Draw structural formulas for the alkoxide ion and the alkyl(aryl)bromide that may be used in a Williamson synthesis of the ether shown. CH3 CH3CH₂CH₂CH2-O-C CH3 • You do not have to consider stereochemistry. . Do not include counter-ions, e.g., Nat, I, in your answer. • Draw one structure per sketcher. Add additional sketchers using the drop-down menu in the bottom right corner. • Separate structures with + signs from the drop-down menu.

OH Draw the structure of the aldehyde or ketone that reacts with acetylide ion to give this alkynol. You do not have to consider stereochemistry. . You do not have to explicitly draw H atoms. In cases where there is more than one answer, just draw one. . Do not include lone pairs in your answer. They will not be considered in the grading.

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Draw structural formulas for the alkoxide ion and the alkyl(aryl)bromide that may be used in a Williamson synthesis of the ether shown. CH3 CH3CH₂-O-CCH₂CH3 CH3 You do not have to consider stereochemistry. • Do not include counter-ions, e.g., Na*, I, in your answer. Draw one structure per sketcher. Add additional sketchers using the drop-down menu in the bottom right **** corner. Separate structures with + signs from the drop-down menu. /n [F

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0 ment/takeCovalentActivity.do?locator assignment-take [Review Topics] [References] Draw structural formulas for the alkoxide ion and the alkyl(aryl) bromide that may be used in a Williamson synthesis of the ether shown. CH3 CH₂-O-CCH₂CH3 CH3 • You do not have to consider stereochemistry. . Do not include counter-ions, e.g., Na+, I, in your answer. • Draw one structure per sketcher. Add additional sketchers using the drop-down menu in the bottom right corner. . Separate structures with + signs from the drop-down menu. 99.8 Sn [F ▾ Previous Next> 3 F4 Bi % 5 T ChemDoodleⓇ Cengage Learning Cengage Technical Support F5 F6 F7 A 6 Y & 7 U * 8 [J] PrtScn F8 73°F Sunny Home 9 F9 O End 0 F10 P 4x PgUp F11 Save and Exit 8:13 AM 6/20/2022 PgDn 11 * F12 5

12. a. Label the reactive features, highlight the most reactive one, then highlight what it needs. Also, state if the reaction will start to create a carbocation, carbon radical, or carbanion, or will cause loss of aromatic character. If a carbocation, carbon radical, or carbanion starts to develop, label where that will occur. chlorobenzene + HNO, with tr. H,SO, b. Use mechanism arrows to illustrate the reaction that occurs. c. If applicable, use stabilization resources to deal with the carbocation, carbon radical, or carbanion that starts to develop during the reaction, and draw the structure of any resonance-stabilized intermediate. d. Continue labeling and diagramming the reaction until you find the major stable product(s). e. Finally, state the stereochemistry of the major product(s) and use either Fisher projection or perspective formula representations to illustrate that stereochemistry.

Draw structural formulas for an aldehyde or ketone and alkyl (or aryl) bromide that could be used in a Grignard synthesis of the alcohol shown. H3C. H3C1 -CH₂OH . You do not have to consider stereochemistry. If there is more than one combination, draw only one. • Draw one structure per sketcher. Add additional sketchers using the drop-down menu in the bottom right corner. . Separate multiple reactants using the + sign from the drop-down menu. ChemDoodleⓇ Sn [F

3. Circle the compound below which will undergo solvolysis in aqueous ethanol the most rapidly. Explain your choice. (Hint: Remember that solvolysis refers to the solvent assisted ionization of a molecule). Br CS Scanned with CamScanner CI Strong nucleophile tertiary carbocation

Draw structural formulas for the alkoxide ion and the alkyl(aryl)bromide that may be used in a Williamson synthesis of the ether shown. CH3 I CH₂-O-CHCH3 • You do not have to consider stereochemistry. • Do not include counter-ions, e.g., Na*, I, in your answer. • Draw one structure per sketcher. Add additional sketchers using the drop-down menu in the bottom right corner. • Separate structures with + signs from the drop-down menu. 85 ▾ ChemDoodle 4 ۴ ] کر