CH318N-Archive - Last Name: UTEID: SCORE: First Name:...

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Last Name: UTEID: First Name: SCORE: Deadline for this set: Sep. 11 @ 3:00PM 1) You are the chemist in charge of a reductive-dehydration process to produce cyclohexene from cyclohexanone: The plant suffers a power outage during a storm and the reaction is interrupted (stopped). An analysis of the reaction tank shows all 3 compounds (above) the IRs of each compound follow below. Assign a structure to each IR and circle the IR absorption peak which identifies the functional group. (2 pts each) O OH H 2 catalyst heat H 3 O + -H 2 O heat
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2) Using the Table of "Useful Spectroscopic Data," what IR absorptions would you look for in order to assign each of the following structures? (1 pt ea) O OH O O O OH
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Last Name: UTEID: First Name: SCORE: KEY Deadline for this set: Sep 11 @ 3:00 PM 1) You are the chemist in charge of a reductive-dehydration process to produce cyclohexene from cyclohexanone: The plant suffers a power outage during a storm and the reaction is interrupted (stopped). An analysis of the reaction tank shows all 3 compounds (above) the IRs of each compound follow below. Assign a structure to each IR and circle the IR absorption peak which identifies the functional group. (2 pts each) O OH H 2 catalyst heat H 3 O + -H 2 O heat O
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OH
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2) Using the Table of "Useful Spectroscopic Data," what IR absorptions would you look for in order to assign each of the following structures? (1 pt ea) O OH O O O OH "Ordinary" ketone: 1710-1715 cm -1 (s) Carbonyl: 1710 cm -1 (s) Hydroxyl: 2400-3000 cm -1 (br) Carbonyl: 1735 cm -1 (s) Ether: 1050-1250 cm -1 (s) Hydroxyl :2400-3000 cm -1 (br)
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Last Name: UTEID: First Name: SCORE: Deadline for this set: Sep 18, 2007 Instructions for this set: For the following structures, label the equivalent protons with the "a, b, c" lettering system. COOH CN COOH O CH 3 O Asprin (salicylic acid) O H
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Calculate the index of hydrogen deficiency in the following formulas: C 4 H 8 O 2 C 5 H 12 O C 5 H 10 O C 7 H 12 C 3 H 6 O
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Last Name: UTEID: First Name: SCORE: KEY Deadline for this set: Sep 18,2007 Instructions for this set: For the following structures, label the equivalent protons with the "a, b, c" lettering system. COOH CN COOH O CH 3 O Asprin (salicylic acid) O H a b c d e a b c d e H a b c d e f a b
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Calculate the index of hydrogen deficiency in the following formulas: C 4 H 8 O 2 C 5 H 12 O C 5 H 10 O C 7 H 12 C 3 H 6 O Reference Hydrocarbon C 4 H 10 Index of Hydrogen Deficiency 10-8 2 = 1 C 5 H 12 12-12 2 = 0 C 5 H 12 12-10 2 = 1 C 7 H 16 16-12 2 = 2 C 3 H 8 8-6 2 = 1
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CH 318 N 1 POW version date: 9/18/2007 Last Name: First Name: UTEID: SCORE: Deadline for this Set: September 25, 2007 Instructions for this set: The IR, NMR and CNMR for unknowns are provided below. Indicate what in- formation you obtained from each spectrum and propose the structure. 3 9 Unknown 1
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CH 318 N 2 POW version date: 9/18/2007 UNKNOWN 1 Provide your interpretation of each spectrum here: IR: NMR: CNMR: Proposed Structure:
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CH 318 N 3 POW version date: 9/18/2007 3 3 2 3 1 Unknown 2
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CH 318 N 4 POW version date: 9/18/2007 UNKNOWN 2 Provide your interpretation of each spectrum here: IR: NMR: CNMR:
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CH318N-Archive - Last Name: UTEID: SCORE: First Name:...

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