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8. Give the product (or products) that you would expect to be formed in each of the following reactions. In each case give the mechanism (SN1, SN2, E1, or E2) by which the major product is formed and predict any other minor products and their mechanisms. (See 5.a. solution as an example) (a) Br --CH3O- / CH3OH, 50 °C--> (d) Br --HO- / CH3OH, 50 °C--> (b) Br --t-BuO- / t-BuOH, 50 °C--> (e) Br --CH3OH, 25 °C--> (c) H / Br --HS- / CH3OH, 50 °C--> i.e. (a) The substrate is a 1° halide. The base/nucleophile is CH3O-, a strong base (but not a hindered one) and a good nucleophile. According to Table 6.6, we should expect an SN2 reaction mainly, and the major product should be OCH3. A minor product might be by an E2 pathway.

          8. Give the product (or products) that you would expect to be formed in each of the following reactions. In each case give the mechanism (SN1, SN2, E1, or E2) by which the major product is formed and predict any other minor products and their mechanisms. (See 5.a. solution as an example)

(a) Br --CH3O- / CH3OH, 50 °C-->
(d) Br --HO- / CH3OH, 50 °C-->
(b) Br --t-BuO- / t-BuOH, 50 °C-->
(e) Br --CH3OH, 25 °C-->
(c) H / Br --HS- / CH3OH, 50 °C-->

i.e.
(a) The substrate is a 1° halide. The base/nucleophile is CH3O-, a strong base (but not a hindered one) and a good nucleophile. According to Table 6.6, we should expect an SN2 reaction mainly, and the major product should be OCH3. A minor product might be by an E2 pathway.

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8. Give the product (or products) that you would expect to be formed in each of the following reactions. In each case give the mechanism (SN1, SN2, E1, or E2) by which the major product is formed and predict any other minor products and their mechanisms. (See 5.a. solution as an example)

(a) Br –CH3O- / CH3OH, 50 °C–>
(d) Br –HO- / CH3OH, 50 °C–>
(b) Br –t-BuO- / t-BuOH, 50 °C–>
(e) Br –CH3OH, 25 °C–>
(c) H / Br –HS- / CH3OH, 50 °C–>

i.e.
(a) The substrate is a 1° halide. The base/nucleophile is CH3O-, a strong base (but not a hindered one) and a good nucleophile. According to Table 6.6, we should expect an SN2 reaction mainly, and the major product should be OCH3. A minor product might be by an E2 pathway.

Added by Andrew B.

Chemistry: Structure and Properties

Nivaldo Tro 2nd Edition

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Solved by Expert Adi S

08/26/2023

Step 1

First, let's identify the substrate halide, base/nucleophile, and reaction conditions for each reaction: (a) Substrate halide: CH3I (iodomethane) Base/nucleophile: CH3O- (methoxide ion) Reaction conditions: Strong base and good nucleophile (b) Substrate halide: Show more…

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Give the product (or products) that you would expect to be formed in each of the following reactions. In each case, give the mechanism (SN1, SN2, E1, E2) by which the major product is formed and predict any other minor products and their mechanisms. (See 5.a. solution as an example) i.e: (a) The substrate is halide. The base nucleophile is CH3OH, a strong base but not a hindered one. According to Table 6.6, we should expect a SN2 reaction mainly, and the major product should be OCH3. A minor product might be formed by an E2 pathway.

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