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In each of the reactions below draw the major product that will form. (MAJOR product only) It no reaction occurs, write N.R. a) b) Br CH3 lo H all Br Br OH DMF OH DMF K-O-C(CH3)3 DMF

In each of the reactions below draw the major product that will form. (MAJOR product only) It no reaction occurs, write N.R. a) b) Br CH3 lo H all Br Br OH DMF OH DMF K-O-C(CH3)3 DMF

Chemistry
Chemistry
10th Edition
ISBN:9781305957404
Author:Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste
Publisher:Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste
Chapter1: Chemical Foundations
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Problem 1RQ: Define and explain the differences between the following terms. a. law and theory b. theory and...
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### Reaction Analysis and Product Prediction In the following exercises, you're tasked with drawing the major product for each of the given reactions. If no reaction occurs, denote this with "N.R." (No Reaction). #### Reaction Schemes: 1. **Scheme (a):** - **Starting Material:** A molecule featuring a secondary alkyl bromide with adjacent deuterium (D) and hydrogen (H) atoms. - **Reagents:** Hydroxide ion (OH⁻) in dimethylformamide (DMF) solvent. - **Process:** Likely involves an E2 elimination due to the use of a strong base (OH⁻) in an aprotic solvent (DMF), which favors elimination reactions. 2. **Scheme (b):** - **Starting Material:** Cyclohexyl bromide. - **Reagents:** Hydroxide ion (OH⁻) in DMF. - **Process:** Similar to the first scheme, an E2 elimination process is expected here, forming a cyclohexene product. 3. **Scheme (c):** - **Starting Material:** A tertiary halide with bromine and a deuterium-hydrogen pair. - **Reagents:** Potassium tert-butoxide (K⁺O-C(CH₃)₃) in DMF. - **Process:** Tert-butoxide is a bulky base, favoring Hofmann elimination to form a less substituted alkene. ### Notes: - **Elimination Reactions:** Both E2 and E1 reactions are common in such setups. E2 reactions are favored by strong bases and polar aprotic solvents, leading to the formation of alkenes. - **Regioselectivity:** Consider Zaitsev’s rule (formation of the more substituted alkene) versus Hofmann elimination (less substituted product) depending on the base strength and steric hindrance. By approaching each reaction with these guidelines, you can effectively predict the major product of interest.
Transcribed Image Text:### Reaction Analysis and Product Prediction In the following exercises, you're tasked with drawing the major product for each of the given reactions. If no reaction occurs, denote this with "N.R." (No Reaction). #### Reaction Schemes: 1. **Scheme (a):** - **Starting Material:** A molecule featuring a secondary alkyl bromide with adjacent deuterium (D) and hydrogen (H) atoms. - **Reagents:** Hydroxide ion (OH⁻) in dimethylformamide (DMF) solvent. - **Process:** Likely involves an E2 elimination due to the use of a strong base (OH⁻) in an aprotic solvent (DMF), which favors elimination reactions. 2. **Scheme (b):** - **Starting Material:** Cyclohexyl bromide. - **Reagents:** Hydroxide ion (OH⁻) in DMF. - **Process:** Similar to the first scheme, an E2 elimination process is expected here, forming a cyclohexene product. 3. **Scheme (c):** - **Starting Material:** A tertiary halide with bromine and a deuterium-hydrogen pair. - **Reagents:** Potassium tert-butoxide (K⁺O-C(CH₃)₃) in DMF. - **Process:** Tert-butoxide is a bulky base, favoring Hofmann elimination to form a less substituted alkene. ### Notes: - **Elimination Reactions:** Both E2 and E1 reactions are common in such setups. E2 reactions are favored by strong bases and polar aprotic solvents, leading to the formation of alkenes. - **Regioselectivity:** Consider Zaitsev’s rule (formation of the more substituted alkene) versus Hofmann elimination (less substituted product) depending on the base strength and steric hindrance. By approaching each reaction with these guidelines, you can effectively predict the major product of interest.
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