bre The reaction sequence shown in Scheme 5 demonstrates the synthesis of a substituted benzene derivative Q. wolsd works 2 NH2 NaNO2, HCI (apexe) 13× (1 HNO3, H2SO4 C6H5CIN2 0°C HOTE CHINO₂ N O *O₂H ( PO Q Я Scheme 5 2 bag abouoqmics to sounde odi WEIC (i) Draw the structure of intermediate O. [2 marks] to noitsmot od: tot meinedogm, noit so oft listsb ni zaupaib bas wa (ii) Draw the mechanism for the transformation of aniline N to intermediate O. Spoilage (b) [6 marks] (iii) Identify the reagent X used to convert compound O to the iodinated compound [tom E P. vueimado oilovonsa ni moitos nolisbnolov ayd toes ai tedw nisiqx (iv) Identify the possible structures of compound Q. [2 marks] [2 marks] [shom 2] (v) bus noires goiribbeolovo xnivollot adj to subora sidab Draw the mechanism for the transformation of intermediate P to compound Q. [5 marks] vi (vi) Account for the regiochemical outcome observed in the reaction forming compound Q. [3 marks]
bre The reaction sequence shown in Scheme 5 demonstrates the synthesis of a substituted benzene derivative Q. wolsd works 2 NH2 NaNO2, HCI (apexe) 13× (1 HNO3, H2SO4 C6H5CIN2 0°C HOTE CHINO₂ N O *O₂H ( PO Q Я Scheme 5 2 bag abouoqmics to sounde odi WEIC (i) Draw the structure of intermediate O. [2 marks] to noitsmot od: tot meinedogm, noit so oft listsb ni zaupaib bas wa (ii) Draw the mechanism for the transformation of aniline N to intermediate O. Spoilage (b) [6 marks] (iii) Identify the reagent X used to convert compound O to the iodinated compound [tom E P. vueimado oilovonsa ni moitos nolisbnolov ayd toes ai tedw nisiqx (iv) Identify the possible structures of compound Q. [2 marks] [2 marks] [shom 2] (v) bus noires goiribbeolovo xnivollot adj to subora sidab Draw the mechanism for the transformation of intermediate P to compound Q. [5 marks] vi (vi) Account for the regiochemical outcome observed in the reaction forming compound Q. [3 marks]
Chapter16: Chemistry Of Benzene: Electrophilic Aromatic Substitution
Section16.SE: Something Extra
Problem 70AP
Related questions
Question
![bre
The reaction sequence shown in Scheme 5 demonstrates the synthesis of a
substituted benzene derivative Q.
wolsd works 2
NH2
NaNO2, HCI
(apexe) 13× (1
HNO3, H2SO4
C6H5CIN2
0°C
HOTE
CHINO₂
N
O
*O₂H (
PO
Q
Я
Scheme 5
2 bag abouoqmics to sounde odi WEIC
(i)
Draw the structure of intermediate O.
[2 marks]
to noitsmot od: tot meinedogm, noit so oft listsb ni zaupaib bas wa
(ii) Draw the mechanism for the transformation of aniline N to intermediate O.
Spoilage
(b)
[6 marks]
(iii) Identify the reagent X used to convert compound O to the iodinated compound
[tom E
P.
vueimado oilovonsa ni moitos nolisbnolov ayd toes ai tedw nisiqx
(iv) Identify the possible structures of compound Q.
[2 marks]
[2 marks]
[shom 2]
(v)
bus noires goiribbeolovo xnivollot adj to subora sidab
Draw the mechanism for the transformation of intermediate P to compound Q.
[5 marks]
vi
(vi) Account for the regiochemical outcome observed in the reaction forming
compound Q.
[3 marks]](/v2/_next/image?url=https%3A%2F%2Fcontent.bartleby.com%2Fqna-images%2Fquestion%2Fe08a9665-474d-47f9-bc0d-3a306ba181d9%2F0ca5b5cd-c271-4c7a-beae-63310e6ebaf8%2Frph6m3e_processed.jpeg&w=3840&q=75)
Transcribed Image Text:bre
The reaction sequence shown in Scheme 5 demonstrates the synthesis of a
substituted benzene derivative Q.
wolsd works 2
NH2
NaNO2, HCI
(apexe) 13× (1
HNO3, H2SO4
C6H5CIN2
0°C
HOTE
CHINO₂
N
O
*O₂H (
PO
Q
Я
Scheme 5
2 bag abouoqmics to sounde odi WEIC
(i)
Draw the structure of intermediate O.
[2 marks]
to noitsmot od: tot meinedogm, noit so oft listsb ni zaupaib bas wa
(ii) Draw the mechanism for the transformation of aniline N to intermediate O.
Spoilage
(b)
[6 marks]
(iii) Identify the reagent X used to convert compound O to the iodinated compound
[tom E
P.
vueimado oilovonsa ni moitos nolisbnolov ayd toes ai tedw nisiqx
(iv) Identify the possible structures of compound Q.
[2 marks]
[2 marks]
[shom 2]
(v)
bus noires goiribbeolovo xnivollot adj to subora sidab
Draw the mechanism for the transformation of intermediate P to compound Q.
[5 marks]
vi
(vi) Account for the regiochemical outcome observed in the reaction forming
compound Q.
[3 marks]
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