increasing v increasing acidity 8. Ordering a. What is the correct order of the free energies of the three given carboxylic acid derivatives? Write the letter corresponding to your answer in the box. [2 pts] AG Ph A B C D E F SMe Ph SMe Ph OMe Ph NMe2 Ph OMe Ph NMe₂ 1 1 Ph OMe Ph NMe2 Ph SMe Ph SMe Ph NMe Ph COME NMez Ph OME Ph NMe Ph OMe Ph SMe Ph SMe b. What is the correct order of the acidities of the three given benzoic acid derivatives? Write the letter corresponding to your answer in the box. [2 pts] increasing acidity CO₂H CO₂H CO₂H CO₂H = MeO X=Cl A X=CI B C X = OMe D X = Me E F X = Cl X = OMe X = Me X = OMe X = Me X = OMe X=Me X=CI X=CI X = Me X=OMe X = Me X = OMe X = Me X = OMe X=CI X=CI c. What is the correct order of the acidities of the indicated carbons of the given dicarbonyl compounds? Write the letter corresponding to your answer in the box. [2 pts] A B C D E F i.i i.i ii d. What is the correct order of the IR stretching frequencies (V) of the indicated functional groups (C=O and C=N)? Write the letter corresponding to your answer in the box. [2 pts] [ A B NH₂ ΝΗΣ C=N -C=N C -C=N D NH₂ NH₂ E -CEN F -C N -C=N NH₂ NH₂ e. What is the best order of reaction steps to convert the starting material to product? Write the letter corresponding to your answer in the box. [4 pts] A LDA -78°C EtBr LDA Mel -78°C tBuOK Mel B LDA Mel tBuOH -78°C CD LDA Mel tBuOK Mel -78°C tBuOH tBuOK Mel LDA EtBr tBuOH -78°C L