Product Name

  • Name

    4-(Methylthio)benzaldehyde

  • EINECS 222-365-7
  • CAS No. 3446-89-7
  • Article Data171
  • CAS DataBase
  • Density 1.13 g/cm3
  • Solubility Not miscible in water.
  • Melting Point 6 °C
  • Formula C8H8OS
  • Boiling Point 267 °C at 760 mmHg
  • Molecular Weight 152.217
  • Flash Point 133.3 °C
  • Transport Information
  • Appearance clear yellow liquid
  • Safety 23-24/25-36-26-7/9
  • Risk Codes 36/37/38
  • Molecular Structure Molecular Structure of 3446-89-7 (4-(Methylthio)benzaldehyde)
  • Hazard Symbols IrritantXi
  • Synonyms Benzaldehyde,p-(methylthio)- (6CI,7CI,8CI);4-(Methylmercapto)benzaldehyde;4-Methanesulfanylbenzaldehyde;4-Methanethiobenzaldehyde;4-Methylsulfanylbenzaldehyde;Methyl 4-formylphenylthioether;p-(Methylthio)benzaldehyde;
  • PSA 42.37000
  • LogP 2.22100

Synthetic route

4-(methylthio)benzyl alcohol
3446-90-0

4-(methylthio)benzyl alcohol

4-(Methylthio)benzaldehyde
3446-89-7

4-(Methylthio)benzaldehyde

Conditions
ConditionsYield
With cobalt(II) nitrate hexahydrate; 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; manganese (II) nitrate tetrahydrate; oxygen; acetic acid at 40℃; under 760.051 Torr; for 0.75h;100%
With N,N,N',N'-tetramethylguanidine In dichloromethane at 20℃; for 1h;99%
With hydrogenchloride; 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; sodium nitrite In dichloromethane; water at 20℃; under 760.051 Torr; for 11h; in air;99%
p-methylsulfinylbenzaldehyde
37794-15-3

p-methylsulfinylbenzaldehyde

4-(Methylthio)benzaldehyde
3446-89-7

4-(Methylthio)benzaldehyde

Conditions
ConditionsYield
With indium; tungsten(VI) chloride In tetrahydrofuran at 20℃; for 0.0833333h;95%
With niobium pentachloride; sodium iodide In acetonitrile at 20℃; for 0.0833333h;95%
With iododioxobis(triphenylphosphine)rhenium(V); phenylsilane In tetrahydrofuran at 20℃; for 2.25h; chemoselective reaction;92%
1,1-diacetoxy-1-(4-methylthiophenyl)methane

1,1-diacetoxy-1-(4-methylthiophenyl)methane

4-(Methylthio)benzaldehyde
3446-89-7

4-(Methylthio)benzaldehyde

Conditions
ConditionsYield
With H6P2W18O62 In toluene at 100℃; for 0.0833333h;95%
4-(methylthio)benzoic acid
13205-48-6

4-(methylthio)benzoic acid

4-(Methylthio)benzaldehyde
3446-89-7

4-(Methylthio)benzaldehyde

Conditions
ConditionsYield
With 4,4'-dimethoxyphenyl disulfide; iridium(lll) bis[2-(2,4-difluorophenyl)-5-methylpyridine-N,C20]-4,40-di-tert-butyl-2,20-bipyridine hexafluorophosphate; triphenylphosphine In toluene for 24h; Irradiation;94%
With 2,6-dimethylpyridine; nickel(II) bromide trihydrate; phenylsilane; 4,4'-di-tert-butyl-2,2'-bipyridine; zinc; dimethyl dicarbonate In ethyl acetate at 60℃; for 24h; Schlenk technique; Inert atmosphere;72 %Chromat.
2-(4-(methylthio)phenyl)-1,3-dithiane

2-(4-(methylthio)phenyl)-1,3-dithiane

4-(Methylthio)benzaldehyde
3446-89-7

4-(Methylthio)benzaldehyde

Conditions
ConditionsYield
With 1,3,5-trichloro-2,4,6-triazine; dimethyl sulfoxide In dichloromethane at 20℃; for 1h;93%
dimethyl sulfoxide
67-68-5

dimethyl sulfoxide

4-bromo-benzaldehyde
1122-91-4

4-bromo-benzaldehyde

4-(Methylthio)benzaldehyde
3446-89-7

4-(Methylthio)benzaldehyde

Conditions
ConditionsYield
With 1,4-diaza-bicyclo[2.2.2]octane; copper(l) iodide at 130℃; for 12h; Sealed tube; Inert atmosphere;92%
With copper(l) iodide; zinc(II) fluoride at 150℃; for 36h; Sealed tube; Under air;85%
With copper(l) iodide; zinc diacetate at 135℃; for 36h; regioselective reaction;70%
2-<4-(methylthio)phenyl>-1,3-dithiolane

