CHEM 140A Chapter Notes - Chapter 6: Nucleophilic Substitution, Bond-Dissociation Energy, Nucleophilic Addition
13 Nov 2016
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Chapter 6 - properties and reactions of haloalkanes page 215 - page. Physical properties of haloalkanes page 215 - page 218. Must consider size of halogen substituent and polarity of c halogen bond: the bond strength of c x decreases as the size of x increases. C x bond dissociation energies in ch3x decrease along series of f, cl, br, i. C x bond lengths increase along f, cl, br, i. Bond between c and halogen is overlapping sp3 hybrid orbital on c and p orbital on halogen. From f to i, halogen size increases and electron cloud is more diffused. Short bonds are stronger than longer bonds. Halogens more electronegative and electron rich than c. Electron density has partial negative charge on halogen and partial positive charge on. Haloalkanes have higher boiling points than the corresponding alkanes. Coulombic attraction between c x bonds, increasing size of x, greater london forces, creates higher boiling points.
