c. One of your propagation steps should have created "HBr" as a product. Write the products of the reaction of HBr with NBS (no mechanism is needed, but hydrobromic acid and N-bromosuccinimide). you should write two products that result from the reaction of d. When this reaction is carried out using Br2 rather than NBS as the Br atom source another product forms from a reaction involving an ionic mechanism rather than a radical mechanism. This product has a molecular weight more than double the cyclohexene starting material. Draw this product showing all stereoisomers if applicable.

Organic Chemistry: A Guided Inquiry
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Author:Andrei Straumanis
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Chapter19: Eas: Electrophilic Aromatic Substitution
Section: Chapter Questions
Problem 19E
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parts c and d please
c. One of your propagation steps should have created "HBr" as a product.
Write the products of the reaction of HBr with NBS (no mechanism is
needed, but
hydrobromic acid and N-bromosuccinimide).
you
should write two products that result from the reaction of
d. When this reaction is carried out using Br2 rather than NBS as the Br atom
source another product forms from a reaction involving an ionic mechanism
rather than a radical mechanism. This product has a molecular weight more
than double the cyclohexene starting material. Draw this product showing
all stereoisomers if applicable.
Transcribed Image Text:c. One of your propagation steps should have created "HBr" as a product. Write the products of the reaction of HBr with NBS (no mechanism is needed, but hydrobromic acid and N-bromosuccinimide). you should write two products that result from the reaction of d. When this reaction is carried out using Br2 rather than NBS as the Br atom source another product forms from a reaction involving an ionic mechanism rather than a radical mechanism. This product has a molecular weight more than double the cyclohexene starting material. Draw this product showing all stereoisomers if applicable.
1. Consider the reaction scheme below
NBS
hv
a. Draw the major regioisomer resulting from monobromination of
cyclohexene with N-bromosuccinimide. If this major regioisomer is
produced as a mixture of stereoisomers, draw each stereoisomer and
indicate the relative amount of each stereoisomer (That is, if one
stereoisomer is formed preferentially label it is as "major." If both are formed
in equal amounts label each as "50%").
b. Draw an arrow pushing reaction mechanism for this reaction. You should
draw an initiation step, two propagation steps, and two possible termination
steps for the radical chain reaction and clearly label which step is which.
Your mechanism can use Br2 as the source of bromine radicals in the
initiation step that will be present as a minor, low concentration impurity in
the NBS.
36°F
Transcribed Image Text:1. Consider the reaction scheme below NBS hv a. Draw the major regioisomer resulting from monobromination of cyclohexene with N-bromosuccinimide. If this major regioisomer is produced as a mixture of stereoisomers, draw each stereoisomer and indicate the relative amount of each stereoisomer (That is, if one stereoisomer is formed preferentially label it is as "major." If both are formed in equal amounts label each as "50%"). b. Draw an arrow pushing reaction mechanism for this reaction. You should draw an initiation step, two propagation steps, and two possible termination steps for the radical chain reaction and clearly label which step is which. Your mechanism can use Br2 as the source of bromine radicals in the initiation step that will be present as a minor, low concentration impurity in the NBS. 36°F
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