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Chem460 Exam-3 2010 - CHEM460 Fall 2010 Professor Sasaki...

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1 CHEM460 EXAM #3 Name . Fall, 2010 Professor Sasaki 100 points TOTAL Good Luck! Note: Only answers in the box will be graded. 1. (30) Shown below is IR spectrum of 2,4-pentanedione. Answer the following questions. 1622 1710 1729 a broad band 2700 ~ 3700 (a) 2,4-Pentanedione shows three C=O bands at 1622, 1710 and 1729 cm -1 . Which band would correspond to the weakest C=O bond? (b) What species is responsible for the C=O bands at 1710 and 1729 cm -1 ? Briefly explain why two peaks appear. (c) What species is responsible for the C=O band at 1622 cm -1 ? Briefly explain why the C=O band is significantly broader than the other two. (d) What species would be responsible for the broad band at 2700 ~ 3700 cm -1 ? Provide a brief explanation.
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2 Chem460 page 2 2. (35) Shown below are IR and EI-MS spectra for the compound A . Answer the following questions. 3080 1698 1588 1295 1217 847 761 711 568 M (100%) 63.9% 10.3% (a) Based on the EI-MS data, suggest a hetero element that is likely present in this compound. What is the likely number of the hetero element? Show your rationale.
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