CHEM 12A CUNY College of Staten Island Organic Chemistry Compounds Questionnaire

Chem 12AQuiz 2.1 (9/8/21)
1. (3 pts total, 1 pt each) In each compound below, two hydrogens are clearly identified (Right is red
H; blue is left or below H). Determine which of the two hydrogens is more acidic. Hint: examine
the stability of each conjugate base to determine which hydrogen is more acidic. Think ARIO.
2. (3 pts total) For the transformation below, complete the mechanism by drawing proper arrows.
3. (1.5 pts) When a mixture of compound 1 and compound 2, are added to a separatory funnel which
contains the organic solvent CH2Cl2 and water with a pH of 13.0, compound 1 it is found mainly
in the _________phase as _________.
organic; CH3(CH2)4CO2aqueous; CH3(CH2)4CO2organic; CH3(CH2)4CO2H
aqueous; CH3(CH2)4CO2H
(2.5 pts) Provide five (5) of the possible nine (9) constitutional isomers of the molecular formula
of C7H16 with a SODAR of 0. Hint: Start with the isomer with the longest continuous chain of
seven carbons.

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