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Which of the following is a major product of the reaction sequence below? Br. (1) HNO3/H,SO, NO2 Br (A) H,CO. (B) H2CO. (2) Na®CH;0© CH:OH NO2 Br OCH3 Br (C) (D) rOCH3 NON. Compound C O Compound B Compound D Compound A

Which of the following is a major product of the reaction sequence below? Br. (1) HNO3/H,SO, NO2 Br (A) H,CO. (B) H2CO. (2) Na®CH;0© CH:OH NO2 Br OCH3 Br (C) (D) rOCH3 NON. Compound C O Compound B Compound D Compound A

Chemistry
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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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**Question:** Which of the following is a major product of the reaction sequence below? **Reaction Sequence:** Starting compound: Bromobenzene (C₆H₅Br) 1. \( \text{HNO}_3/\text{H}_2\text{SO}_4 \) 2. \( \text{Na}^+ \text{CH}_3\text{O}^- \) in methanol (\(\text{CH}_3\text{OH}\)) **Options:** - Compound A: A benzene ring with a methoxy group (\(\text{OCH}_3\)) and a nitro group (\(\text{NO}_2\)) in the ortho position. - Compound B: A benzene ring with a methoxy group (\(\text{OCH}_3\)) in the para position to a bromine atom. - Compound C: A benzene ring with a bromine atom in the meta position to a methoxy group (\(\text{OCH}_3\)) and a nitro group (\(\text{NO}_2\)). - Compound D: A benzene ring with a bromine atom in the ortho position to both a methoxy group (\(\text{OCH}_3\)) and a nitro group (\(\text{NO}_2\)). **Answer Choices:** - \( \bigcirc \) Compound C - \( \bigcirc \) Compound B - \( \bigcirc \) Compound D - \( \bigcirc \) Compound A **Explanation of the Reaction:** This is a stepwise reaction involving nitration and nucleophilic aromatic substitution. Bromobenzene undergoes nitration with nitric acid (\(\text{HNO}_3\)) and sulfuric acid (\(\text{H}_2\text{SO}_4\)), introducing a nitro group. Then, the bromine atom is substituted by a methoxy group when treated with sodium methoxide (\(\text{Na}^+ \text{CH}_3\text{O}^-\)) in methanol. Select the major product based on the position of substituents resulting from the reactions.
Transcribed Image Text:**Question:** Which of the following is a major product of the reaction sequence below? **Reaction Sequence:** Starting compound: Bromobenzene (C₆H₅Br) 1. \( \text{HNO}_3/\text{H}_2\text{SO}_4 \) 2. \( \text{Na}^+ \text{CH}_3\text{O}^- \) in methanol (\(\text{CH}_3\text{OH}\)) **Options:** - Compound A: A benzene ring with a methoxy group (\(\text{OCH}_3\)) and a nitro group (\(\text{NO}_2\)) in the ortho position. - Compound B: A benzene ring with a methoxy group (\(\text{OCH}_3\)) in the para position to a bromine atom. - Compound C: A benzene ring with a bromine atom in the meta position to a methoxy group (\(\text{OCH}_3\)) and a nitro group (\(\text{NO}_2\)). - Compound D: A benzene ring with a bromine atom in the ortho position to both a methoxy group (\(\text{OCH}_3\)) and a nitro group (\(\text{NO}_2\)). **Answer Choices:** - \( \bigcirc \) Compound C - \( \bigcirc \) Compound B - \( \bigcirc \) Compound D - \( \bigcirc \) Compound A **Explanation of the Reaction:** This is a stepwise reaction involving nitration and nucleophilic aromatic substitution. Bromobenzene undergoes nitration with nitric acid (\(\text{HNO}_3\)) and sulfuric acid (\(\text{H}_2\text{SO}_4\)), introducing a nitro group. Then, the bromine atom is substituted by a methoxy group when treated with sodium methoxide (\(\text{Na}^+ \text{CH}_3\text{O}^-\)) in methanol. Select the major product based on the position of substituents resulting from the reactions.
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