Concept Check No. 5. (Problem 7.30) Chemical degradation of chlorophyll gives a number of substances including phytol. The constitution of phytol is given by the name 3,7,11,15-tetramethyl-2-hexadecen-1-ol. How many stereoisomers have this constitution? Identify the configurations of the stereogenic centers and the double bond of each stereoisomer. Hint: There are two stereogenic centers (*C-7 & *C-11) and a double bond. See phytol structure below. Phytol (3,7,11,15-tetramethyl-2-hexadecen-1-ol): HOCH,CH=ÇCH,CH,CH,CHCH,CH,CH,CHCH,CH,CH,CHCH, ČH; ČH; ČH, ČH3 3,7,11,15-Tetramethyl-2-hexadecen-1-ol Answers: Each answer has 3 characters, the 1st one must be either E or Z and the 2nd & 3rd must either be R or S. Give in any order for the 8 stereoisomers. Isomer 1: Isomer 2: Isomer 3: Isomer 4: Isomer 5: Isomer 6: Isomer 7: Isomer 8:

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Concept Check No. 5. (Problem 7.30)
Chemical degradation of chlorophyll gives a number of substances
including phytol. The constitution of phytol is given by the name
3,7,11,15-tetramethyl-2-hexadecen-1-ol.
How many stereoisomers have this constitution? Identify the
configurations of the stereogenic centers and the double bond of each
stereoisomer.
Hint: There are two stereogenic centers (*C-7 & *C-11) and a double
bond. See phytol structure below.
Phytol (3,7,11,15-tetramethyl-2-hexadecen-1-ol):
HOCH,CH=CH,CH,CH,CHCH,CH,CH,CHCH,CH,CH,CHCH,
ČH3
ČH3
ČH3
3,7,11,15-Tetramethyl-2-hexadecen-l-ol
Answers: Each answer has 3 characters, the 1st one must be
either E or Z and the 2nd & 3rd must either be R or S. Give in
any order for the 8 stereoisomers.
Isomer 1:
Isomer 2:
Isomer 3:
Isomer 4:
Isomer 5:
Isomer 6:
Isomer 7:
Isomer 8:
Transcribed Image Text:Concept Check No. 5. (Problem 7.30) Chemical degradation of chlorophyll gives a number of substances including phytol. The constitution of phytol is given by the name 3,7,11,15-tetramethyl-2-hexadecen-1-ol. How many stereoisomers have this constitution? Identify the configurations of the stereogenic centers and the double bond of each stereoisomer. Hint: There are two stereogenic centers (*C-7 & *C-11) and a double bond. See phytol structure below. Phytol (3,7,11,15-tetramethyl-2-hexadecen-1-ol): HOCH,CH=CH,CH,CH,CHCH,CH,CH,CHCH,CH,CH,CHCH, ČH3 ČH3 ČH3 3,7,11,15-Tetramethyl-2-hexadecen-l-ol Answers: Each answer has 3 characters, the 1st one must be either E or Z and the 2nd & 3rd must either be R or S. Give in any order for the 8 stereoisomers. Isomer 1: Isomer 2: Isomer 3: Isomer 4: Isomer 5: Isomer 6: Isomer 7: Isomer 8:
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