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CAS No.: | 37794-15-3 |
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Name: | p-(methylsulphinyl)benzaldehyde |
Article Data: | 68 |
Molecular Structure: | |
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 |
4-(Methylthio)benzaldehyde
p-methylsulfinylbenzaldehyde
Conditions | Yield |
---|---|
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% |
4-(methylthio)benzyl alcohol
p-methylsulfinylbenzaldehyde
Conditions | Yield |
---|---|
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-methylsulfinylbenzaldehyde
Conditions | Yield |
---|---|
With sulfuric acid In tetrahydrofuran for 1.5h; Ambient temperature; | 91% |
4-(methylthio)benzyl alcohol
A
p-methylsulfinylbenzaldehyde
B
(4-(methylsulfinyl)phenyl)methanol
Conditions | Yield |
---|---|
With sodium bromate; ammonium cerium(IV) nitrate; silica gel In dichloromethane at 20℃; for 0.5h; | A 5% B 75% |
(E)-4-(methylthio)benzaldehyde oxime
B
p-methylsulfinylbenzaldehyde
C
4-(methylsulfonyl)benzaldehyde oxime
D
4-(Methylthio)benzaldehyde
Conditions | Yield |
---|---|
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% |
4-(methylthio)benzyl alcohol
A
p-methylsulfinylbenzaldehyde
B
4-(Methylthio)benzaldehyde
Conditions | Yield |
---|---|
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. |
4-(Methylthio)benzaldehyde
A
para-methanesulfonylbenzaldehyde
B
p-methylsulfinylbenzaldehyde
Conditions | Yield |
---|---|
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; |
4-(methylthio)benzyl alcohol
A
p-methylsulfinylbenzaldehyde
B
(4-(methylsulfinyl)phenyl)methanol
C
4-(Methylthio)benzaldehyde
Conditions | Yield |
---|---|
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; |
4-Methanesulfinyl-thiobenzoic acid S-p-tolyl ester
p-methylsulfinylbenzaldehyde
Conditions | Yield |
---|---|
In benzene Irradiation; |
4-(methylthio)benzoyl chloride
p-methylsulfinylbenzaldehyde
Conditions | Yield |
---|---|
Multi-step reaction with 3 steps 1: Py 2: aq. H2O2 3: benzene / Irradiation View Scheme |