Draw the major organic product of the reaction shown below. CH3 Na2Cr207 H2SO4, H20 HO. You do not have to consider stereochemistry. You do not have to explicitly draw H atoms. • Do not include lone pairs in your answer. They will not be considered in the grading.

2. Fill the missing reagents or products for the incomplete reaction schemes shown below (only Reagent A or Reagent B will react in significant quantities). F (1 mmol) Reagent A (1 mmol) Reagent B (1 mmol) Major Product from Reagent A Major Product from Reagent B Explain the selectivity observed in this reaction using words and drawings. Br NaNH2 Br NH3, -35 °C Вrz, FeBr3 Draw the mechanism for the transformation shown above. Be sure to draw the important resonance structures that account for the regioselectivity observed in this reaction.

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Draw the product of the reaction shown below. Ignore inorganic byproducts. Br NO2 SO3 cat. H2SO4 Drawing

8. Draw a reaction coordinate diagram depicting the thermodynamics of the following reaction. Indicate the locations of any starting materials, intermediates, products, transition states, free energy of reaction and activation energy present in the diagram. Draw the transition state structure, complete with charge information, for the following transformation. Br H₂CCH₂H 20 CA CH3 H3CCH2OH + H CH3 CH3 + BI-

1a). Plan a synthesis of 3,4-dibromoaniline, starting from benzene. 4steps are required, lists reagents needed and draw in the intermediates.

Draw the most stable resonance form for the intermediate in the following electrophilic substitution reaction. CH3 CH3 H3PO4 HO, + H3C CH3 HO HO First stage in synthesis of the epoxy and polycarbonate ingredient bisphenol-A You do not have to consider stereochemistry. Include all valence lone pairs in your answer. In cases where there is more than one answer, just draw one.

Curved arrows are used to illustrate the flow of electrons. Follow the arrows and draw the first intermediate formed in this reaction and the final product. Include all lone-pairs. Ignore any inorganic byproducts. Į :O: Draw Intermediate H3O+ H CH3 MgCl Q

7. Provide the major product for the following reaction. Br 1. Mg/THF 2. 3. H₂O H

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