final 2006 - Last Name First Name (Please Print Clearly)...

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1 Last First Name Name Question 1. (Please Print Clearly) 2. I.D. number 3. Organic Chemistry 2301 Final Exam, May 12, 2006 4. Professor Gary R. Gray 5. Please answer all questions in the space provided. 6. You may use a calculator but not molecular models or any notes . 7. The exam must be taken in ink in order to be submitted 8. for re-grading. 9. Total 1. ( 20 points, 10 each ) Give the structures of the compounds whose molecular formulas and 1 H-NMR spectra are given below and assign each of the resonances to specific hydrogens by placing the indicated letters by the appropriate hydrogens in your structure. The spectra are referenced to tetramethylsilane (TMS) set at 0.00 ppm and relative integral values are indicated. Typical values for proton chemical shifts are given on page 12. a. C 7 H 14 O (NMR spectrum only) 0 1 2 3 PPM c quartet J=7 Hz 2 H a triplet J=7 Hz 3 H b singlet 9 H C 7 H 14 O
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2 Question 1, continued b. C 10 H 12 O 2 (NMR and IR spectra; see p. 12 for IR stretching frequencies). 0 1 2 3 4 5 6 7 8 9 PPM a triplet, J=7 Hz 3 H b singlet 3 H c quartet, J=7 Hz 2 H d doublet, J=8 Hz 2 H e doublet, J=8 Hz 2 H C 10 H 12 O 2 4000 3000 2000 1500 1000 500 WAVENUMBER, cm -1 100 50 0 TRANSMITTANCE, %
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3 2. A 4.000 g sample of 2-butanol diluted to 5.000 mL in ethanol was found to give a rotation ( α ) of – 3.780 º when measured at the sodium D-line at 25 ºC in a 5.00 cm cell.
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This note was uploaded on 10/30/2011 for the course CHEM 2301 taught by Professor Gao during the Spring '07 term at Minnesota.

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final 2006 - Last Name First Name (Please Print Clearly)...

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