Drawing on what you know about the stereochemistry of alkene addition reactions, write the mechanism for the reaction of 2-butyne with one equivalent of Brą. Draw Il missing reactants and/or products in the appropriate boxes by placing atoms on the canvas and connecting them with bonds. Add charges where needed. Electron flow arrows should start on an atom or a bond and should end on an atom, bond, or location where a new bond should be created.

Draw structural formulas for the major organic product(s) of the reaction shown below. CH₂CH3 + 8 Br2 • You do not have to consider stereochemistry. • If no reaction occurs, draw the organic starting material. • Remember to include all of the formal charges on the atoms of any nitro groups. • 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. FeBr3 ? [ ] در ? O. Sn [F Previous Next

[Review Topics] [References] Use the References to access important values if needed for this question. Draw a structural formula for the missing organic reactant in the esterification reaction below. ? + CH3OH è *** • You do not have to consider stereochemistry. • You do not have to explicitly draw H atoms. CH4 OCH3 + H₂O CH₂CH3 Y

Draw the next most important resonance structure for the enolate shown. Use curved arrows to show the delocalization of electron pairs in both structures. Include lone pairs of electrons, formal charges, and be sure to draw all hydrogen atoms. You can add condensed hydrogens using the More menu, selecting +H and clicking on the carbon as many times as needed.   Draw curved arrows to form the next most important resonance structure.   Draw the next most important resonance structure, then draw curved arrows to reform the first structure.