8B_quiz3a_key - Chem 8B winter 2008 Quiz#3A Name_KEY(Last...

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Chem 8B, winter 2008 Name: ________ KEY ______________ Quiz #3A (Last, First) ( print clearly) TA or section: _________________________ • DO NOT start the quiz until you are instructed. • You must stop writing and turn in your quiz when time is called. • Ambiguous or incomplete answers will not get full credit. • Please give clear and concise answers – a single sentence or phrase should be sufficient to accurately convey the information required. “Brevity is the soul of wit” – Shakespeare Problem # Score 1. [7] ________ 2. [12] ________ 3. [15] ________ 4. [6] ________ Total [40] ________/40 Bonus [5] _________
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Chem 8B, quiz 3A 1. Multiple choice and ranking i. (2 pts) Which of the following is not a chemical or metabolic oxidizing agent? a) O 2 b) NaBH 4 c) aldehyde dehydrogenase d) KMnO 4 e) Tollens reagent (AgNO 3 , NH 4 OH) ii. (2 pts) Relative to the others listed, which of the following is least nucleophilic? a) KCN b) NaBH 4 c) CH 3 NH 2 d) LiOH iii) (3 pts) Rank the following compounds according to their relative reactivity in an electrophilic aromatic substitution reaction, where 1 = most reactive and 3 = least reactive. The amine is an electron-donating group that activates the benzene ring, and the carbonyl is an electron-withdrawing group that deactivates. Practice drawing the resonance structures to convince yourself. See problem 5.12abc 2. Properties of carbonyl compounds (4 pts each): a) Briefly explain why acetone (a ketone) is soluble in water. The oxygen has lone pairs that can hydrogen-bond with the water molecule and make it soluble. (picture is not required for full credit, but an accurate picture always helps to support your answer)
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