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AP Chemistry
2.7 VSEPR and Hybridization
2.5 Lewis Diagrams
AdvancedMCQDrawing RepresentationsMathematicalConceptual23.7k
A complete 2D Lewis electron-dot structure of methyl 2-cyanoacrylate. At the far left, carbon atom C1 is bonded to two hydrogen atoms via two single bonds (one angled up-left, one angled down-left). C1 is connected by a horizontal double bond to carbon atom C2. Carbon atom C2 is bonded upward via a single vertical bond to carbon atom C3; carbon atom C3 is triple-bonded upward to a nitrogen atom N, which has one lone pair of electrons directly above it. Carbon atom C2 is also bonded to the right via a single horizontal bond to carbon atom C4. Carbon atom C4 is double-bonded upward to an oxygen atom that has two lone pairs of electrons (one top, one right). Carbon atom C4 is single-bonded to the right to an oxygen atom that has two lone pairs of electrons (one top, one bottom). This second oxygen atom is single-bonded to the right to carbon atom C5. Carbon atom C5 is single-bonded to three hydrogen atoms (one top, one right, one bottom). No other atoms, bonds, lone pairs, or formal charges appear.
Complete Lewis electron-dot diagram of a methyl 2-cyanoacrylate molecule.
Methyl 2-cyanoacrylate is the active monomer in fast-acting adhesives (super glues). The complete Lewis electron-dot diagram for a molecule of methyl 2-cyanoacrylate is shown below.

Based on the diagram, what are the total number of \(\sigma\) bonds and \(\pi\) bonds in one molecule of methyl 2-cyanoacrylate?

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