Alkyl Halide Vinyl Halide Aryl Halide

Likewise phenyl cations are unstable thus making s n 1 reactions impossible.

Alkyl halide vinyl halide aryl halide.

Rapid s n 2 substitution for 1º and 2º halides. For 3º halides a very slow s n 2 substitution or if the nucleophile is moderately basic e2 elimination. The carbon chlorine bond in chlorobenzene is stronger than you might expect. Steric hindrance caused by the benzene ring of the aryl halide prevents s n 2 reactions.

Fs show all steps. Chapter 6 problem 1p 7 43 1 0. 100 44 ratings for this solution. In high dielectric ionizing solvents such as water dimethyl sulfoxide acetonitrile s n 1 and e1 products may be observed.

Step 1 of 5. Walkthrough video for this problem. The extra strength of the carbon halogen bond in aryl halides. Classify each compound as an alkyl halide a vinyl halide or an aryl halide.

However alkyl halides may sometimes be confused with aryl halides. The carbon halogen bond is shortened in aryl halides for two. For example if the halogen atom is attached to a carbon atom which is attached to a benzene ring cl ch 2 c 6 h 5 one would think it is an aryl halide but it is an alkyl halide because the halogen atom is attached to the carbon that is sp 3 hybridized. Halogens are more electronegative than carbon.

Rapid s n 2 substitution for 1º halides note there are no β. There is an interaction between one of the lone pairs on the chlorine atom and the delocalized ring electrons and this strengthens the bond.