first_hour_exam_answer_key

first_hour_exam_answer_key - Name: Problem 1 (16 pts) a....

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Name: Problem 1 (16 pts) a. Rank the following compounds in order of bond length . (1 = LONGEST, 4 = SHORTEST) HO H H 3 CH HS H H 2 NH 42 13 b. Rank the following compounds in order of boiling point . (1 = HIGHEST boiling point, 4 = LOWEST boiling point) 2-methylhexane heptane 2,2-dimethylpentane 2,2,3-trimethylbutane 21 34 c. Rank the following compounds in order of acidity . (1 = MOST acidic, 4 = LEAST acidic) H 3 C O H O H 3 C O H Cl 3 C O H O N 3 3 H 3 C H 3 C H 2341 d. Rank the following compounds in order of priority (Cahn-Ingold-Prelog rule). (1 = HIGHEST priority, 4 = LOWEST priority) COCH 3 CHCH 2 CN 2413 Problem 2 (16 pts) Draw ALL the possible resonance structures for the following species. Clearly show all lone pairs and appropriate curved-arrow notation to interconvert the structures. Are they all equivalent? If so, write “equivalent”. If not, circle the major (more important) resonance structure(s). a. CH 2 N 2 N H H N H H 3
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Name: b. CH 3 CNO CC N H H H O N H H H O Problem 3 (10 pts) Give an IUPAC name for each of the following compounds. a. Answer: 1,5-hexadiene or hex-1,5-diene b. Answer: (2 E ,5 E )-4-ethyl-6-methyl-2,5-octadiene or (2 E ,5 E )-4-ethyl-6-methylocta-2,5- diene Problem 4 (10 pts) Indicate whether the structures in each of the following pairs are constitutional isomers ( A ), conformational isomers ( B ), stereoisomers ( C ), identical molecules ( D ) or none of the above ( E ).
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first_hour_exam_answer_key - Name: Problem 1 (16 pts) a....

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