SN2 reactions that involve substitution at a chirality configuration of one molecule to another, because we know the SN2 reaction will os with inversion. (a) Illustrate how this is true by assigning R,S configurations to the 2-chlorobutane enantiomers based on the following data. [The configuration of (-)-2-butanol is give in Section 5.8C.] HO (+)-2-Chlorobutane (-)-2-Butanol SN2 [a]3 = +36.00 (Enantiomerically pure) [a = -13.52 (Enantiomerically pure) %3D (b) When enantiomerically pure (+)-2-chlorobutane is allowed to react with potassiu iodide in acetone in an SN2 reaction, the 2-iodobutane that is produced has a minus optical rotation. What is the configuration of (-)-2-iodobutane? Of (+)-2-iodobutan

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• PRACTICE PROBLEM 6.6 S 2 reactions that involve substitution at a chirality center can be used to relate the
configuration of one molecule to another, because we know the SN2 reaction will occur
with inversion.
(a) Illustrate how this is true by assigning R,S configurations to the 2-chlorobutane
enantiomers based on the following data. [The configuration of (-)-2-butanol is given
in Section 5.8C.]
HO-
(+)-2-Chlorobutane
(-)-2-Butanol
SN2
[a]3 = +36.00
(Enantiomerically pure)
[a] = -13.52
(Enantiomerically pure)
noin
(b) When enantiomerically pure (+)-2-chlorobutane is allowed to react with potassium
iodide in acetone in an SN2 reaction, the 2-iodobutane that is produced has a minus
optical rotation. What is the configuration of (-)-2-iodobutane? Of (+)-2-iodobutane?
Transcribed Image Text:• PRACTICE PROBLEM 6.6 S 2 reactions that involve substitution at a chirality center can be used to relate the configuration of one molecule to another, because we know the SN2 reaction will occur with inversion. (a) Illustrate how this is true by assigning R,S configurations to the 2-chlorobutane enantiomers based on the following data. [The configuration of (-)-2-butanol is given in Section 5.8C.] HO- (+)-2-Chlorobutane (-)-2-Butanol SN2 [a]3 = +36.00 (Enantiomerically pure) [a] = -13.52 (Enantiomerically pure) noin (b) When enantiomerically pure (+)-2-chlorobutane is allowed to react with potassium iodide in acetone in an SN2 reaction, the 2-iodobutane that is produced has a minus optical rotation. What is the configuration of (-)-2-iodobutane? Of (+)-2-iodobutane?
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