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Unformatted text preview: 2 -6 Carbon-2 is sp hybridized. If the p orbitals making the pi bond between C-l and C-2 are in the plane of the paper (putting the hydrogens in front of and behind the paper), then the other p orbital on C-2 must be perpendicular to the plane of the paper, making the pi bond between C-2 and C-3 perpendicular to the paper. This necessarily places the hydrogens on C-3 in the plane of the paper. (Models will surely help.)
m odel of p erpendicular n b onds H H " '" 1 2 3/ '' C == C == C "' H t H sp 2-7 For clarity, electrons in sigma bonds are not shown. (a) carbon and oxygen are both sp2 hybridized empty orbital (b) oxygen and both carbons are sp2 hybridized H 1 200 H H -· C 1 2�\H
\\ O C == . . .1 ..
..I--l� .. .. - .. One pair of electrons on oxygen is always in an sp2 orbital. The other pair of electrons is shown in a p orbital in the first resonance form, and in a pi bond in the second resonance form. H-C \C - O: .. .. I I \H 27 ...
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