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(11)* In the spaces below, NEATLY & CLEARLY draw the chemical structures for your unknown starting material & your unknown reaction product *In your drawings, assign any ¹H and ¹3³C chemical shifts for the "G" groups in both compounds by writing the corresponding ¹H and/or ¹³C ppm values next to the corresponding "G" group atoms in your drawings: (12) unknown starting material unknown reaction product Is the "G" group of your unknown monosubstituted benzene starting material an electron-donating group (EDG) or an electron-withdrawing group (EWG) in electrophilic aromatic substitution reactions? Write either EDG or EWG as your answer in the space provided.

(11)* In the spaces below, NEATLY & CLEARLY draw the chemical structures for your unknown starting material & your unknown reaction product *In your drawings, assign any ¹H and ¹3³C chemical shifts for the "G" groups in both compounds by writing the corresponding ¹H and/or ¹³C ppm values next to the corresponding "G" group atoms in your drawings: (12) unknown starting material unknown reaction product Is the "G" group of your unknown monosubstituted benzene starting material an electron-donating group (EDG) or an electron-withdrawing group (EWG) in electrophilic aromatic substitution reactions? Write either EDG or EWG as your answer in the space provided.

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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
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Help needed for question 11 and 12, thanks a lot!

(11)* In the spaces below, NEATLY & CLEARLY draw the chemical structures for your unknown starting material & your unknown reaction product *In your drawings, assign any ¹H and ¹3C chemical shifts for the "G" groups in both compounds by writing the corresponding ¹H and/or ¹³℃ ppm values next to the corresponding "G" group atoms in your drawings: (12) unknown starting material unknown reaction product Is the "G" group of your unknown monosubstituted benzene starting material an electron-donating group (EDG) or an electron-withdrawing group (EWG) in electrophilic aromatic substitution reactions? Write either EDG or EWG as your answer in the space provided.
Transcribed Image Text:(11)* In the spaces below, NEATLY & CLEARLY draw the chemical structures for your unknown starting material & your unknown reaction product *In your drawings, assign any ¹H and ¹3C chemical shifts for the "G" groups in both compounds by writing the corresponding ¹H and/or ¹³℃ ppm values next to the corresponding "G" group atoms in your drawings: (12) unknown starting material unknown reaction product Is the "G" group of your unknown monosubstituted benzene starting material an electron-donating group (EDG) or an electron-withdrawing group (EWG) in electrophilic aromatic substitution reactions? Write either EDG or EWG as your answer in the space provided.
Expt. #2: Electrophilic aromatic nitration of an unknown monosubstituted benzene (1) (2) (3) (4) (5) (6) (7) (8) (9) (10) HNO3 (conc.), H₂SO4 (conc.) Starting material = C8H9NO How many degrees of unsaturation are present in your unknown monosubstituted benzene starting material? Do not show calculations. What is the molecular formula of your mononitrated reaction product? How many degrees of unsaturation are present in your mononitrated reaction product? Do not show calculations. Based on its IR spectrum, does your unknown monosubstituted benzene starting material contain any of the following structural features (for each choice indicate either YES or NO): Based on its ¹³C NMR spectrum, how many types of carbon (i.e., sets of equivalent carbons) are there in your unknown monosubstituted benzene starting material? How many different sets of equivalent aromatic (benzene ring) carbons can be seen in the ¹3C NMR spectrum of your unknown monosubstituted benzene starting material? Are there any peaks for non-aromatic carbons in the 13C NMR spectrum of your unknown monosubstituted benzene starting material (yes or no)? If your answer to question 6 is "yes", list the corresponding ppm value(s) for any non-aromatic carbon(s)? If your answer to question 6 is "no", leave the answer space blank. Based on all of the data provided, what is the identity of the "G" group? Please NEATLY & CLEARLY draw its full Lewis structure in the space provided e.g., if G was a hydroxyl group you would draw -O-H What was the mp range you observed for your mononitrated reaction product? Leave this space blank if you either obtained no product or did not run the reaction. C8H8 NO₂ 5 N203 6 ortho or meta or para isomer an O-H bond: No an N-H bond: Yes a C=O (carbonyl): Yes 6 4 Yes 169.48 ppm 24.18 ppm H 4:0:4 ·C-C-N-H 213.6°C What is the reported (literature) mp range of your mononitrated reaction product? 213-215°C Cite the reference from which you obtained the literature mp range.
Transcribed Image Text:Expt. #2: Electrophilic aromatic nitration of an unknown monosubstituted benzene (1) (2) (3) (4) (5) (6) (7) (8) (9) (10) HNO3 (conc.), H₂SO4 (conc.) Starting material = C8H9NO How many degrees of unsaturation are present in your unknown monosubstituted benzene starting material? Do not show calculations. What is the molecular formula of your mononitrated reaction product? How many degrees of unsaturation are present in your mononitrated reaction product? Do not show calculations. Based on its IR spectrum, does your unknown monosubstituted benzene starting material contain any of the following structural features (for each choice indicate either YES or NO): Based on its ¹³C NMR spectrum, how many types of carbon (i.e., sets of equivalent carbons) are there in your unknown monosubstituted benzene starting material? How many different sets of equivalent aromatic (benzene ring) carbons can be seen in the ¹3C NMR spectrum of your unknown monosubstituted benzene starting material? Are there any peaks for non-aromatic carbons in the 13C NMR spectrum of your unknown monosubstituted benzene starting material (yes or no)? If your answer to question 6 is "yes", list the corresponding ppm value(s) for any non-aromatic carbon(s)? If your answer to question 6 is "no", leave the answer space blank. Based on all of the data provided, what is the identity of the "G" group? Please NEATLY & CLEARLY draw its full Lewis structure in the space provided e.g., if G was a hydroxyl group you would draw -O-H What was the mp range you observed for your mononitrated reaction product? Leave this space blank if you either obtained no product or did not run the reaction. C8H8 NO₂ 5 N203 6 ortho or meta or para isomer an O-H bond: No an N-H bond: Yes a C=O (carbonyl): Yes 6 4 Yes 169.48 ppm 24.18 ppm H 4:0:4 ·C-C-N-H 213.6°C What is the reported (literature) mp range of your mononitrated reaction product? 213-215°C Cite the reference from which you obtained the literature mp range.
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