2-<4-(methylthio)phenyl>-1,3-dithiolane

4-(Methylthio)benzaldehyde
3446-89-7

4-(Methylthio)benzaldehyde

Conditions
ConditionsYield
With iodosylbenzene In dichloromethane at 20℃; for 0.333333h;90%
methyl-phenyl-thioether
100-68-5

methyl-phenyl-thioether

N,N-dimethyl-formamide
68-12-2, 33513-42-7

N,N-dimethyl-formamide

4-(Methylthio)benzaldehyde
3446-89-7

4-(Methylthio)benzaldehyde

Conditions
ConditionsYield
With trichlorophosphate at -5 - 45℃; for 7h;89.2%
2-(4-(methylsulfinyl)phenyl)-1,3-dioxolane

2-(4-(methylsulfinyl)phenyl)-1,3-dioxolane

4-(Methylthio)benzaldehyde
3446-89-7

4-(Methylthio)benzaldehyde

Conditions
ConditionsYield
With 1,2,3-trimethoxybenzene; oxalyl dichloride In dichloromethane at 0℃; for 0.00166667h; Inert atmosphere; chemoselective reaction;89%
carbon monoxide
201230-82-2

carbon monoxide

(4-bromophenyl)thioanisole
104-95-0

(4-bromophenyl)thioanisole

4-(Methylthio)benzaldehyde
3446-89-7

4-(Methylthio)benzaldehyde

Conditions
ConditionsYield
With N,N,N,N,-tetramethylethylenediamine; hydrogen; palladium diacetate; propyl di-tert-butylphosphinite In toluene at 100℃; under 3750.38 Torr; for 20h; Inert atmosphere;88%
4-(methylthio)benzyl bromide
38185-19-2

4-(methylthio)benzyl bromide

4-(Methylthio)benzaldehyde
3446-89-7

4-(Methylthio)benzaldehyde

Conditions
ConditionsYield
With benzo[c]cinnoline In N,N-dimethyl-formamide at 80℃; Kornblum Aldehyd Synthesis;87%
4-(Methylthio)acetophenone
1778-09-2

4-(Methylthio)acetophenone

4-(Methylthio)benzaldehyde
3446-89-7

4-(Methylthio)benzaldehyde

Conditions
ConditionsYield
With copper(l) iodide; oxygen In dimethyl sulfoxide at 120℃; for 25h; chemoselective reaction;85%
4-(methylthio)benzyl alcohol
3446-90-0

4-(methylthio)benzyl alcohol

A

4-(Methylthio)benzaldehyde
3446-89-7

4-(Methylthio)benzaldehyde

B

4-(methylthio)benzyl 4-(methylthio)benzoate

4-(methylthio)benzyl 4-(methylthio)benzoate

Conditions
ConditionsYield
With [Rh(1,3,4,5-tetramethylimidazole-2-ylidene)(trop2NH)][trifluoromethanesulfonate]; potassium tert-butylate; dinitrogen monoxide In tetrahydrofuran; water; toluene at 50℃; under 750.075 Torr; Schlenk technique; Molecular sieve; Overall yield = 88 %; Overall yield = 165 mg;A 3%
B 85%
4-(Methylthio)-N-methylbenzenemethanamine
84212-03-3

4-(Methylthio)-N-methylbenzenemethanamine

4-(Methylthio)benzaldehyde
3446-89-7

4-(Methylthio)benzaldehyde

Conditions
ConditionsYield
With 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; [bis(acetoxy)iodo]benzene In dichloromethane at 0 - 20℃; for 0.333333h; Inert atmosphere; Green chemistry;85%
4-(methylthio)benzyl alcohol
3446-90-0

4-(methylthio)benzyl alcohol

A

(4-(methylsulfinyl)phenyl)methanol
93183-64-3, 106732-70-1

(4-(methylsulfinyl)phenyl)methanol

B

4-(Methylthio)benzaldehyde
3446-89-7

4-(Methylthio)benzaldehyde

Conditions
ConditionsYield
With 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical In neat (no solvent) at 70℃; for 6h; Irradiation; Green chemistry;A 15%
B 85%
(4-thiomethoxyphenyl)boronic acid
98546-51-1

(4-thiomethoxyphenyl)boronic acid

Glyoxilic acid
298-12-4

Glyoxilic acid

4-(Methylthio)benzaldehyde
3446-89-7

4-(Methylthio)benzaldehyde

Conditions
ConditionsYield
With 1,2,3,4-tetrahydroisoquinoline In acetonitrile at 20℃; Green chemistry;77%
1-(azidomethyl)-4-methylsulfanylbenzene
142070-82-4

