Home
Class 12
CHEMISTRY
Stability order among these tautomer is ...

Stability order among these tautomer is :
`CH_(2)=overset(OH)overset(|)underset((I))C-CH_(2)-CH_(3)hArrCH_(3)-overset(O)overset(||)underset((II))(C)-CH_(2)-CH_(3)hArrCH_(3)-overset(OH)overset(|)(C)=underset((III))(CH)-CH_(3)`

A

`IgtIIgtIII`

B

`IIIgtIIgtI`

C

`IIgtIgtIII`

D

`IIgtIIIgtI`

Text Solution

AI Generated Solution

The correct Answer is:
To determine the stability order among the given tautomers, we will analyze the structures and their respective stability based on the presence of alpha hydrogens and the keto-enol tautomerism concept. ### Step-by-Step Solution: 1. **Identify the Structures**: - **Structure I**: CH₂=CHO-CH₂-CH₃ - **Structure II**: CH₃-C(=O)-CH₂-CH₃ - **Structure III**: CH₃-CH=CH-CHO 2. **Analyze Structure II (Keto Form)**: - Structure II is a keto form (C=O), which is generally more stable than the enol form due to the presence of a strong carbonyl bond. - This structure has no alpha hydrogens, making it very stable. 3. **Analyze Structure I (Enol Form)**: - Structure I is an enol form (C=C-OH). - It has 2 alpha hydrogens (from the CH₂ groups adjacent to the carbonyl). - Enols are typically less stable than their keto counterparts, but the presence of alpha hydrogens can enhance stability. 4. **Analyze Structure III (Enol Form)**: - Structure III is also an enol form (C=C-CHO). - It has only 1 alpha hydrogen (from the CH group adjacent to the carbonyl). - Fewer alpha hydrogens generally lead to lower stability compared to structures with more alpha hydrogens. 5. **Comparing Structures**: - Between Structure I and Structure III, Structure I is more stable because it has more alpha hydrogens (2 vs. 1). - Structure II is the most stable due to being a keto form. - Therefore, the stability order is: - **Most Stable**: Structure II - **Second Stable**: Structure I - **Least Stable**: Structure III 6. **Final Stability Order**: - The final stability order among the tautomers is: - II > I > III
Promotional Banner

Topper's Solved these Questions

  • CHEMISTRY AT A GLANCE

    ALLEN|Exercise INORGANIC CHEMISTRY|300 Videos
  • Chemical Equilibrium

    ALLEN|Exercise All Questions|30 Videos
  • ELECTROCHEMISTRY

    ALLEN|Exercise EXERCISE -05 [B]|38 Videos

Similar Questions

Explore conceptually related problems

The order of stability of the following tautomeric compounds is (i). CH_(2)=overset(OH)overset(|)(CH)-CH_(2)-overset(O)overset(||)(C)-CH_(3)hArr (ii). CH_(3)-overset(O)overset(||)(C)-CH_(2)-overset(O)overset(||)(C)-CH_(3)hArr (iii). CH_(3)-overset(OH)overset(|)(C)=CH-overset(O)overset(||)(C)-CH_(3)

The order of stability of the following tautomeric compounds is (i). CH_(2)=overset(OH)overset(|)(CH)-CH_(2)-overset(O)overset(||)(C)-CH_(3)hArr (ii). CH_(3)-overset(O)overset(||)(C)-CH_(2)-overset(O)overset(||)(C)-CH_(3)hArr (iii). CH_(3)-overset(OH)overset(|)(C)=CH-overset(O)overset(||)(C)-CH_(3)

Write the IUPAC names of the following compounds (i) CH_(3)-CH_(2)-overset(O)overset(||)(C)-CH_(2)-overset(O)overset(||)(C)-CH_(3) (ii) CH_(3)-overset(O)overset(||)(C)-CH_(2)-CH_(2)-CH_(2)-CH_(2)-COOH (iii) CH_(3)-underset(C_(2)H_(5))underset(|)(CH)-underset(C_(2)H_(5))underset(|)(CH)-CH_(3)

The correct order of reactivity of PhMgBr with underset((I))(Ph-underset(C)overset(O)overset(||)(C)-Ph)" " underset((II))(CH_(3)-overset(O)overset(||)(C)-H)" " underset((III))(CH_(3)-overset(O)overset(||)(C)-CH_(3)) is

The correct order of reactivity of PhMgBr with underset((I))(Ph-underset(C)overset(O)overset(||)(C)-Ph)" " underset((II))(CH_(3)-overset(O)overset(||)(C)-H)" " underset((III))(CH_(3)-overset(O)overset(||)(C)-CH_(3)) is

CH_(3)-underset(CH_(3))underset(|)overset(CH_(3))overset(|)C-CH=CH-CH_(3)overset(H-Cl)(to) ?