Why Does ClNO2 Have Only One Double Bond in Its Lewis Structure?

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SUMMARY

The Lewis structure of ClNO2 features only one double bond between nitrogen (N) and one of the oxygen (O) atoms, contrary to initial assumptions of two double bonds. This configuration is correct as it balances formal charges more effectively. The formal charge calculations reveal that with one double bond, the oxygens maintain a formal charge of zero, while nitrogen also achieves a formal charge of zero. The structure is best represented as a resonance hybrid, illustrating the unique characteristics of nitro groups.

PREREQUISITES
  • Understanding of Lewis structures and formal charge calculations
  • Familiarity with resonance structures in chemistry
  • Knowledge of nitro compounds and their properties
  • Basic grasp of molecular geometry and bonding theories
NEXT STEPS
  • Study the concept of resonance in organic chemistry
  • Learn about the properties and reactivity of nitro compounds
  • Explore formal charge calculations in various molecular structures
  • Investigate the implications of Lewis structures on molecular geometry
USEFUL FOR

Chemistry students, educators, and anyone interested in understanding molecular structures and bonding in nitro compounds.

JustinLiang
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Homework Statement


Draw the lewis structure for ClNO2

The Attempt at a Solution


When I first drew this I had two double bonds in between the N and the Os. However, the answer suggests only one is a double bond in the structure. Why is this correct? Aren't we suppose to balance the formula charges? When I have 2 double bonds the formal charge for the oxygens are zero (6-4(lone pair electrons)-2(bonds pairs)) and the nitrogen (5-0(lone pair electrons)-5(bond pairs)) is zero as well.
 
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Nitro groups have weird Lewis structures. The best representation is as a resonance between two different structures (pic below), or as a combined structure as seen in this wiki page:
https://en.m.wikipedia.org/wiki/Nitro_compound
9E42F70E-9B05-4523-8DE5-F74A4C66EC59.png
 

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