1-(azidomethyl)-4-methylsulfanylbenzene

4-(Methylthio)benzaldehyde
3446-89-7

4-(Methylthio)benzaldehyde

Conditions
ConditionsYield
Stage #1: 1-(azidomethyl)-4-methylsulfanylbenzene With sodium hydride In dimethyl sulfoxide; mineral oil at 20℃; for 4h; Inert atmosphere;
Stage #2: With water In dimethyl sulfoxide; mineral oil for 0.25h; Inert atmosphere;
75%
3-oxobenzo[d]isothiazole-2(3H)-carbaldehyde 1,1-dioxide
50978-45-5

3-oxobenzo[d]isothiazole-2(3H)-carbaldehyde 1,1-dioxide

4-(methylthio)phenyl trifluoromethanesulfonate
57728-76-4

4-(methylthio)phenyl trifluoromethanesulfonate

4-(Methylthio)benzaldehyde
3446-89-7

4-(Methylthio)benzaldehyde

Conditions
ConditionsYield
With triethylsilane; 1,1'-bis-(diphenylphosphino)ferrocene; palladium diacetate; sodium carbonate In acetonitrile at 80℃; for 16h; Inert atmosphere; Sealed tube;73%
formaldehyd
50-00-0

formaldehyd

(4-bromophenyl)thioanisole
104-95-0

(4-bromophenyl)thioanisole

4-(Methylthio)benzaldehyde
3446-89-7

4-(Methylthio)benzaldehyde

Conditions
ConditionsYield
With triethylsilane; dichloro bis(acetonitrile) palladium(II); sodium carbonate; 1,4-di(diphenylphosphino)-butane In N,N-dimethyl-formamide at 20 - 100℃; under 15001.5 Torr; for 20h; Inert atmosphere; Autoclave;69%
formaldehyd
50-00-0

formaldehyd

4-(methylthio)benzylamine
83171-39-5

4-(methylthio)benzylamine

4-(Methylthio)benzaldehyde
3446-89-7

4-(Methylthio)benzaldehyde

Conditions
ConditionsYield
With iron(III) chloride hexahydrate In 1,4-dioxane; water at 80 - 100℃; for 18h;66%
(E)-4-(methylthio)benzaldehyde oxime
93033-60-4

(E)-4-(methylthio)benzaldehyde oxime

A

4-(methylsulfinyl)benzaldehyde oxime

4-(methylsulfinyl)benzaldehyde oxime

B

p-methylsulfinylbenzaldehyde
37794-15-3

p-methylsulfinylbenzaldehyde

C

4-(methylsulfonyl)benzaldehyde oxime
53147-98-1

4-(methylsulfonyl)benzaldehyde oxime

D

4-(Methylthio)benzaldehyde
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%
4-fluorobenzaldehyde
459-57-4

4-fluorobenzaldehyde

dimethyl sulfoxide
67-68-5

dimethyl sulfoxide

4-(Methylthio)benzaldehyde
3446-89-7

4-(Methylthio)benzaldehyde

Conditions
ConditionsYield
With N-ethyl-N,N-diisopropylamine In water at 189℃; for 48h;60%
4-(methylthio)benzyl alcohol
3446-90-0

4-(methylthio)benzyl alcohol

A

p-methylsulfinylbenzaldehyde
37794-15-3

p-methylsulfinylbenzaldehyde

B

4-(Methylthio)benzaldehyde
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.
2-nitropropane
79-46-9

2-nitropropane

4-(methylthio)benzyl bromide
38185-19-2

4-(methylthio)benzyl bromide

A

2-methyl-1-(4-methylsulfanyl-phenyl)-2-nitro-propan-1-ol

2-methyl-1-(4-methylsulfanyl-phenyl)-2-nitro-propan-1-ol

B

4-(Methylthio)benzaldehyde
3446-89-7

4-(Methylthio)benzaldehyde

Conditions
ConditionsYield
With tetrabutyl ammonium fluoride In tetrahydrofuran Hass-Bender/Henry reaction;A 57%
B n/a
4-(methylthio)benzyl bromide
38185-19-2

4-(methylthio)benzyl bromide

A

4-(methylthio)benzyl alcohol
3446-90-0

4-(methylthio)benzyl alcohol

B

1-bromomethyl-4-methanesulfinylbenzene
51927-46-9

1-bromomethyl-4-methanesulfinylbenzene

C

4-(Methylthio)benzaldehyde
3446-89-7

4-(Methylthio)benzaldehyde

Conditions
ConditionsYield
With dihydrogen peroxide at 70℃; for 1h;A n/a
B 52%
C n/a
4-methylphenyl methylsulfide
623-13-2

