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Material Type: Assignment; Class: Organic Chemistry I; Subject: Chemistry; University: Rollins College; Term: Spring 2006;
Typology: Assignments
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Problem Set # Due Feb 6, 2006 25 pts total
a. (CH 3 ) 2 CHC(CH 3 ) 2 CH(I)CH(OH)COOCH 3 b. CH 3 C 6 H 4 CH 2 CHCHCH 2 C(Br)(CH 3 ) (^2) c. (CH 3 ) 3 CCCCH 2 CH 2 COCl For each structure, convert the condensed structure into a kekule structure, a bond-line structure, a 3-D structure using dashes and wedges, and use a computer program to draw the molecule. I would encourage you to practice drawing first, before you use the computer program.
N
N H
O N H
O
O H
O
O OH
a. Redraw the structure on your paper (take your time and practice, you will not be graded for your artistic abilities, but practice makes perfect) What is the molecular formula and molecular mass of this molecule? (1pt) b. Label the hybridization for at least 8 non-hydrogen atoms. Ensure that you label identify at least one atom from each type of hybridization. (2 pts) c. Circle and label all functional groups. (2 pts)
Draw the Acid – Base reaction mechanism using the arrow pushing formalism. Using the appropriate values, calculate the equilibrium constant for the reaction. What does each equilibrium tell us about the likelihood of reach reaction?