14C_f10_e01

14C_f10_e01 - Chemistry 14C Fall 2010 Exam 1 Page 1 O H3C...

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Chemistry 14C Fall 2010 Exam 1 Page 1 Page 1 score = Questions 1–11 refer to aspects of the structure of thymidine monophosphate, a biological building block used in DNA synthesis: N N O H 3 C H O O O OH P O HO O 1. (1) On the structure above, carefully circle all the anomeric carbon(s), and label each with an arrow and the phrase 'anomeric carbon'. 2. (2) Write the chemical formula for thymidine monophosphate (i.e., C 6 H 75 ): 3. (6) Write numbers in the blanks. Thymidine monophosphate has ________ lone pairs, ________ sp 3 carbon atoms, and ________ sp 2 carbon atoms. 4. (4) Rank the atoms of thymidine monophosphate in order of decreasing electronegativity by writing one atom in each blank. If two or more atoms have the same electronegativity, write all of these atoms in the same blank. List each element only once. Most electronegative _______ > _______ > _______ > _______ > _______ Least electronegative 5. (2) Which bond of thymidine monophosphate is most polar? Circle one. N–H C–H O–H C–N C–O 6. (2) The name of the carbohydrate present in thymidine monophosphate is (be very specific). ... 7. (3) Circle one word from each set that best describes the carbohydrate of thymidine monophosphate. (a) Furanose Pyranose (b) α only β only Mixture of α and β Neither α or β 8. (6) The six-membered ring portion of thymidine monophosphate has significant resonance. Draw two additional resonance contributors in the boxes. Include all lone pairs. Less significant contributors will earn less credit . N
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14C_f10_e01 - Chemistry 14C Fall 2010 Exam 1 Page 1 O H3C...

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