Question

Question:

Draw the main organic products of the reaction. Indicate the stereochemistry, including H's, at each stereocenter. Omit byproducts such as salts or methanol. Draw the major organic product of the reaction. Show the stereochemistry, if applicable. Omit byproducts such as water or bromide ion.

Answer 1

SN2 reaction is second-order kinetics. It is a bimolecular and concerted reaction in which the bond-breaking and bond making occurs in a single step. Polar aprotic solvents are used in this reaction. Sy1reaction is a first order kinetics. It is a two step mechanism in which the bond breaking occurs before bond making. Here, the carbocations are formed as the reactive intermediates Tertiary alkyl halides are more favorable than secondary and primary Polar protic solvents are used in this reaction. El mechanism is less useful as a mixture of SN1 and E1 products will be formed. It is favored by weaker, neutral bases, such as water and ROH. This mechanism doesn't occur with the primary alkyl halides as they form highly unstable carbocations. E2 mechanism is favored by strong, negatively charged bases, especially OH- and OR-. The reaction occurs with primary, secondary and tertiary alkyl halides. So, the order of the reactivity would be tertiary > secondary > primary.

Treatment of (1S,2R)-1-bromo-2-methylcyclohexane with a strongbase, sodium ethoxide ion gives the following major substitution as well as elimination product. s gves the following ior subsnitutiodlobeane CH3ONa Br CHOH .IOCH3 Treatment of 3-bromo-2,2,3-trimethylpentane (tertiary alkyl halide) with a strong base gives the following major alkene as the product.