Organic Chemistry Reactions and Mechanisms, Study Guides, Projects, Research of Organic Chemistry

Download Organic Chemistry Reactions and Mechanisms and more Study Guides, Projects, Research Organic Chemistry in PDF only on Docsity! (1) Predict the major product from each reaction. If you expect no reaction, indicate. (a) (b) (c) (d) (e) (f) (g) (h) N H Ac2O pyridine DMAP O OH OH O O2N PPh3, DEAD O NH2 CO2H DCC O H O OCH3 CH3CH2OH TsOH(cat.) O O N H HOAc (cat.) O HCN O H Ph3P=CHPh O NH TsOH H N O O O O NO2 OEt OEt O OCH3 OH CN N CH3 CH3 N O O N H O (3) Fill in the compounds in the following roadmap (only show the major product for each step) 1) O3 then Me2S 2) HOCH2CH2OH, TsOH, MgSO4 (only one equivalent) 3) MgBr then work-up 4) Ac2O, pyridine 5) HCl, H2O 6) NH2OH HOAc (cat.) DMAP O O H (2) Which of these two compounds is more acidic and why? O OHO2N O OHH3CO O O O O O OHPh O O OPh O O H OPh O N H OPh O OH The nitro group is electron withdrawing and helps stabilize the conjugate base (carboxylate) O OO2N