Consider the reaction. :0: 1. NaBH4 2. D₂O H Complete the electron-pushing mechanism for the reaction by drawing the necessary organic structures and curved arrows for each step. Make sure to include all nonbonding electron pairs. Step 1: Add curved arrows for the first step, treatment with NaBH. Treat Na+ as a spectator ion. Select Draw C Templates H B 0 Na More Erase

Reaction B H Br EtOH H Br Figure 2 - Reaction Scheme B. In this method, stilbene is brominated using pyridinium bromide. Ethanol is used as the solvent. 40.0 mL of ethanol and 2.00 g of (E)-stilbene were placed in a 125 mL Erlenmeyer flask. The mixture was heated on a hot plate to dissolve the stilbene, after which 4.00 g of pyridinium tribromide was added to the mixture. After heating while stirring for 5 minutes, the Erlenmeyer flask was removed from heat, and the dibromide product was allowed to crystallize as the flask cooled to room temperature. Next, the mixture was chilled in an ice bath, and the product was collected by vacuum filtration, washing the crystals with 5.00 mL of ice-cold methanol. The product was allowed to air-dry, and obtained as white, needle-like crystals. Table 3: Usage and Waste Data for Scheme B Properties Amounts Used Excess / Waste Moles Compound MW (g/mol) Mass (kg) (mol) Stilbene 11.1 180.25 2.00 kg Ethanol Pyridinium 4g tribromide Methanol Product -H…

Draw the product of the reaction below. Ignore inorganic byproducts. OH H H HO- -OH OH H OH H excess Ac₂O pyridine Drawing H a H He H Atoms, Bonds and Rings Charges Tap a node to see suggestions. H H H H Undo Reset H Drag To

In a subsequent step, lithium aluminum hydride (LAH) is added to yield the final products. Predict the organic product of the LAH reduction followed by hydrolysis; include nonbonding electrons. Do not include any inorganic products. 1) LAH 2) H₂O Step 3: Draw the organic product of LAH reduction and hydrolysis. Select Draw Templates More / S 45 C N Erase Q2 Q