A simple procedure for writing Lewis structures is given in a previous
article entitled “Lewis
Structures and the Octet Rule”. Relevant worked examples were given in the following
articles: Examples #1,
#2,
#3
, #4,
#5,
#6,
#7,
#8, #9, #10, #11, #12,
#13, #14, #15, #16, #17, #18, #19, #20, #21, #22, #23, #24, #25 and #26.
Let us consider the case of nitromethane CH3NO2
Nitromethane is the simplest organic nitro compound. It is used as a polar solvent in a variety of industrial applications such as extractions, as a reaction medium and as a cleaning solvent. Nitromethane is an efficient nitrogen donor which makes it a highly functional molecule for organic synthesis for the development and manufacture of products such as pharmaceuticals and agricultural chemicals. Nitromethane is used also as a racing fuel.
Step 1: Connect the atoms with single bonds.
Fig. 1: Connect the atoms of nitromethane with single bonds |
Step 2: Calculate the # of electrons in π bonds (multiple bonds) using formula (1):
Where n in this
case is 4 since CH3NO2 consists of seven atoms but three of them are H atoms.
Where V = (1 + 1
+1 + 4 + 5 + 6 + 6 ) = 24
Therefore, P = 6n
+ 2 – V = 6 *4 + 2 – 24 = 2 Therefore, there is one double bond. The
structure in Step 1 has one double bond.
Step 3 & 4: The Lewis
structure for CH3NO2 is as follows:
Fig. 2: Two plausible resonance structures for nitromethane |
Therefore, two Lewis electron dot resonance structures were derived for nitromethane using the above method.
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