CHEM 241 Study Guide - Final Guide: Propene, Sodium Hydroxide, Nucleophile

• School: Drexel University
• Department: Chemistry
• Course: CHEM 241
• Professor: Rutkowsky Susan

Document Summary

Solutions to chapter six problems: alkyl halides b. Draw the following alkyl halides: (r) 3-chloro-2-methyl-2-phenylhexane. Naoh reacts as both as base and a nucleophile. Predict and name the products from the reaction of 1-chloropropane and naoh. The important feature of these last two reactions is that two consecutive sn2 reactions gives a product with the same configuration as the starting material. Show the product produced when trans-3-methyl-1-bromocyclohexane is treated with nacn and predict the conformation. The sn2 displacement must occur from the less favored conformation where the large bromine is axial since a back-side attack is blocked in the more favored conformation. A sample of 2-bromo-3-chloro-1-cyclopentanol is treated with nacn. After 1h the reaction is stopped and the desired 2-cyano-3-chlorocyclopentanol is obtained but if the reaction is left for extended periods another product that contains cyanide and bromine is obtained. Predict the product and account for the outcome.