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2.49 The bond dipoles of the polar C-CI bonds of the isomer on the right cancel, so this isomer has no dipole moment. Cl Cl 2.50 The alcohol with three carbons has a higher water OH solubility than the alcohol with four carbons because it has a smaller nonpolar part. OH 2.51 The cyclic compound, benzene, has a higher melting point because it packs better into a crystal lattice than does hexane. 2.52 The straight-chain isomer (left structure) gives 3 C₅H₁₁ CI products; the middle isomer gives 4 products; and the isomer on the right gives only one product. 2.53 OH NH₂ a) b) c) d) NHCH₃ DU = 4 DU = 3 DU = 4 DU = 7 After completing this chapter, you should be able to: Quickly recognize the common ways in which atoms are bonded in organic compounds. You should also recognize unusual bonding situations and be able to estimate the stability of molecules with such bonds. (Problem 2.1) Know the trends in bond strengths and bond lengths for the common bonds. (Problems 2.37 and 2.38) Recognize when compounds are structural isomers and be able to draw structural isomers for any formula. (Problems 2.2, 2.3, 2.4, 2.8, 2.21, 2.22, 2.23, 2.24, 2.39, 2.40, 2.47, and 2.48) 26

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