4-methylphenyl methylsulfide

4-(Methylthio)benzaldehyde
3446-89-7

4-(Methylthio)benzaldehyde

Conditions
ConditionsYield
With 9-(benzoyl(cyclohexyl)carbamoyl)-10-phenylacridinium perchlorate In water; acetonitrile at 20℃; for 18h; Irradiation; Green chemistry; chemoselective reaction;49%
4-(methylthio)benzyl alcohol
3446-90-0

4-(methylthio)benzyl alcohol

A

p-methylsulfinylbenzaldehyde
37794-15-3

p-methylsulfinylbenzaldehyde

B

(4-(methylsulfinyl)phenyl)methanol
93183-64-3, 106732-70-1

(4-(methylsulfinyl)phenyl)methanol

C

4-(Methylthio)benzaldehyde
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;
p-methylsulfinylbenzaldehyde
37794-15-3

p-methylsulfinylbenzaldehyde

A

(R)-4-(methylsulfinyl)benzaldehyde

(R)-4-(methylsulfinyl)benzaldehyde

B

4-(Methylthio)benzaldehyde
3446-89-7

4-(Methylthio)benzaldehyde

Conditions
ConditionsYield
With DL-dithiothreitol; methionine sulfoxide reductase A from Pseudomonas alcaliphila In aq. phosphate buffer at 30℃; for 1h; pH=8; Resolution of racemate; Enzymatic reaction; enantioselective reaction;A 43%
B n/a
With recombinant methionine sulfoxide reductase A from Pseudomonas monteilii; diothiothreitol In aq. phosphate buffer at 30℃; for 4h; pH=8; Sealed tube; Resolution of racemate; Green chemistry; Enzymatic reaction; enantioselective reaction;A n/a
B n/a
methyl-phenyl-thioether
100-68-5

methyl-phenyl-thioether

4-(Methylthio)benzaldehyde
3446-89-7

4-(Methylthio)benzaldehyde

Conditions
ConditionsYield
With N,N-dimethyl-formamide; trichlorophosphate
Multi-step reaction with 2 steps
1: acetic acid
2: hexamethylenetetramine; acetic acid / Erhitzen des Reaktionsprodukts mit H2O
View Scheme
4-(Methylthio)benzaldehyde
3446-89-7

4-(Methylthio)benzaldehyde

4-methylsulfonylbenzoic acid
4052-30-6

4-methylsulfonylbenzoic acid

Conditions
ConditionsYield
With tert.-butylhydroperoxide; sodium hydroxide at 70℃; for 2h;100%
With oxone In tetrahydrofuran; water at 20℃; for 24h;94%
With sodium perborate In acetic acid at 45 - 50℃;90%
With oxygen at 100℃; for 20h; Reagent/catalyst; Schlenk technique; chemoselective reaction;87%
4-(Methylthio)benzaldehyde
3446-89-7

4-(Methylthio)benzaldehyde

4-(methylthio)benzamide
90005-49-5

4-(methylthio)benzamide

Conditions
ConditionsYield
With tert.-butylhydroperoxide; sodium hydroxide; (CTA)2SO4 at 50℃; for 2h;100%
With nitromethane; trifluoromethylsulfonic anhydride; acetic acid In formic acid at 80 - 120℃;57%
Multi-step reaction with 2 steps
1: hydroxylamine hydrochloride; pyridine / methanol / 24 h / 20 °C
2: [RuCl2(η2-C6H6){P(NMe2)3}]; water / 3 h / 100 °C / Inert atmosphere; Sealed tube
View Scheme
4-(Methylthio)benzaldehyde
3446-89-7

4-(Methylthio)benzaldehyde

trimethyl orthoformate
149-73-5

trimethyl orthoformate

1-(1,1-dimethoxy-methyl)-4-methylsulfanyl-benzene
100515-17-1

1-(1,1-dimethoxy-methyl)-4-methylsulfanyl-benzene

Conditions
ConditionsYield
With potassium tert-butylate; toluene-4-sulfonic acid In methanol at 20℃; for 1.5h; Inert atmosphere;100%
With toluene-4-sulfonic acid In methanol for 1.5h; Ambient temperature;83%
With toluene-4-sulfonic acid In methanol at 20℃; for 1h;
4-(Methylthio)benzaldehyde
3446-89-7

