Sample Quiz 3 - name Page 1 of 2 1 Draw a line structure...

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name ______________________________ Page 1 of 2 1. Draw a line structure of (2R,3S)-2-chloro-3-bromobutane. Draw a Fisher projection of the same molecule. (4 pts) 2. Draw all possible stereoisomeric products for the following reactions. What is the stereochemical relationship of the products? (8 pts) H 3 C H 1) OsO 4 2) NaHSO 3 optically active 1) Hg(OAc) 2 , H 2 O 2) NaBH 4 3. 0.100 Grams of an optically active substance with a molecular weight of 500 was dissolved in 10 mL of methanol. The optical rotation of the sample was measured at 589 nm (the D-line of a sodium lamp and 25 °C through a 1 dm pathlength and determined to be - 0.50. Calculate the specific rotation of the substance. Give the proper symbol for the specific rotation under these conditions. (5 pts)
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name ______________________________ Page 2 of 2 4. Give the product(s) for the following reaction. (8 pts) NBS, h n CH 3 give all products Br 2 , h n CH 3 Give the major product ____________________________________________________________________________________ Problem 1:________ (4 pts) 2:________ (8 pts) 3:________ (5 pts) 4:________ (8 pts) Total out of 25: _________
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name ______________________________ Page 3 of 2 1. Provide all possible resonance structures for the allyl and pentadienyl radicals shown below.
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