chapter 4k - Homework problems Chapter 4 1. In your...

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Homework problems –Chapter 4 1. In your textbook (Organic Chemistry by Maitland Jones, Jr): 4.32-4.37; 4.40-4.50. See your solutions manual for answers to these problems. 2. Draw out the structures and indicate with an asterisk the stereogenic carbons in each of the following molecules. (a) (E)-4-methyl-2-hexene (b) 4-methyl-1-pentene (c) 3-methylcyclohexene (d) (Z)-4-methyl-2-pentene * * (a) (b) (c) (d) 3. How many stereocenters are there in 3,4,5,6-tetramethyl-4- octene? Show all of the carbon stereocenters in the structure of this compound * * * E-isomer Z-isomer There are two stereocenters in 3,4,5,6-tetramethyl-4-octene (the two possible isomers are shown).
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4. Identify all of the stereocenters in each of the following structures Et C CH 3 H 3 C C NH 2 CH 2 OH CH 3 CH 3 OH HO a. b. c. d. e. H * H * * * * * * * * * * none present * 5. Give the configuration of each stereocenter in the following compounds O H 2 C CH 2 H 3 C OCH 3 CH 3 H 3 C - O OCH 3 P + EtO Me 2 N a. b. c. meso -3,4-dimethylhexane
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O H 2 C CH 2 H 3 C OCH 3 CH 3 H 3 C - O OCH 3 P + EtO Me 2 N a. b. * * (1) (2) (3) (4) S -configuration (1) (2) (3) (4) R -configuration O - H 3 CO P + NMe 2 OEt * (1) (2) (3) (4) 180˚ rotation clockwise Me H H S Me R R Me Me H H mirror plane or plane of symmetry point of symmetry (2) (3) (4) (2) (3) (4) (3) (2) (4)
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This note was uploaded on 03/15/2011 for the course CHE 215 taught by Professor Aboyousef during the Spring '11 term at American University of Sharjah.

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chapter 4k - Homework problems Chapter 4 1. In your...

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