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香 港 中 文 大 學
The Chinese University of Hong Kong
Course Examination 2nd Term, 2011-2012
科目編號及名稱
Course Code & Title : CHEM1280 Introduction to Organic Chemistry & Biomolecules
Time allowed 時間: 2 hours 小時 0 minutes 分鐘
5. Lysine and arginine are two of the 20 natural amino acids that form proteins. The side
chain structures and pKa values of lysine and arginine are shown below. (11 points)
Lysine Arginine
6. As shown below, adenosine can be hydrolyzed readily by aqueous acid to D-ribose and
adenine. (14 points)
1) Propose a reasonable mechanism for the following reaction using the curved arrows to
show the flow of electrons.
2) Draw the Fischer projection for the open-chain form of D-ribose.
3) Draw the pyranose form of D-ribose in a chair conformation.
Course Code : CHEM1280 Page 3 of 3
Section 2. Choose Three questions only from this section to answer. Please indicate the
questions you want to be graded by circling the question number. If you answer all the four
questions in this section, only the first three answers will be graded. (10 points for each
question and 30 points totally for this section)
1) Propose a reasonable mechanism for this reaction using the curved arrows to show the
flow of electrons.
2) Barbital is weakly acidic with pKa of 7.4. Briefly explain why barbital is acidic.
10. Shown below is the synthesis of Bisphenol A from phenol and acetone. Propose a
reasonable mechanism for this reaction using the curved arrows to show the flow of
electrons.