The decarising basic order of the following is: i. F(3)CSO(3)^(o-), ...

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  3. The decresing nuclephilic order of the following is: i. F(3)CSO(3)^(...

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  4. The decreasing leaving group order of the following is: i. F(3)CSO(3...

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  5. The decreasing basic order of the following compounds is: i. H(2)O, ...

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  6. The decasing nucleophilic order of the following compounds is: i. H(...

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  7. The decreasing leaving group order (fugacity order) of the following c...

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  8. The decreasing basic order of the following is: i. overset(o-)(C)H(3...

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  9. The decreasing nucelophilic order of the following compounds is: i....

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  10. The decrasing fugacity order of the following compounds is: i. over...

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  11. The decreasing basic order of the following is: i. PhSO(3)^(o-), ii....

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  12. The decreasing nucleophilic order of the following compounds is: i. ...

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  13. The decreasing fugacity order of the following compounds is: i. PhSO...

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  14. The decreaing basic order of the following is: i. overset(o-)(C)N, i...

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  15. The decreasing nucelophilc order of the following compounds is: i. o...

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  16. The decreasing fugacity order of the following is: i. overset(o-)(C)...

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  17. The decrasing basic order of the following is: i. Me(2)N - NMe(2), i...

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  18. Decreasing nucelophilic order of the following is: i. Me(2)N - Nme(2...

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  19. The decresing fugacity order of the following is: i. Me(2)N - Nme(2)...

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  20. underset("Specific rotation" = +50^(@))(Ph-CH(OH)CH(3)) overset(SOCl(2...

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