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0 (2) 3 Br. Draw the major organic product of the following reactions. Include all arrows and steps MIL ||| Br NaC=N M₂0 Br excess Na OH H₂O H₂O

0 (2) 3 Br. Draw the major organic product of the following reactions. Include all arrows and steps MIL ||| Br NaC=N M₂0 Br excess Na OH H₂O H₂O

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
Section: Chapter Questions
Problem 1RQ: Define and explain the differences between the following terms. a. law and theory b. theory and...
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**Title:** Drawing Major Organic Products of Reactions **Objective:** To understand and illustrate the major organic products formed in specific organic reactions, including all reaction mechanisms, arrows, and steps. **Instructions:** Review the given reactions and draw the major organic product for each. Ensure to depict all arrows and detailed steps involved in the reaction mechanism. --- **Reaction 1:** - **Substrate:** Cyclohexanone attached to a benzene ring (phenyl group). - **Reagents:** Sodium cyanide (NaC≡N) and water (H₂O). *Reaction Observations:* 1. The nucleophilic substitution reaction occurs as cyanide anion (C≡N⁻) attacks the carbonyl carbon of cyclohexanone. 2. This generates a cyanohydrin intermediate where the nucleophile adds across the carbonyl group. --- **Reaction 2:** - **Substrate:** 1,5-dibromopentane, a linear alkyl chain with bromine atoms at positions 1 and 5. - **Reagents:** Excess sodium hydroxide (NaOH) and water (H₂O). *Reaction Observations:* 1. NaOH acts as a strong base, leading to a possible intermolecular elimination (E2 reaction). 2. The reaction likely forms a cyclic ether through the elimination of bromine atoms, resulting in an intramolecular nucleophilic substitution to form tetrahydrofuran. --- **Reaction 3:** - **Substrate:** Cyclohexane with a wedge-bonded bromine substituent. - **Reagent:** Water (H₂O). *Reaction Observations:* 1. Water acts as a nucleophile, likely undergoing an SN1 reaction due to the secondary nature of the bromine leaving group. 2. This leads to the formation of a cyclohexanol product via the replacement of the bromine atom by a hydroxyl group. --- **Conclusion:** The above reactions demonstrate typical organic mechanisms, including nucleophilic additions and substitutions, as well as eliminations that form various functional groups. Understanding the steps and conditions under which these reactions occur helps predict product formation effectively.
Transcribed Image Text:**Title:** Drawing Major Organic Products of Reactions **Objective:** To understand and illustrate the major organic products formed in specific organic reactions, including all reaction mechanisms, arrows, and steps. **Instructions:** Review the given reactions and draw the major organic product for each. Ensure to depict all arrows and detailed steps involved in the reaction mechanism. --- **Reaction 1:** - **Substrate:** Cyclohexanone attached to a benzene ring (phenyl group). - **Reagents:** Sodium cyanide (NaC≡N) and water (H₂O). *Reaction Observations:* 1. The nucleophilic substitution reaction occurs as cyanide anion (C≡N⁻) attacks the carbonyl carbon of cyclohexanone. 2. This generates a cyanohydrin intermediate where the nucleophile adds across the carbonyl group. --- **Reaction 2:** - **Substrate:** 1,5-dibromopentane, a linear alkyl chain with bromine atoms at positions 1 and 5. - **Reagents:** Excess sodium hydroxide (NaOH) and water (H₂O). *Reaction Observations:* 1. NaOH acts as a strong base, leading to a possible intermolecular elimination (E2 reaction). 2. The reaction likely forms a cyclic ether through the elimination of bromine atoms, resulting in an intramolecular nucleophilic substitution to form tetrahydrofuran. --- **Reaction 3:** - **Substrate:** Cyclohexane with a wedge-bonded bromine substituent. - **Reagent:** Water (H₂O). *Reaction Observations:* 1. Water acts as a nucleophile, likely undergoing an SN1 reaction due to the secondary nature of the bromine leaving group. 2. This leads to the formation of a cyclohexanol product via the replacement of the bromine atom by a hydroxyl group. --- **Conclusion:** The above reactions demonstrate typical organic mechanisms, including nucleophilic additions and substitutions, as well as eliminations that form various functional groups. Understanding the steps and conditions under which these reactions occur helps predict product formation effectively.
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