Question

54 1-34 CHAPTER 1 Structure and Bonding Predict the hybridization and geometry of the carbon and nitrogen atoms in the following molecules and ions. (Hint: Resonance.) Product (a) CH, C-CH (b) HN-CH-CH-CH, (e) (c) CH, --CN 1-55 1-56 Draw orbital pictures of the pi bonding is the following compounds CH,COCH, b) HCN (d) CHCOCHO (e) CH,CHC =CHCH, (a) Draw the structure of cis-CH-CH=CH-CH.CH. S c hede (b) Circle the six coplanar atoms in this compound e) Draw the trans isomer and det e still six? (d) Circle the coplanar atoms in the following structure: CH, (c) CH=CH-CHCHCN ( CH-CH=N-CH=C=0 geometry. 1-57 1-58 In pent-2-yne (CH,COCH,CH), there are four stoms in a straight line. Use dashed lines and wedges to draw a three-dimensional representation of this molecule, and circle the four atoms that are in a straight line. Which of the following compounds show.cis-trans Isomerism? Draw the cis and trans isomers of the ones that do (a) CHCH=CHCH, | (b) CH-CH-CH, | | CIL CICILA (d) cyclopentene, le) CH-GH-C-CH-CH, in CH3 -CHN-CH, CH,CH.CH Give the relationships between the following pairs of structures. The possible relationships are as follows: same compound, cis-trans isomers, constitutional structural) isomers, and not isomers (different molecular formula) CH CH CH.CH, and (CH),CH (b) CH-CH-CH.Cl and CHCI-CH-CH, CH, CH, CH, (d) CH, CH, CH, and C-CH 1.59 - and Сн, CH, | CH-CH, CH.CH and CH.CH, CH-CH, CH, and 1-60 Dimethyl sulfoxide (DMSO) has been used as an anti-inflammatory rub for race horses. DMSO and acetone appear to have similar structures, but the C O carbon atom in acetone is planar, while the S-O sulfur stom in DMSO is pyramidal Draw Lewis structures for DMSO and acetone, predict the hybridizations, and explain these observations CH-S-CH, DMSO CH-C-CH, acetone

Answer 1

SOLN 1.54

(3 sigma bond0 lone pair hence sp2) sp2 (note: pi bonds are not taken in hybridization) acetone (3 sigma bond 0lone pair hence sp2) sp2 (Lone pair is participated in resonance hence not participate in hybridization) H2N- sp2 sp2 sp2 sp2 3 sigma bond 0 lone pair hence sp2) of carbon N ( bond pair+1 lone pair hence sp) sp2 sp sp2 3 sigma bond 0 lone pair hence sp2) of carbon N: (2 bond pair +1 lone pair hence sp2) Here lone pair does not participate in resonance hence present in hybri sp2 orbital sp2 sp2 N

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