4-(Methylthio)benzaldehyde

4-(methylthio)benzyl alcohol
3446-90-0

4-(methylthio)benzyl alcohol

Conditions
ConditionsYield
With hydrogen; phosphotungstic acid 44-hydrate; [Fe(C5H4P(i-Pr)2)2Rh(C8H12)]BF4 In water; isopropyl alcohol at 20℃; under 5171.62 Torr; for 16h;100%
With isopropyl alcohol; hydrotalcite at 81.84℃; for 3h; Kinetics; Further Variations:; Temperatures; Reagents;100%
Stage #1: 4-(Methylthio)benzaldehyde With chloro(cyclopentadienyl)bis(triphenylphosphine)ruthenium (II); phenylsilane at 80℃; for 0.666667h;
Stage #2: With tetrabutyl ammonium fluoride at 20℃; for 0.5h; Reagent/catalyst; Temperature; Time; Solvent; chemoselective reaction;
98%
ethyl acetoacetate
141-97-9

ethyl acetoacetate

urea
57-13-6

urea

4-(Methylthio)benzaldehyde
3446-89-7

4-(Methylthio)benzaldehyde

ethyl 6-methyl-4-[4-(methylsulfanyl)phenyl]-2-oxo-1,2,3,4-tetrahydro-5-pyrimidinecarboxylate
423737-44-4

ethyl 6-methyl-4-[4-(methylsulfanyl)phenyl]-2-oxo-1,2,3,4-tetrahydro-5-pyrimidinecarboxylate

Conditions
ConditionsYield
With copper(II) bis(trifluoromethanesulfonate) In ethanol at 100℃; for 1h; Biginelli reaction; Microwave irradiation; Inert atmosphere;100%
Wells-Dawson heteropolyacid catalyst at 80℃; for 1.5h; Biginelli reaction;92%
With 25,26,27,28-terahydroxycalix[4]arene-5,11,7,23-tetrasulfonic acid In ethanol for 8h; Biginelli reaction; Reflux;92%
4-(Methylthio)benzaldehyde
3446-89-7

4-(Methylthio)benzaldehyde

1-t-Butoxycarbonylpiperazine
57260-71-6

1-t-Butoxycarbonylpiperazine

4-BOC-1-(4-methylthio)-benzylpiperazine

4-BOC-1-(4-methylthio)-benzylpiperazine

Conditions
ConditionsYield
Stage #1: 4-(Methylthio)benzaldehyde; 1-t-Butoxycarbonylpiperazine In methanol for 0.5h;
Stage #2: With borohydride; polymer-supported In methanol for 24h;
100%
1,4-Diacetylbenzene
1009-61-6

1,4-Diacetylbenzene

4-(Methylthio)benzaldehyde
3446-89-7

4-(Methylthio)benzaldehyde

C26H22O2S2
404585-30-4

C26H22O2S2

Conditions
ConditionsYield
With sodium hydroxide In water; isopropyl alcohol at 0 - 20℃; for 5h;100%
With sodium hydroxide In water; isopropyl alcohol at 0 - 20℃;100%
1,1′-(9-ethyl-9H-carbazole-3,6-diyl)diethanone
1483-97-2

1,1′-(9-ethyl-9H-carbazole-3,6-diyl)diethanone

4-(Methylthio)benzaldehyde
3446-89-7

4-(Methylthio)benzaldehyde

C34H29NO2S2
1104847-99-5

C34H29NO2S2

Conditions
ConditionsYield
With sodium hydroxide In water; tert-butyl alcohol at 0 - 20℃; for 5h;100%
With sodium hydroxide In water; tert-butyl alcohol at 0 - 20℃;100%
ethyl acetoacetate
141-97-9

ethyl acetoacetate

1,3-cylohexanedione
504-02-9

1,3-cylohexanedione

4-(Methylthio)benzaldehyde
3446-89-7

4-(Methylthio)benzaldehyde

2-Methyl-4-(4-methylsulfanyl-phenyl)-5-oxo-1,4, 5,6,7,8-hexahydro-quinoline-3-carboxylic acid ethyl ester
312527-79-0

2-Methyl-4-(4-methylsulfanyl-phenyl)-5-oxo-1,4, 5,6,7,8-hexahydro-quinoline-3-carboxylic acid ethyl ester

Conditions
ConditionsYield
With Cu(OTf)2; ammonium acetate In ethanol at 100℃; for 0.25h; Hantzsch reaction; Microwave irradiation;100%
2-Amino-5-chlorobenzophenone
719-59-5

2-Amino-5-chlorobenzophenone

4-(Methylthio)benzaldehyde
3446-89-7

4-(Methylthio)benzaldehyde

6-chloro-2-[4-(methylsulfanyl)phenyl]-4-phenylquinazoline

6-chloro-2-[4-(methylsulfanyl)phenyl]-4-phenylquinazoline

Conditions
ConditionsYield
With copper(II) choride dihydrate; ammonium acetate In ethanol for 4h; Reflux;100%
With 1,1,1,3',3',3'-hexafluoro-propanol; ammonium acetate at 55℃; for 1.5h;84%
semicarbazide hydrochloride
563-41-7

semicarbazide hydrochloride

4-(Methylthio)benzaldehyde
3446-89-7

4-(Methylthio)benzaldehyde

1-(4-(methylthio)benzylidene)semicarbazide

1-(4-(methylthio)benzylidene)semicarbazide

Conditions
ConditionsYield
With sodium acetate In ethanol; water at 20℃;100%
4-(Methylthio)benzaldehyde
3446-89-7

