Question

10) You are tasked with preparing a variety of asymmetrically-substituted verdazyl radical derivatives for a study on active materials in memristors. The preparation of this library of compounds starts by the preparation of key intermediate D, which can be further derivatized in subsequent steps. You need to prepare 20.0 grams of this intermediate D. (5 pts) a) Considering the expected yields of both reactions, fill the reagent table below. The equivalents for each reaction are provided in regards to A and C, respectively. N NH$_2$ Cat. H$_2$SO$_4$ NEt$_3$ EtOH 89.0% yield CH$_2$Cl$_2$/EtOAc 68.0% yield B C D Reagents A B H$_2$SO$_4$ C COCI$_2$ NEt$_3$ D Molar Mass 101.1 122.17 106.12 108.97 210.28 98.91 272.73 (g/mol) 9 Density Concentratio 1.04 g/mL 18 M 15 wt% (0.924 g/mL) 0.726 g/mL n Volume (mL) Mass (g) 20.0 mmols Equivalents 1.00 1.05 .0500 1.00 1.10 1.50 b) For the first reaction, the concentration of tolylhydrazine (A) in ethanol should be 1.25 M. For the second reaction, the solvent is a 2:1 mixture (by volume) of benzene and ethyl acetate; the concentration of the intermediate (C) in this solvent should be 0.22 M. What are the volume of ethanol, benzene and ethyl acetate (in mL, to the closest integer) required for the reactions?

          10) You are tasked with preparing a variety of asymmetrically-substituted verdazyl radical
derivatives for a study on active materials in memristors. The preparation of this library of
compounds starts by the preparation of key intermediate D, which can be further
derivatized in subsequent steps. You need to prepare 20.0 grams of this intermediate D. (5
pts)
a) Considering the expected yields of both reactions, fill the reagent table below. The
equivalents for each reaction are provided in regards to A and C, respectively.
N
NH$_2$
Cat. H$_2$SO$_4$
NEt$_3$
EtOH
89.0% yield
CH$_2$Cl$_2$/EtOAc
68.0% yield
B
C
D
Reagents
A
B
H$_2$SO$_4$
C
COCI$_2$
NEt$_3$
D
Molar Mass
101.1
122.17
106.12
108.97
210.28
98.91
272.73
(g/mol)
9
Density
Concentratio
1.04
g/mL
18 M
15 wt%
(0.924 g/mL)
0.726
g/mL
n
Volume (mL)
Mass (g)
20.0
mmols
Equivalents
1.00
1.05
.0500
1.00
1.10
1.50
b) For the first reaction, the concentration of tolylhydrazine (A) in ethanol should be 1.25
M. For the second reaction, the solvent is a 2:1 mixture (by volume) of benzene and
ethyl acetate; the concentration of the intermediate (C) in this solvent should be 0.22
M. What are the volume of ethanol, benzene and ethyl acetate (in mL, to the closest
integer) required for the reactions?

10) You are tasked with preparing a variety of asymmetrically-substituted verdazyl radical
derivatives for a study on active materials in memristors. The preparation of this library of
compounds starts by the preparation of key intermediate D, which can be further
derivatized in subsequent steps. You need to prepare 20.0 grams of this intermediate D. (5
pts)
a) Considering the expected yields of both reactions, fill the reagent table below. The
equivalents for each reaction are provided in regards to A and C, respectively.
N
NH2
Cat. H2SO4
NEt3
EtOH
89.0% yield
CH2Cl2/EtOAc
68.0% yield
B
C
D
Reagents
A
B
H2SO4
C
COCI2
NEt3
D
Molar Mass
101.1
122.17
106.12
108.97
210.28
98.91
272.73
(g/mol)
9
Density
Concentratio
1.04
g/mL
18 M
15 wt%
(0.924 g/mL)
0.726
g/mL
n
Volume (mL)
Mass (g)
20.0
mmols
Equivalents
1.00
1.05
.0500
1.00
1.10
1.50
b) For the first reaction, the concentration of tolylhydrazine (A) in ethanol should be 1.25
M. For the second reaction, the solvent is a 2:1 mixture (by volume) of benzene and
ethyl acetate; the concentration of the intermediate (C) in this solvent should be 0.22
M. What are the volume of ethanol, benzene and ethyl acetate (in mL, to the closest
integer) required for the reactions?

Added by Willie G.

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