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question 4 of 16 > methyl isocyanate, shown as resonance structure 1, can also be represented by other resonance structures. draw the next most important resonance contributor. then add curved arrows to each structure to show delocalization of electron pairs to form the other structure. h₃c n=c=o ⇌ resonance structure 2 resonance structure 1 include lone pairs of electrons, formal charges, and hydrogen atoms. you can add condensed hydrogens using the more menu, selecting +h and clicking on the carbon as many times as needed. draw curved arrows on resonance structure 1. select draw templates more erase draw resonance structure 2 and curved arrows. select draw templates more erase
Step1: Identify electron - rich atoms
The oxygen atom has two lone pairs and the nitrogen atom has one lone pair in resonance structure 1.
Step2: Move electrons to form new resonance structure
The lone - pair on oxygen can be moved to form a double bond with carbon, and the π - bond between carbon and nitrogen can be moved to nitrogen as a lone - pair.
Step3: Calculate formal charges
In the new structure, oxygen has a positive formal charge (+1) and nitrogen has a negative formal charge (-1).
The resonance structure 2 is $H_3C - N^-=C=O^+$.
For resonance structure 1: The curved arrow starts from one of the lone - pairs on oxygen and moves towards the carbon - oxygen bond to form a double bond, and another curved arrow starts from the carbon - nitrogen double bond and moves towards the nitrogen atom.
For resonance structure 2: The reverse of the above - described curved arrows should be drawn to go back to resonance structure 1.
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Resonance structure 2: $H_3C - N^-=C=O^+$; For resonance structure 1, curved arrow from oxygen lone - pair to C - O to form double bond and from C - N double bond to N. For resonance structure 2, reverse curved arrows.