DATA FOR EXERCISE 4

Table 4.1. Observations on the synthesis of cis-MoO2(S2CNEt2)2.

Reagents/Actions Taken Observations
NaOH + distilled H2O clear colorless solution
+ diethylamine clear colorless solution
+ CS2 formation of globular solids
After swirling for 5 minutes yellow solution
+ sodium molybdate(VI) dihydrate yellow solution
+ conc. HCl formation of brown solids
Filtration ---
Filtrate green lliquid
Residue yellow to light brown precipitate
Washing of residue w/ distilled H2O yellow to light brown precipitate
Washing of residue w/ ethanol yellow to light brown precipitate
Dried residue yellow to light brown precipitate
cis-MoO2(S2CNEt2)2 yellow to light brown precipitate

Table 4.2. Percent yield of cis MoO2(S2CNEt2)2.

Parameter Value
Mass of Na2MoO4 used 0.5779
Mass of watchglass + filter paper + product, g 35.9576
Mass of watchglass + filter paper, g 35.4214
Mass of product, g 0.5362
Theoretical yield of product, g 1.01386
Percentage yield, % 52.88698637

Table 4.3. Observations on the synthesis of compound P.

Reagents/Actions Taken Observations
cis-MoO2(S2CNEt2)2 + dichloromethane Yellow-brown powder
Filtration 1 ---
Filtrate 1 Burgundy solution
Residue 1 Red-purple solids
Filtrate +PPh3 Black solution
Swirl and stand for 15min Dark purple mixture
Filtration 2 ---
Filtrate 2 Light purple solution
Residue 2 Black crystalline solid
Washing of residue with methanol Black crystalline solid
Drying of residue Black crystalline solid
Dried product P Dark purple crystalline solid
Table 4.4. Observation on the synthesis of compound R.
Reagents/Actions Taken Observations
yellow brown solid and
Cis-MoO2(S2CNEt2)2 + PPh3
white solid pellet mixture
+ 1,2-dichloroethane dark violet mixture
During reflux for 15 minutes mixture became red violet in color
After reflux red violet solution
+ cold ethanol red violet mixture
Filtration ---
Filtrate violet liquid
Residue red violet solids
Washing of residue with ethanol red violet solids
Washing of residue with diethyl ether red violet solids
Dried product R red solids

Table 4.5. Observations on the synthesis of compound Y.

Reagents/Actions Taken Observations
cis-MoO2(SCNEt2)2 + acetone
Filtration 1
Filtrate 1
Residue 1
Filtrate 1 + 12 M HCl
After swirling
After standing in ice bath
Filtration 2
Filtrate 2
Residue 2
After washing with acetone
Product
Table 4.6. Infrared spectroscopy analysis of cis-MoO2(S2CNEt2)2, P, R, and Y.
Peak assignment
Compound Assignment
(cm-1)
1500 C-N stretch
900 Symmetric O=Mo=O vibration
cis-MoO2(S2CNEt2)2
880 Asymmetric O=Mo=O vibration
480 Mo-S vibration
1500 s C-N stretch
1440 s C-N stretch
Purple compound 1280 m N-R stretch
(P) 1010 w C-S stretch
940 s Mo=O stretch
420 w Mo-S stretch
1520 s C-N stretch
1440 m N-R stretch
Red compound
1280 m N-R stretch
(R)
1000 w C-S stretch
960 s Mo=O vibration
1540 s C-N stretch
1290 m N-R stretch
Yellow compound
1000 w C-S stretch
(Y)
950 m Mo=O vibration
580 w Mo-S vibration

Table 4.7. H1NMR analysis of cis MoO2(S2CNEt2)2, P, R, and Y.

Compound , ppm Multiplicity Assignment # of H

1.25 Triplet -CH3 12

cis-MoO2(S2CNEt2)2
3.80 Quartet -CH2- 8
P - - - -
1.38 Triplet -CH3 12
R 3.87 Multiplet -CH2-*
8
3.93 Multiplet -CH2-*
1.42 Triplet -CH3 12
Y
3.90 Multiplet -CH2-* 8
*diasteriomers
Table 4.8. MS analysis for cis MoO2(S2CNEt2)2, P, R, and Y.
P R Y
m/Z = 832 m/Z = 410 m/Z = 480
Atom
# of # of
Mass, g Mass, g Mass, g # of Atoms
Atoms Atoms
C 28.75 20 29.34 10 24.95 10
H 4.85 40 5.00 20 4.26 20
N 6.65 4 6.90 2 5.75 2
S 30.85 8 31.25 4 26.54 4
Cl - - - - 14.86 2
Mo 23.0625 2 23.40 1 19.9875 1
O 5.835 3 4.11 1 3.6525 1
Molecular
Mo2O3(S2CNEt2)4 MoO(S2CNEt2)2 MoOCl2(S2CNEt2)2
Formula

Table 4.9. Data for the percentage yield of compounds P, R and Y.

Compound
P R Y
Mass of watchglass + filter paper +
33.6330 44.6895 44.5125
product, g

Mass of watchglass + filter paper, g 33.5003 44.4113 44.4998

Mass of product, g 0.1327 0.2782 0.0127
Theoretical yield of product, g 0.3324089307 0.3192934921 0.1919895496
Percentage yield, % 39.92070842 87.12986857 6.614943378

Table 4.10. Observations for the oxygen transfer chemistry.

Test tube Reagents/ Action Taken Observations
cis MoO2(S2CNEt2)2+ CH2Cl2 canary yellow solution
1 R + CH2Cl2 pink solution
Resulting Mixture dark red solution
cherry red solution to
2 R+ CH2Cl2 exposed in air
dark cherry red solution
R+ CH2Cl2 clear dark red liquid
3 R+ CH2Cl2 + H2O2 yellow solution
+excess PPh3 lighter cherry red solution