[Review Topics] [References] Draw the predominant product(s) of the following reactions including stereochemistry when it is appropriate. H₂C HC-CEC-CH3 + 1 HCI H₂C • Consider E/Z stereochemistry of alkenes. • Do not show stereochemistry in other cases. • If no reaction occurs, draw the organic starting material. • Draw one structure per sketcher. Add additional sketchers using the drop-down menu in the bottom right corner. • ⚫ Separate multiple products using the + sign from the drop-down menu. 0 4 / Sn ? ChemDoodle Submit Answer Retry Entire Group 9 more group attempts remaining AW DII F5 $ % 4 5 Cengage Learning | Cengage Technical Support R T Y & 7 F7 PrtScnFB Home End PgUp F9 F10 F11 PgDnF12 U 8 I ( 9 O F G H J K L V B N M Previous Nex Email Instructor Sav P { } [ ] Alt 目 ? Ins Back

Draw the products for the following reactions. Make sure to include stereochemistry when applicable. a) b) c) f) g) CH3O. Br NaF 15-crown-5 Benzene HBr 1. CH3SNa 2. H₂O 1) Hg(OAc)2, 2) NaBH4 1) Br₂/H₂O 2) NaOH H CH₂OCH3 O₂N H OH Heat Heat

Identify compounds A – E of the reaction sequence shown in Scheme III, making sure to include stereochemistry as appropriate.a)  Identify compound A in Scheme III. b) Identify compound B in Scheme III.  c) Identify compound C in Scheme III.  d) Identify compound D in Scheme III.   e) Identify compound E in Scheme III.

Which compound is the major product of the reaction sequence shown? (1) SOCE (A) (B) OH OH (2) (CH3);CO Na (CH3);COH (C) (D) O Na Na CI Compound D Compound A Compound C Compound B