The product in the following reaction is formed as a result of a 1,2-methyl shift from the initially formed 2° carbocation. Which intermediate correctly illustrates that carbocation rearrangement? 5. H,SO, H,O OH2

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5.
The product in the following reaction is formed as a result of a 1,2-methyl shift from
the initially formed 2° carbocation. Which intermediate correctly illustrates that
carbocation rearrangement?
H,SO,
H,O
OH
OH2
(а)
(b)
(c)
(d)
6. When HBr is added to 1-butene (as shown in the following reaction equation) the
newly formed stereocenter must be a racemic mixture of both R & S forms
because (a) 1-butene forms a 1° carbocation, (b) the intermediate 2° carbocation
can be attacked from either face, (c) the intermediate 2° carbocation rearranges
by 1,2 -hydride shifts before the Br- attacks, (d) the two products are achiral
:Brt
CH CH
CH,
(S)-2-bromobutane
HBr
CH,
Planar carbocation
CH CH
CH,CH
:Bet
CH
:Be:
(R)-2-bromobutane
7. In the reaction shown below which converts an alkene to an alcohol, what species
acts as the nucleophile in the reaction with the carbocation intermediate?
(a) a sulfuric acid molecule, (b) a hydronium ion (c) a neutral water molecule,
(d) the C=C of the alkene.
slow
R-CH=CH2 + H-OSO3H
R-CHCH3
H20
R-CHCH3
R-CHCH3 + H3O:
SHCHS
HO:
H-
Transcribed Image Text:5. The product in the following reaction is formed as a result of a 1,2-methyl shift from the initially formed 2° carbocation. Which intermediate correctly illustrates that carbocation rearrangement? H,SO, H,O OH OH2 (а) (b) (c) (d) 6. When HBr is added to 1-butene (as shown in the following reaction equation) the newly formed stereocenter must be a racemic mixture of both R & S forms because (a) 1-butene forms a 1° carbocation, (b) the intermediate 2° carbocation can be attacked from either face, (c) the intermediate 2° carbocation rearranges by 1,2 -hydride shifts before the Br- attacks, (d) the two products are achiral :Brt CH CH CH, (S)-2-bromobutane HBr CH, Planar carbocation CH CH CH,CH :Bet CH :Be: (R)-2-bromobutane 7. In the reaction shown below which converts an alkene to an alcohol, what species acts as the nucleophile in the reaction with the carbocation intermediate? (a) a sulfuric acid molecule, (b) a hydronium ion (c) a neutral water molecule, (d) the C=C of the alkene. slow R-CH=CH2 + H-OSO3H R-CHCH3 H20 R-CHCH3 R-CHCH3 + H3O: SHCHS HO: H-
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