Midterm-1 Ochem Ternansky

Midterm-1 Ochem Ternansky - Chemistry 140A Fall, 2010 First...

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Chemistry 140A TOTAL POSSIBLE: 250 Fall, 2010 POINTS MISSED: - 0 First Midterm Exam-250 points 10/19/10 TOTAL: 250 DO NOT OPEN THIS EXAM UNTIL INSTRUCTED TO DO SO. ....FILL OUT THE FOLLOWING INFORMATION NOW : . LAST NAME (Print): KEY FIRST NAME (Print): Ima PID: __________________________________________________ SIGNATURE: __________________________________________ ID checker initials: ____________________ If you wish to have any answers considered for a re-grade, your exam must be completed in INK .
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1. (38 points) The molecule shown below is taxol, an anticancer agent isolated from the Pacific yew tree. Answer the questions that follow regarding taxol. O O H O O O OH O HO O O O O N H O OH 1 2 Fill in the table below by listing all the functional groups present in taxol in alphabetical order . Do NOT list “alkane” as a functional group. (NOTE: the number of rows does not necessarily correlate with the correct number of answers). Functional Group Name (list alphabetically) ALCOHOL (2 pts) ALKENE (2 pts) AMIDE (2 pts) AROMATIC (2 pts) ESTER (2 pts) ETHER (2 pts) KETONE (2 pts)
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The total number of pi bonds in taxol is: 16 (3 pts) The total number of methylene carbons in taxol is: 3 (3 pts) The total number of primary carbons in taxol is: 6 (3 pts) The total number of sites of unsaturation in taxol is: 23 (3 pts) The total number of lone electron pairs in taxol is: 29 (3 pts) The bond between carbons labeled 1 and 2 in taxol is made up of the overlap of the following orbitals: sp 2 and sp 3 ( 6 pts) Which of the following characteristic IR stretching frequencie(s) (expressed in approximate wavenumbers) would NOT be observed in the IR spectrum of taxol? (circle all correct answer(s): (3 pts) 3000 cm -1 2200 cm -1 1720 cm -1 1650 cm -1 2. (21 points) Consider the molecule in the box below. There are 5 resonance
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This note was uploaded on 12/13/2010 for the course OCHEM 140A taught by Professor Ternansky during the Fall '10 term at UCSD.

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Midterm-1 Ochem Ternansky - Chemistry 140A Fall, 2010 First...

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