Final 118B Exam 1

1. (40 Pts) Provide the structure(s) of the expected major organic product(s). Unless mentioned otherwise, you can assume that all reagents are present in one mole. Show stereochemistry where needed and write NR if there is no reaction. a. CH 1. CH3Li CH3C2. RCHO 3. H3O+ CH3C CCHOHR -1 missing stereo Racemic, or + enntiomer b. HCl, ROOR Cl 2 pts PC for any isomer c. Li liquidNH 3 d. O 1) NaSCH 3 2) CH3SH e. Cl C6H5 H H CH 3 C6H5 NaOC2H5 C2H5OH f. g. Br NaOC(CH 3)3 (CH 3)3COH HBr, R2 O2 hu h. MCPBA CH2 Cl2 2 pts PC for cis isomer OH SCH3 2 pt PC for any other reasonable isomer -1 missing stereo Racemic, or + enntiomer C6H 5 H C6H5 1 pt for Sn1/Sn2 2 pt PC for any other reasonable isomer 2 pt PC for any other reasonable isomer Br 3pts PC for any other reasonable isomer O 2 pt PC for any other reasonable isomer