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F06 quiz2 key - Dr Manashi Chatterjee A< Fall 2006 Chem...

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Unformatted text preview: Dr. Manashi Chatterjee A \< Fall 2006- Chem 30A “and” C\/ W ,2 Last First Name Name Student ID Number : w Name of your TA: Breeyawn / Paul / Ryan _ Total: Discussion Section - Day : Time: / Chem 30 A Fall 2006 Quiz # 2 (15 Mins) Wednesday November 8, 2006 DO NOT OPEN THIS EXAM UNTIL INSTRUCTED TO DO SO 2.1 Be B c N F Ne 1.5 2.0 Mg Al Si P 3 c1 Ar 1.2 1.5 1.8 2.1 2.5 3.0 Efififififia 1.0 1.6 1.8 2.0 2.4 2.8 Hflfififlla 1.0 1.7 1.8 1.9 2.1 2.5 Electronegafivity values for some atoms (Pauling s cale) Dr. Manashi Chatteijee Fall 2006 - Chem 30A Quiz-2 1. Identify the compound that is more acidic in the pairs given below? (9 points) 2. When imidazole is dissolved in water it can form 2 possible cations by proton transfer reaction. Draw the structure of both the cations that can be formed. Circle the cation (A or B) indicating which cation formation is more feasible? (6 points) Dr. Manashi Chatterjee Fall 2006 - Chem 30A Quiz-2 3. For each of the Fisher projection below, assign absolute stereochemistry (R/S) to each asymmetric carbon atom and write it next to the asymmetric carbon atom. If the [a] for the 8,8 stereoisomer is + 53°, in the spaces provided, assign [or] to each of the stereoisomers A & B. (10 points) Q‘SVE 2\5 P‘VS CH3 —q\\ ot‘ flo’thig Br H Br H B A Br 5 H H R Br CH CH3 3 T= T = *5? [a 1D _Q‘1 \P», [MD \et a) A and B form a pair of stereoisomers called ‘V" b) 2,3-dibromobutane has i chiral carbons and can have 3 stereoisomers 3&5 4a. Draw curved arrows to show how the reactants A and B convert to products C and D in the proton transfer reaction shown below. (2 points) \' \p’r ‘9 I) p- 9 K“! 9 H—cEc—H + : NH2 ——“——— H—CZ—Ec + NH3 A B C D pKa = 25 pKa = 38 4b. Circle the correct equilibrium arrow to predict the position of the equilibrium of this reaction. (2 points) a 9‘3 e u . H—c=c—H + :NH2 b)‘—————-—¥ H—cEc + NH3 4c. What is the value of the equilibrium constant K eq for the above reaction ? \3 a- Answer is: ‘ ' (1 POim) Dr. Manashi Chatterjee Fall 2006 - Chem 30A Quiz—2 5. A newly isolated natural product was shown to be optically active. If a solution of 2.0 g of this natural product in 10 mL of ethanol is taken in a 50 cm sample tube gives a rotation of + 2.5 7° at 25 °C using D line of sodium, what is the specific rotation of this natural product? (3 points) gobskrl. _, 2.5‘1" __ o [a] be VBAN‘EE 4.1.61 \OmL \p‘lr a?!” 6. Which of the following is / are optical y inactive? (2 points) A) a 50-50 mixture of R and S enantiomers B) a meso compound C) every achiral compound. D) A racemic mixture E) all the above. a?“ ...
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