4-(Methylthio)benzaldehyde

p-methylsulfinylbenzaldehyde
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%
4-(Methylthio)benzaldehyde
3446-89-7

4-(Methylthio)benzaldehyde

γ-aminopropyl-2-methyl-6-phenyl-1,3-dioxa-6-aza-2-silacyclooctane
389082-07-9

γ-aminopropyl-2-methyl-6-phenyl-1,3-dioxa-6-aza-2-silacyclooctane

γ-N-(p-methylthiobenzylidene)aminopropyl-2-methyl-6-phenyl-1,3-dioxa-6-aza-2-silacyclooctane

γ-N-(p-methylthiobenzylidene)aminopropyl-2-methyl-6-phenyl-1,3-dioxa-6-aza-2-silacyclooctane

Conditions
ConditionsYield
With potassium carbonate In benzene at 20℃; for 6h;99%
Methyltriphenylphosphonium bromide
1779-49-3

Methyltriphenylphosphonium bromide

4-(Methylthio)benzaldehyde
3446-89-7

4-(Methylthio)benzaldehyde

4-methythiostyrene
18760-11-7

4-methythiostyrene

Conditions
ConditionsYield
With sodium hydride In tetrahydrofuran at 20℃; Wittig reaction;99%
With sodium hydride In tetrahydrofuran at 0 - 20℃; Inert atmosphere;99%
Stage #1: Methyltriphenylphosphonium bromide With n-butyllithium In tetrahydrofuran; hexane at 0 - 20℃; for 2h; Wittig Olefination; Inert atmosphere;
Stage #2: 4-(Methylthio)benzaldehyde In tetrahydrofuran; hexane at 0 - 20℃; for 16h; Wittig Olefination; Inert atmosphere;
96%
1,2-diamino-benzene
95-54-5

1,2-diamino-benzene

4-(Methylthio)benzaldehyde
3446-89-7

4-(Methylthio)benzaldehyde

2-(4-(methylthio)phenyl)-1H-benzo[d]imidazole

2-(4-(methylthio)phenyl)-1H-benzo[d]imidazole

Conditions
ConditionsYield
With sodium metabisulfite In N,N-dimethyl-formamide at 80℃; for 0.1h; Microwave irradiation;99%
Stage #1: 4-(Methylthio)benzaldehyde In N,N-dimethyl-formamide at 240℃; under 7500.75 Torr; for 0.0833333h; Microwave irradiation;
Stage #2: 1,2-diamino-benzene In N,N-dimethyl-formamide at 240℃; under 7500.75 Torr; for 0.0833333h; Microwave irradiation;
1-Methyl-4-piperidone
1445-73-4

1-Methyl-4-piperidone

4-(Methylthio)benzaldehyde
3446-89-7

4-(Methylthio)benzaldehyde

3,5-Bis((E)-4-methylthiobenzylidene)-1-methylpiperidin-4-one

3,5-Bis((E)-4-methylthiobenzylidene)-1-methylpiperidin-4-one

Conditions
ConditionsYield
With sodium hydroxide In water at 20℃; Aldol Condensation;99%
4-methoxy-aniline
104-94-9

4-methoxy-aniline

phosphonic acid diethyl ester
762-04-9

phosphonic acid diethyl ester

4-(Methylthio)benzaldehyde
3446-89-7

4-(Methylthio)benzaldehyde

C19H26NO4PS

C19H26NO4PS

Conditions
ConditionsYield
With chloro(cyclopentadienyl)bis(triphenylphosphine)ruthenium (II) In neat (no solvent) at 80℃; for 0.166667h; chemoselective reaction;99%
4-(Methylthio)benzaldehyde
3446-89-7

4-(Methylthio)benzaldehyde

4-(methylthio)benzoic acid
13205-48-6

4-(methylthio)benzoic acid

Conditions
ConditionsYield
With tert.-butylhydroperoxide; sodium hydroxide; (CTA)2SO4 at 20℃; for 20h;98%
With sodium hydroxide In water at 20 - 75℃; for 20h;85%
With perchloric acid; mercury(II) diacetate; N-bromoacetamide In acetic acid at 24.9℃; Kinetics; Mechanism; Thermodynamic data; other temperatures, ΔG(excit.), ΔH(excit.), ΔS(excit.);
4-(Methylthio)benzaldehyde
3446-89-7

