Chem14C_SU07_E2_071907

Chem14C_SU07_E2_071907 - Chem 14C Summer 2007 Exam 2 PRINT...

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Chem 14C Summer 2007 Exam 2 PRINT YOUR LAST NAME BELOW PRINT YOUR FIRST NAME BELOW WRITE YOUR TA’s NAME BELOW PRINT SECTION NUMBER BELOW Do not write anything below this line _______________________________________________________________________ Question Number Maximum Points Possible Student’s score 1 2 3 4 5 6 7 Total Points 100
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1.[ 15 points] The structure of a common disaccharide is shown on the left. Examine the structure very carefully and answer the questions below. Be specific in your answers. a. Write a common name for this sugar ______________________________ b. This sugar consist of two subunits __________________ and __________________ c. These two subunits are linked by a bond called __________________________. d. Is it a reducing or non reducing sugar ? ____________________ e. Explain your answer in d. Use specific chemical terms. f. Does this sugar exhibit mutarotation? Yes or No g. Explain h. Place an * on the anomeric carbon (s)
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Chem 14C Summer 2007 Exam 2 Last Name: _______________ First Name: _____ 2. [ 15 pts] Propose a structure for the following compound using the given 1H NMR and IR data. Formula: C 6 H 12 O 1 HNMR δ 2.58 ppm (septet, 1H) δ 2.45 ppm (quartet, 2H) δ 1.07 ppm (doublet, 6H) δ 1.01 ppm (triplet, 3H) IR: Strong peak at 1720 cm -1 Show calculation of index of hydrogen deficiency (IHD) Show IR analysis here Show 1H NMR analysis here: Write the proposed structural formula here.
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3. [ 15 points] a. The mass spectrum of an unknown compound A has a molecular ion peak, M + , m/z = 148 (relative abundance 100 %) ; and M + +1 peak, m/z = 149 (relative abundance 11.25 %). Use these data and determine the molecular formula of the compound. b. The IR absorption frequency values for the C=O stretching vibrations for three carbonyl groups are listed here: 1720 cm-1 , 1735 cm-1, 1660 cm -1 Chose the most likely values for each of the C=O groups in the following compounds. One value could be used only once. Explain briefly. Why the values are different?
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Chem14C_SU07_E2_071907 - Chem 14C Summer 2007 Exam 2 PRINT...

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