Problem: The compound with the following Lewis structure is acetylsalicylic acid, better known as aspirin: .What are the approximate values of the bond angles labeled 1, 2, and 3?

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We’re being asked to determine the approximate values of the bond angles labeled 1, 2, and 3


Recall that electron regions can predict the geometry as well as the bond angles


Electron Regions          Electronic Geometry          Bond Angles

2                                      linear                                    180˚

3                                      trigonal planar                      120˚

4                                      tetrahedral                            109.5˚

5                                      trigonal bipyramidal              90˚, 120˚, and 180˚

6                                      octahedral                            90˚ and 180˚


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Problem Details

The compound with the following Lewis structure is acetylsalicylic acid, better known as aspirin: The structure of aspirin is a benzene ring, which is a 6-carbon ring with alternating double bonds. The top and bottom points, and upper and lower left corners are all single bonded to H. The upper right corner is single bonded to C, which is double bonded above to O (two pairs of dots) and single bonded right to O (two pairs of dots), which is single bonded right to H. The lower right corner is single bonded to O, which has two pairs of dots and is single bonded right to C. That C is double bonded below to O (two pairs of dots) and single bonded right to C, which is single bonded above, right, and below to H. Bond angle 1 is between the CH bond in the upper left corner and the CC bond that is the left side of the benzene ring. Bond angle 2 is in the group attached to the upper right corner, between the CO double bond and the CO bond. Bond angle 3 is in the group attached to the lower right corner, between the CO and OC bonds..

What are the approximate values of the bond angles labeled 1, 2, and 3?

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