Question 6 [16 points] Draw the chemical structure of: a) three different carboxylic acid derivatives with five carbons in the molecular formula. Rank their reactivity from 1-3 where 3 reacts slowest with nucleophiles. Explain your reasoning in 1-2 sentences. 31 CHEM400 CHEM400 CHEMon J. Klosterman ŞSI Ⓒ2022 J. Klosterman Ⓒ2022 J. Kloste CHEM40C SSI SHEM40C SSI Ⓒ©2022 J. Klosterman HEM40C SSI b) the hemiacetal formed by the reaction of cyclohexanone with methanol in basic solution and the acetal formed in acidic solution. Explain in doesn't form in basic solution. 22 J. KM JC SSI Ⓒ2022 J. Kl Os sentence (or draw a picture to explain) why the acetal terman CHEM40C SSI CHEM40C SSI CHEM40C SSI Klosterman c) hexanoic acid, propyl propionate and 1-ethoxy-3-methylbutane. Rank them according to 21. Klosterman Ostermal 2022 J. Klosterman 2022J K point (where 1 = highest bp). Explain your reasoning in 1-2 sentences (or draw a picture). Polling 2022]. Klosterman EM40C SSI ©2022 J. Klosteniend CHEM40C SSI Ⓒ2022 CHEM40C SSI erman Ⓒ2022 CHEM40C S
EM40 lasterman viesterman d) two different molecules with the formula CsH₂O that contain carbonyl functional groups; make one that can act as an electrophile in a Michael addition and one that can act as a nucleophile in a Robinson-Annulation reaction. Label the carbons which act as nucleophiles/electrophiles in the Robinson-Annulation Klosterman Klostem with 8- or 64, @2022 J. Klespectively. Ⓒ2022 J. Kloster 2022 J. Klostern 2022 MAOC SSI- ©2022 J. Klosterman CHEM40C SSI CHEM4 CHEM40C SSI
Question 6 [16 points] Draw the chemical structure of: a) three different carboxylic acid derivatives with five carbons
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