Bromohydrin 1 can be prepared from the alkene shown below by reaction with Br2 and H20 as shown below. OH Br2, H20 Br Bromohydrin 1 There are two additional methods by which Bromohydrin 1 can be prepared from the same alkene. Each method requires two synthetic steps. Show these two methods by filling the boxes below with the necessary reagents. Each box must be one synthetic step (i.e., one reaction), but some reactions are 2- or 3-part reactions (e.g., reactions that require a work-up step). A reaction that is one synthetic step, but includes multiple parts, should be shown with i), ii), and/or iii) in the same box. OH 1) Br 2) Bromohydrin 1 1) 2)

The following synthesis requires more than one step. Specify the reagents you would use to carry it out. Specify reagents using letters from the table, first reagent on the left. Example: ab CH3CH₂CH₂C=CH a b C d Br₂ CH31 CH3CH₂1 CH3CH₂CH₂Br The reagents are (in order of use): f ? CH3CH,CH,CHO e CH₂l2/Zn(Cu) / ether h Reagents H₂/ Lindlar catalyst g H₂ over Pd/C 1. BH3 in THF 2. H₂O₂ in NaOH i j k I 1. 03 2. Zn/H3O+ Li in NH3 KOH / ethanol NaNH2 / NH3

2. Provide the reagents (and the intermediates) for the following transformation. Ph + enantiomer

Fill in the missing structure(s) for the reaction pathways shown below.  Provide all starting material(s), reagent(s), or product(s).  If more than one product can be formed, draw all major products.  If more than one starting material is possible, write all starting materials.  Draw all stereoisomers.

Provide the reagents necessary to complete the following transformation. CH₂CH3 1. CH3CO3H 2. H, H₂O 1. BH3 THF O OSO4, H₂O2 H2O, H2SO4 O CH3CO3H 2. H₂O2, HO™ Imm CH₂CH3 ummm OH OH enantiomer

Please help with both questions. Thanks!

For each of the following, identify the product (represented by A and B) that would be formed through the indicated sequence of steps from the given starting material. Show ALL the products' structures along the way for each step. 1) NBS, ROOR, A 2) H₂, (Pd/C) 3) KOt-Bu, t-BuOH A

2. Show the reagent(s) necessary to carry out this reaction. s NH₂ T NH₂

Identify the best reagent to perform the transformation. H3C OH H3C CH3 Identify the best reagent. 1.H₂0+ 2. NaBr NaBr HBr (C6H5)3PBr₂ H3C H3C CH3 Br

Draw the major organic products obtained from the reactions below. Be mindful of stereochemistry and regioselectivity. If stereochemistry is included in the product, note that the diast/enant is also included, but not provided due to space. Assume one equivalent unless stated otherwise, or if the reagent is a solvent, oxidant or reductant.