4-(Methylthio)benzaldehyde

para-methanesulfonylbenzaldehyde
5398-77-6

para-methanesulfonylbenzaldehyde

Conditions
ConditionsYield
With sodium hydroxide; 3-chloro-benzenecarboperoxoic acid at 1 - 3℃; for 2h;98%
With Oxone In neat (no solvent) for 1.5h; Milling; Green chemistry; chemoselective reaction;97%
With C2MoO9(2-)*H2O*2C19H42N(1+); dihydrogen peroxide In water at 20℃; for 0.0166667h; chemoselective reaction;97%
Bromoform
75-25-2

Bromoform

4-(Methylthio)benzaldehyde
3446-89-7

4-(Methylthio)benzaldehyde

2-hydroxy-2-(4-methylthiophenyl)ethanoic acid
109086-16-0

2-hydroxy-2-(4-methylthiophenyl)ethanoic acid

Conditions
ConditionsYield
With sodium hydroxide; lithium bromide In 1,4-dioxane98%
With potassium hydroxide; lithium bromide In 1,4-dioxane; water 1.) 0 deg C, 18 h, 2.) 23 deg C, 24 h;7.6 g
4-(Methylthio)benzaldehyde
3446-89-7

4-(Methylthio)benzaldehyde

4-(methylthio)benzaldehyde oxime
93033-60-4

4-(methylthio)benzaldehyde oxime

Conditions
ConditionsYield
With hydroxylamine hydrochloride; sodium hydroxide In ethanol at 80℃; for 4h; Inert atmosphere;98%
With sodium hydroxide; hydroxylamine hydrochloride In ethanol; water at 0℃;46%
With hydroxylamine hydrochloride; sodium carbonate In ethanol; water for 24h;
N-methylhydroxyamine hydrochloride
4229-44-1

N-methylhydroxyamine hydrochloride

4-(Methylthio)benzaldehyde
3446-89-7

4-(Methylthio)benzaldehyde

N-[4-(methylthio)benzylidene]methylamine N-oxide
41105-92-4, 107379-09-9

N-[4-(methylthio)benzylidene]methylamine N-oxide

Conditions
ConditionsYield
With sodium sulfate; sodium carbonate at 20℃; for 0.0833333h; Neat (no solvent);98%
With sodium hydrogencarbonate In dichloromethane at 20℃;82%
With sodium acetate In ethanol at 50 - 60℃; for 3h;78%
piperidine
110-89-4

piperidine

(4-methoxyphenyl)zinc(II) bromide
82303-13-7

(4-methoxyphenyl)zinc(II) bromide

4-(Methylthio)benzaldehyde
3446-89-7

4-(Methylthio)benzaldehyde

1-((4-methoxyphenyl)(4-(methylthio)phenyl)methyl)piperidine

1-((4-methoxyphenyl)(4-(methylthio)phenyl)methyl)piperidine

Conditions
ConditionsYield
With copper(l) iodide In acetonitrile at 20℃; for 3h;98%
3-bromopropylamine hydrochloride
5003-71-4

3-bromopropylamine hydrochloride

4-(Methylthio)benzaldehyde
3446-89-7

4-(Methylthio)benzaldehyde

4-(thiomethyl)benzylidene-(3-bromo-1-propylamine)

4-(thiomethyl)benzylidene-(3-bromo-1-propylamine)

Conditions
ConditionsYield
With triethylamine In chloroform at 20℃; for 16h;98%
hydrogen cyanide
74-90-8

hydrogen cyanide

4-(Methylthio)benzaldehyde
3446-89-7

4-(Methylthio)benzaldehyde

2-hydroxy-2-(4-(methylthio)phenyl)acetonitrile
895570-68-0

2-hydroxy-2-(4-(methylthio)phenyl)acetonitrile

Conditions
ConditionsYield
With Prunus communis L. (R)-hydroxynitrile lyase In various solvent(s) at 20℃; for 12h;98%
With hydroxynitrile lyase isozyme 5 from Prunus communis In tert-butyl methyl ether at 25℃; for 4h; pH=5; pH-value; Temperature; Reagent/catalyst; Solvent; Enzymatic reaction;94%
With hydroxynitrile lyase PcHNL5, L343F mutant at 10℃; for 12h; pH=2.5; Reagent/catalyst; Enzymatic reaction; enantioselective reaction;n/a
4-chloro-aniline
106-47-8

4-chloro-aniline

4-(Methylthio)benzaldehyde
3446-89-7

4-(Methylthio)benzaldehyde

4-chloro-N-[4-methylsulfanylbenzylidene]aniline
22116-72-9

4-chloro-N-[4-methylsulfanylbenzylidene]aniline

Conditions
ConditionsYield
98%
In methanol for 4h; Reflux;88%
With acetic acid In ethanol at 78℃; for 10h;
2-hydroxy-2-phenylacetophenone
119-53-9

