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Which of the following pairs of Lewis st...

Which of the following pairs of Lewis structure represent resonance contributor to the species?

A

`underset(and)(H-underset(H)underset(|)(C )=overset(ddot)(N)-N " " H-overset(ddot)(C )=underset(H)underset(|)overset(+)(N)-H)`

B

`underset(and)(H-underset(H)underset(|)(C )=overset(ddot)(N)-H " " H-underset(H)underset(|)overset(+)(C )-underset(ddot)overset(-)(N)-H)`

C

`underset(and)(H-underset(H)underset(|)overset(H)overset(|)(C )=overset( :O: )overset(||)(C )-H " "H-overset(H)overset(|)(C )=overset( :O:-H )overset(|)(C )-H`

D

`underset(and)(H_3C-CH_2-underset(ddot)overset(ddot)(O)-H " "H_3C-underset(ddot)overset(ddot)(O)CH_3`

Text Solution

AI Generated Solution

The correct Answer is:
To determine which pairs of Lewis structures represent resonance contributors to a species, we need to follow these steps: ### Step-by-Step Solution: 1. **Understand Resonance**: - Resonance structures are different ways of drawing the same molecule that only differ in the arrangement of electrons, not in the arrangement of atoms. - The key point is that no atoms move; only the electrons (typically pi electrons or lone pairs) are delocalized. 2. **Analyze Each Option**: - We will evaluate each pair of Lewis structures provided in the options to see if they can be considered resonance contributors. 3. **Option A**: - Structures: HCH double bond NN and HC double bond NHH. - Analysis: The number of atoms differs between the two structures (one has two nitrogens, the other has one nitrogen and a hydrogen). Therefore, these cannot be resonance structures. 4. **Option B**: - Structures: A structure with a nitrogen atom bonded to carbon and a lone pair on nitrogen, and another structure where nitrogen has a negative charge and carbon has a positive charge. - Analysis: The electrons can be delocalized between the nitrogen and carbon. This is a valid resonance structure since the atoms remain in the same position, and only the electrons are rearranged. 5. **Option C**: - Structures: A carbon atom forming five bonds and another structure with a lone pair on oxygen. - Analysis: The first structure is invalid as carbon cannot form five bonds. Thus, these cannot be resonance structures. 6. **Option D**: - Structures: CH3CH2OH and CH3OCH3. - Analysis: The entire CH3 group is moving from one structure to another, which violates the resonance rule (no atoms can move). Therefore, these are not resonance structures. 7. **Conclusion**: - After analyzing all options, only **Option B** contains valid resonance structures. ### Final Answer: The correct answer is **Option B**.
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