14C_f08_e02

14C_f08_e02 - C h e m is t r y 1 4 C F a ll 2 0 0 8 E xa m...

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Chemistry 14C Fall 2008 Exam 2 Page 1 For any question on this exam worth three or more points, you have two choices: answer the question as written or you may write and circle the phrase “one point”. If you write “one point” you will receive one point (and only one point) of credit for the question. “One point” overrides anything you have written for that question, regardless of its accuracy. Example: (10) Briefly explain everything about organic chemistry. In questions 1-8 we explore selected aspects of the spectroscopy of cocaine, whose structure is shown here. Its molecular formula is C 17 H 21 NO 4 . 1. (4) Write numbers in the blanks. Calculate; do not estimate or guess . In the mass spectrum of cocaine, when M is set at 100%, the intensity of M+1 is ___________ (one decimal place) and the intensity of M+2 is ___________ (an integer). 2. (3) In the mass spectrum of cocaine, a peak at m/z = 303 corresponds to (circle all that apply): (a) M (b) M+1 (c) M+2 (d) A molecular ion (e) A fragment (f) A base peak (g) An ion that does not contain 13 C (j) None of these 3. (2) Cocaine (R 3 N) is a base (hence the term ‘free base’ for some forms of cocaine) which can react with an acid (HX) to form a salt (R 3 NH + X - ). The mass spectrum of a cocaine salt was found to have M at m/z = 339. Therefore the acid that was reacted with cocaine is (circle one or more): HF HCl HBr HI H 2 SO 4 H 3 PO 4 CH 3 COOH None of these 4. (3) Circle the name(s) of the following analgesics (pain suppressing drugs) that have significant peaks in zone 1 of their IR spectra.
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14C_f08_e02 - C h e m is t r y 1 4 C F a ll 2 0 0 8 E xa m...

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