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HNCO (isocyanic acid) has following reso...

HNCO (isocyanic acid) has following resonating structures :
`underset("I")(H-N=C=O)harrunderset("II")(H-overset(Theta)N-C-=O^(o+))harrunderset("III")(H-overset(o+)N-=C-O^(Theta))`

A

`IgtIIIgtII`

B

`IgtIIgtIII`

C

`IIgtIIIgtI`

D

`IIgtIgtIII`

Text Solution

AI Generated Solution

The correct Answer is:
To determine the stability of the resonating structures of isocyanic acid (HNCO), we will analyze the given structures based on several stability criteria. ### Step-by-Step Solution: 1. **Identify the Resonating Structures:** - Structure I: \( H-N=C=O \) - Structure II: \( H-\overset{\delta^-}{N}-C^{\delta+}=\overset{\delta^+}{O} \) - Structure III: \( H-\overset{\delta^+}{N}=\overset{\delta^-}{C}-O \) 2. **Evaluate the Charge Distribution:** - Structure I has no formal charges, making it a neutral structure. - Structure II has a negative charge on nitrogen and a positive charge on carbon. - Structure III has a negative charge on oxygen and a positive charge on nitrogen. 3. **Apply Stability Criteria:** - **Uncharged Species:** Structure I is the most stable because it is uncharged. - **Negative Charge on Electronegative Atom:** In Structure III, the negative charge is on oxygen (more electronegative than nitrogen), making it more stable than Structure II, where the negative charge is on nitrogen. - **Positive Charge on Electropositive Atom:** In Structure II, the positive charge is on carbon, which is less stable compared to Structure III where the positive charge is on nitrogen. 4. **Rank the Structures:** - Based on the analysis: - Structure I is the most stable (no charges). - Structure III is more stable than Structure II because it has the negative charge on the more electronegative atom (oxygen). - Therefore, the order of stability is: I > III > II. 5. **Final Conclusion:** - The correct order of stability of the resonating structures is: **I > III > II**.
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Correct order of stability of the following resonating structure is CH_(2)=underset((a))(CH)-overset(O)overset(||)C-Hharroverset(Theta)(C)H_(2)-underset((b))(CH)=overset(Theta)overset(O)overset(|)(C)-Hharroverset(Theta)overset(* *)(C)H_(2)-underset((c ))(CH)=overset(o+)overset(O)overset(|)(C)-H

In the following sets of resonating structure, lable the major and minor contributors towards resonance hybrid. (P)underset("(I)")(CH_(3)-overset(Theta)CH-C-=N)harrunderset("(II)")(CH_(3)CH=C=overset(..)N:^(Theta))" (Q)"underset("(I)")(CH_(3)-overset(Theta)CH-CH=CH-NO)harrunderset("(II)")(CH_(3)-CH=CH-CH=overset(o+)underset(O^(Theta))underset(|)N-O^(Theta)) (R)underset("(I)")(CH_(3)-CH_(2)-overset(o+)underset(""NH_(2))underset(|)(C)-NH_(2))harrunderset("(II)")(CH_(3)-CH_(2)-underset(""NH_(2))underset(|)(C)=overset(o+)NH_(2))" (S)"underset("(I)")(CH_(3)-overset(O)overset(||)C-overset(Theta)CH-overset(O)overset(||)C-CH_(3))harrunderset("(II)")(CH_(3)-overset(O^(Theta))overset(|)C=CH-overset(O)overset(||)C-CH_(3)

Knowledge Check

  • The correct stability order of the following resonance structures is : underset((I))(H_(2)C=overset(oplus)(N)=overset(ө)(N))" "underset((II))(H_(2)overset(oplus)(C)-N equiv overset(ө)(N))" "underset((III))(H_(2)overset(ө)(C)-overset(oplus)(N) equiv N)" "underset((IV))(H_(2)overset(ө)(C)-N=overset(oplus)(N))

    A
    `I gt II gt IV gt III`
    B
    `I gt III gt II gt IV`
    C
    `II gt I gt III gt IV`
    D
    `III gt I gt IV gt II`
  • Examine the following resonating structures of formic acid for their individual stability and then answer the question given below. underset("I ")(H-overset(O)overset(||)C-OH)harrH-underset(II)overset(O^(-))overset(|)C=overset(-)O-HharrH-underset(III)overset(O^(-))overset(|)(C^(+))-OHharrH-underset(IV)overset(O^(+))overset(|)(C^(-))-OH Which of the following arrangements gives the correct order of decreasing stability of the above-mentioned resonance contributors?

    A
    `II gt I gt III gt IV`
    B
    `I gt II gt III gt IV`
    C
    `IV gt III gt I gt II`
    D
    `IV gt III gt I gt II`
  • Examine the following resonating structures of formic acid and arrange them in decreasing order of stability : underset((I))(H-overset(overset(O)(||))(C)-underset(..)(ddot(O))H) harr underset((II))(H-overset(overset(""^(ө)O)(|))(C)=overset(oplus)(O)-H) harr underset((III))(H-underset(oplus)overset(overset(""^(ө)O)(|))(C)-OH) harr underset((IV))(H-underset(ө)overset(overset(O^(oplus))(|))(C)-OH)

    A
    `II gt I gt III gt IV`
    B
    `I gt II gt III gt IV`
    C
    `III gt II gt IV gt I`
    D
    `IV gt III gt I gt II`
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