Q5. A. Complete the incomplete reactions. Also write stepwise mechanism for the given reactions. CH3 i. BH3, THE i. ii. H202, HO Br H20 H3C H3C OH Br Br2, H20 CH3 Br OH organic solvent CH3 CI КОН CHCI KCI + IV. + CI

Select the major product for the reaction below.

Specify both the alcohol starting material and the reagents you would use in each step in a synthesis of the compound s synthesis requires only two steps enter "none" for step 3. OH `CH3 Alcohol Starting Materials 1. methanol 2. ethanol 3. 1-propanol 4. 2-propanol 5. cyclohexanol Reagents available a. LIAIH4 f. PBr3 k. CH3 CH2 CH2 MgBr; then H3O+ b. Н>SO4 g. CrОз, Н, SO4, H,O 1. C6 H5 MgBr (phenylmagnesium bromide); then H3O+ с. НC h. NaH m. (CH3)2CHMgBr: then H30+ d. HBr i. CH3 MgBr; then H30+ n. Dess-Martin periodinane (DMP) e. SOCI2 j. CH3 CH2MgBr; then H3O+ Write the number/letters of the alchol/reagents in the boxes below.

3. Predict the products. a. b. C. H3CII!!! H H 111/4 H3C/II. A H H CH₂CH3 14 HI H₂O HC1 CN H₂O