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37794-15-3

Basic Information
CAS No.: 37794-15-3
Name: p-(methylsulphinyl)benzaldehyde
Article Data: 68
Molecular Structure:
Molecular Structure of 37794-15-3 (p-(methylsulphinyl)benzaldehyde)
Formula: C8H8 O2 S
Molecular Weight: 168.216
Synonyms: 4-(Methylsulfinyl)benzaldehyde;p-(Methylsulfinyl)benzaldehyde; p-Formylphenyl methyl sulfoxide
Density: 1.29g/cm3
Boiling Point: 348.7°Cat760mmHg
Flash Point: 164.7°C
PSA: 53.35000
LogP: 2.10220
Synthetic route
3446-89-7

4-(Methylthio)benzaldehyde

37794-15-3

p-methylsulfinylbenzaldehyde

Conditions
ConditionsYield
With phthaloyl peroxide In dichloromethane at 25℃; for 8h; Schlenk technique; chemoselective reaction;99%
Stage #1: 4-(Methylthio)benzaldehyde With aluminum (III) chloride In methanol; dichloromethane at 20℃; for 0.0166667h;
Stage #2: With [bis(acetoxy)iodo]benzene In methanol; dichloromethane at 20℃; for 12h;
99%
With nitric acid; phosphorus pentoxide; silica gel In water for 0.0833333h;97%
3446-90-0

4-(methylthio)benzyl alcohol

37794-15-3

p-methylsulfinylbenzaldehyde

Conditions
ConditionsYield
With iodic acid In N,N-dimethyl-formamide at 60℃; for 2h; Inert atmosphere;96%
With chromium(VI) oxide; sulfuric acid at 20℃; for 1h;90%

p-(methanesulfinyl)benzaldehyde dimethylacetal

37794-15-3

p-methylsulfinylbenzaldehyde

Conditions
ConditionsYield
With sulfuric acid In tetrahydrofuran for 1.5h; Ambient temperature;91%
3446-90-0

4-(methylthio)benzyl alcohol

A

37794-15-3

p-methylsulfinylbenzaldehyde

B

93183-64-3, 106732-70-1

(4-(methylsulfinyl)phenyl)methanol

Conditions
ConditionsYield
With sodium bromate; ammonium cerium(IV) nitrate; silica gel In dichloromethane at 20℃; for 0.5h;A 5%
B 75%
93033-60-4

(E)-4-(methylthio)benzaldehyde oxime

A

4-(methylsulfinyl)benzaldehyde oxime

B

37794-15-3

p-methylsulfinylbenzaldehyde

C

53147-98-1

4-(methylsulfonyl)benzaldehyde oxime

D

3446-89-7

4-(Methylthio)benzaldehyde

Conditions
ConditionsYield
With dihydrogen peroxide; bis(acetylacetonato)dioxidomolybdenum(VI) In acetone at 20℃; Product distribution; Further Variations:; Catalysts; Solvents;A 5%
B 3%
C 3%
D 60%
3446-90-0

4-(methylthio)benzyl alcohol

A

37794-15-3

p-methylsulfinylbenzaldehyde

B

3446-89-7

4-(Methylthio)benzaldehyde

Conditions
ConditionsYield
With 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical In n-heptane at 80℃; under 760.051 Torr; for 24h;A 21%
B 59%
With polystyrene-supported hypervalent iodine(V) reagent In 1,2-dichloro-ethane at 85℃; for 1h;
With N-(2-iodylphenyl)glutarylamide supported on amonomethylpolystyrene resin In 1,2-dichloro-ethane at 85℃; for 1h;A 7 %Spectr.
B 85 %Spectr.
3446-89-7

4-(Methylthio)benzaldehyde

A

5398-77-6

para-methanesulfonylbenzaldehyde

B

37794-15-3

p-methylsulfinylbenzaldehyde

Conditions
ConditionsYield
With dihydrogen peroxide at 50℃; for 4h;A 33%
B 53%
With potassium bromide In water; acetonitrile at 20℃; for 24h;
With C68H108N4O4*4H(1+)*Mo8O26(4-); dihydrogen peroxide In water; acetonitrile at 20℃; for 0.666667h; Overall yield = 78 %;
With oxygen; isobutyraldehyde In acetonitrile for 10h; Overall yield = 95.6 percent;
3446-90-0

4-(methylthio)benzyl alcohol

A

37794-15-3

p-methylsulfinylbenzaldehyde

B

93183-64-3, 106732-70-1

(4-(methylsulfinyl)phenyl)methanol

C

3446-89-7

4-(Methylthio)benzaldehyde

Conditions
ConditionsYield
With 1-iodyl-2-butoxybenzene In acetonitrile for 15h; Heating;A 16%
B 46%
C 32%
With 4-(2-iodylphenoxy)butanoylaminomethylated polystyrene In 1,2-dichloro-ethane for 3h; Heating;
65935-99-1

4-Methanesulfinyl-thiobenzoic acid S-p-tolyl ester

37794-15-3

p-methylsulfinylbenzaldehyde

Conditions
ConditionsYield
In benzene Irradiation;
1442-06-4

4-(methylthio)benzoyl chloride

37794-15-3

p-methylsulfinylbenzaldehyde

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: Py
2: aq. H2O2
3: benzene / Irradiation
View Scheme
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