2-hydroxy-2-phenylacetophenone

4-(Methylthio)benzaldehyde
3446-89-7

4-(Methylthio)benzaldehyde

2-(4-(methylthio)phenyl)-4,5-diphenyl-1H-imidazole
36755-90-5

2-(4-(methylthio)phenyl)-4,5-diphenyl-1H-imidazole

Conditions
ConditionsYield
With P2O5/SiO2; ammonium acetate at 100℃; for 2h;98%
With triphenyl(propyl-3-sulphonyl)phosphonium toluenesulfonate; ammonium acetate at 100℃; for 2h; neat (no solvent);98%
With 1-methyl-2-oxopyrrolidinium hydrogen sulfate; ammonium acetate at 100℃; for 2.5h; Neat (no solvent);95%
With ammonium acetate at 130℃; for 1.33333h; Neat (no solvent);90%
4-(Methylthio)benzaldehyde
3446-89-7

4-(Methylthio)benzaldehyde

N-phenyl-1,2-benzenediamine
534-85-0

N-phenyl-1,2-benzenediamine

2-[4-(methylthio)phenyl]-1-phenyl-1H-benzo[d]imidazole
1412893-57-2

2-[4-(methylthio)phenyl]-1-phenyl-1H-benzo[d]imidazole

Conditions
ConditionsYield
With sodium metabisulfite In N,N-dimethyl-formamide at 100℃; for 0.1h; Microwave irradiation;98%
1,3-cylohexanedione
504-02-9

1,3-cylohexanedione

2,4-diamino-6-hydroxypyrimidine
56-06-4

2,4-diamino-6-hydroxypyrimidine

4-(Methylthio)benzaldehyde
3446-89-7

4-(Methylthio)benzaldehyde

2-amino-8,9-dihydro-5-(4-(methylthio)phenyl)pyrimido[4,5-b]quinoline 4,6(1H,5H,7H,10H)-dione

2-amino-8,9-dihydro-5-(4-(methylthio)phenyl)pyrimido[4,5-b]quinoline 4,6(1H,5H,7H,10H)-dione

Conditions
ConditionsYield
With zirconium(IV) oxide In ethylene glycol at 120℃; for 0.133333h; Green chemistry;98%

4-(methylthio)benzaldehyde Chemical Properties

Molecular Structure of 4-(methylthio)benzaldehyde (CAS NO.3446-89-7):

IUPAC Name: 4-methylsulfanylbenzaldehyde
CAS No: 3446-89-7
EINECS: 222-365-7
Molecular Formula: C8H8OS
Molecular Weight: 152.21 g/mol
Melting Point: 6 °C
Density: 1.13 g/cm3
H bond acceptors: 1
H bond donors: 0
Freely Rotating Bonds: 2
Polar Surface Area: 42.37 Å2
Index of Refraction: 1.577
Molar Refractivity: 44.36 cm3
Molar Volume: 133.7 cm3
Surface Tension: 43.3 dyne/cm
Flash Point: 133.3 °C
Enthalpy of Vaporization: 50.5 kJ/mol
Boiling Point: 267 °C at 760 mmHg
Vapour Pressure: 0.00836 mmHg at 25°C
Product Categories: Aromatic Aldehydes & Derivatives (substituted)
InChI
InChI=1/C8H8OS/c1-10-8-4-2-7(6-9)3-5-8/h2-6H,1H3
Smiles
O=Cc1ccc(SC)cc1

4-(methylthio)benzaldehyde Production

Product Categories about 4-(methylthio)benzaldehyde (3446-89-7) are Aromatic Aldehydes & Derivatives (substituted)

4-(methylthio)benzaldehyde Safety Profile

Hazard Codes: IrritantXi
Risk Statements: 36/37/38
R36/37/38:Irritating to eyes, respiratory system and skin.
Safety Statements: 23-24/25-36-26-7/9
S23:Do not breathe vapour. 
S24/25:Avoid contact with skin and eyes. 
S36:Wear suitable protective clothing. 
S26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. 
S7:Keep container tightly closed. 
S9:Keep container in a well-ventilated place.
WGK Germany: 3
F: 13
Hazard Note: Irritant/Stench
HS Code: 29309070

4-(methylthio)benzaldehyde Specification

 4-(methylthio)benzaldehyde , with CAS number of 3446-89-7, can be called p-(Methylthio)benzaldehyde ; benzaldehyde, 4-(methylthio)- ; 4-(Methylsulfanyl)benzaldehyd . 4-(methylthio)benzaldehyde (CAS NO.3446-89-7) is stable under normaltemperatures and pressures.but incompatible with strong oxidizingagents. It is a clear yellow liquid.

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