reagent 1 reagent 2 reagent 3 reagent 4 reagent 5 Reagent table A PCC, CH 2 Cl 2
ID: 888644 • Letter: R
Question
reagent 1
reagent 2
reagent 3
reagent 4
reagent 5
Reagent table
A
PCC, CH2Cl2
P
Na (s)
FF
CuBr
B
Na2Cr2O7, aq H2SO4
Q
HNO3, H2SO4
GG
CuCN
C
Mg (s)
R
NaNO2, HCl,H2O, cold
HH
HBF4
D
LiAlH4
S
HIO4
II
H3PO2
E
LiAlD4
T
H2, Pd
JJ
KNH2, NH3
F
NaBH4, HOCH3
U
D2, Pd
KK
KND2, ND3
G
NaBD4, DOCH3
W
H3O+, aqueous acid
(acid workup)
LL
CuI
H
O3
X
D2O
MM
SOCl2
I
OsO4, H2O2
Y
NaOH, H2O
NN
PBr3
J
Ethylene oxide
Z
NaOD, D2O
OO
formaldehyde
K
LDA
lithium diisopropyl amide
AA
Br2,FeBr3
PP
NaCN
L
NaOCH3, HOCH3
BB
Cl2,AlCl3
NaN3
M
NaOCH2CH3, HOCH2CH3
CC
HBr
RR
H2SO4
N
CO2
DD
HBr, peroxides
SS
NaBH3CN
O
HOCH2CH2OH,
p-toluene sulfonic acid (trace acid)
EE
KI
TT
NaBD3CN
reagent 1
reagent 2
reagent 3
reagent 4
reagent 5
Explanation / Answer
We can convert the bromo benzaldehyde to dueterated benzaldehyde by following four steps
(i) HOCH2CH2OH,p-toluene sulfonic acid (trace acid): For protecion of aldehydic group by formation of cyclic acetal.
(ii) Reagent C : Magnesium : it will give Grignard's reagent of the bromo benzene
(iii) Reagent X: D2O for reduction and replacent by dueterium
(iv) Reagents W: H3O+, aqueous acid (acid workup), for deprotection of aldehydic group by hydrolysis of acetal .
(v) No reagent
(vi) no reagent
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