One of 7.74 There are two stereoisomers of 1-tert-butyl-4-chloro-cyclohexane. these isomers reacts with sodium ethoxide in an E2 reaction that is 500 times faster than the reaction of the other isomer. Identify the isomer that reacts faster, and explain the difference in rate for these two isomers.
Electronic Effects
The effect of electrons that are located in the chemical bonds within the atoms of the molecule is termed an electronic effect. The electronic effect is also explained as the effect through which the reactivity of the compound in one portion is controlled by the electron repulsion or attraction producing in another portion of the molecule.
Drawing Resonance Forms
In organic chemistry, resonance may be a mental exercise that illustrates the delocalization of electrons inside molecules within the valence bond theory of octet bonding. It entails creating several Lewis structures that, when combined, reflect the molecule's entire electronic structure. One Lewis diagram cannot explain the bonding (lone pair, double bond, octet) elaborately. A hybrid describes a combination of possible resonance structures that represents the entire delocalization of electrons within the molecule.
Using Molecular Structure To Predict Equilibrium
Equilibrium does not always imply an equal presence of reactants and products. This signifies that the reaction reaches a point when reactant and product quantities remain constant as the rate of forward and backward reaction is the same. Molecular structures of various compounds can help in predicting equilibrium.
 alt="7.74 There are two stereoisomers of 1-tert-butyl-4-chloro-cyclohexane. One of
these isomers reacts with sodium ethoxide in an E2 reaction that is 500 times
faster than the reaction of the other isomer. Identify the isomer that reacts faster,
and explain the difference in rate for these two isomers.
7.75 Substitution vs. Elimination: Identify the major and minor product(s) for
each of the following reactions:
i
?
a.
b.
C.
d.
8.
h.
k.
Answer
Br
Br
OH
Br
Br
Br
Br
1-BUOK
NaOH
NaOEt
NaOEt
OTS
NaOH
?
?
NaOEt
EtOH
1-BUOK
NaOEt
EtOH
NaOMe
?
conc. H₂SO4
Heat
NaCl
DMSO
?
?
?
?
?
?
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