4-(Methylthio)benzyl Alcohol supplier

Name
4-(Methylthio)benzyl Alcohol
EINECS
CAS No. 3446-90-0
Article Data43
CAS DataBase
Density 1.15g/cm³
Solubility Soluble in water.
Melting Point 38-42 ºC
Formula C8H10 O S
Boiling Point 108-109 ºC (0.4 mmHg)
Molecular Weight 154.233
Flash Point 137.6°C
Transport Information
Appearance Colorless to light yellow liqui
Safety S24/25
Risk Codes 36/37/38
Molecular Structure
Hazard Symbols
Synonyms Benzylalcohol, p-(methylthio)- (7CI,8CI); 4-(Hydroxymethyl)phenyl methyl sulfide;4-(Methylmercapto)benzyl alcohol; 4-(Methylthio)benzenemethanol;4-(Methylthio)benzyl alcohol; 4-Methylsulfanylbenzyl alcohol;[4-(Methylsulfanyl)phenyl]methanol; p-(Methylthio)benzyl alcohol
PSA 45.53000
LogP 1.90080

Synthetic route

: 3446-89-7
4-(Methylthio)benzaldehyde

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

Conditions

Conditions	Yield
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%

: 102606-93-9
4-(methylthio)benzyl acetate

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

Conditions

Conditions	Yield
With zirconocene dichloride; diisobutylaluminium hydride In tetrahydrofuran at -20℃; Inert atmosphere; regioselective reaction;	99%

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

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

Conditions

Conditions	Yield
With lithium aluminium tetrahydride In tetrahydrofuran at 0 - 20℃; for 4h; Inert atmosphere;	90.89%
With lithium aluminium tetrahydride; diethyl ether
With diborane In tetrahydrofuran at 0℃; for 1.5h;

: 21382-98-9
p-cyanophenyl methyl sulfide

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

Conditions

Conditions	Yield
With (carbonyl)(chloro)(hydrido)tris(triphenylphosphine)ruthenium(II); water; hydrogen In 1,4-dioxane at 140℃; under 7500.75 Torr; for 69h; Autoclave;	89%

: 3795-79-7
methyl 4-(methylthio)benzoate

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

Conditions

Conditions	Yield
With HN(CH2CH2C3H3N2Mes)2Cl2; potassium tert-butylate; hydrogen; cobalt(II) chloride In tetrahydrofuran at 100℃; under 45004.5 Torr; for 16h; Autoclave; Glovebox;	85%
With lithium aluminium tetrahydride

: 67-63-0
isopropyl alcohol

: 4-(methylthio)-benzyl-methoxymethyl ether

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

B: 1-isopropoxymethyl-4-methylsulfanyl-benzene

Conditions

Conditions	Yield
With carbon tetrabromide for 3h; Heating;	A 85% B 14%

...Expand

: 67-63-0
isopropyl alcohol

: 4-(methylthio)-benzyl-methoxyethoxymethyl ether

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

B: 1-isopropoxymethyl-4-methylsulfanyl-benzene

Conditions

Conditions	Yield
With carbon tetrabromide for 3h; Heating;	A 85% B 11%

...Expand

: 4-(methylthio)benzyl β-(trimethylsilyl)ethoxymethyl ether

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

Conditions

Conditions	Yield
With carbon tetrabromide In isopropyl alcohol for 1.5h; Heating;	85%

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

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

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

C: 3446-89-7
4-(Methylthio)benzaldehyde

Conditions

Conditions	Yield
With dihydrogen peroxide at 70℃; for 1h;	A n/a B 52% C n/a

...Expand

: 3446-89-7
4-(Methylthio)benzaldehyde

: 766-97-2
4-n-methylphenylacetylene

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

B: 1-(4-(methylthio)phenyl)-3-(p-tolyl)prop-2-yn-1-one

Conditions

Conditions	Yield
With triethylamine; zinc(II) iodide In toluene at 80℃; for 12h; Schlenk technique; Inert atmosphere;	A n/a B 50%

...Expand

: 3446-89-7
4-(Methylthio)benzaldehyde

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

B: 100-51-6
benzyl alcohol

Conditions

Conditions	Yield
With sodium tetrahydroborate; nickel dichloride In methanol for 18h; Ambient temperature;

: C8H10OS*C5H5N*Br3H

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

B: 39416-48-3
pyridinium hydrobromide perbromide

Conditions

Conditions	Yield
In acetic acid at 19.9℃; Equilibrium constant; Thermodynamic data; ΔH, ΔS, ΔG, var. temp.;

: (4-methylthiophenyl)methanol radical cation

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

Conditions

Conditions	Yield
With bromide; dinitrogen monoxide In phosphate buffer pH=7; Equilibrium constant;

: (4-methylthiophenyl)methanol radical anion

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

Conditions

Conditions	Yield
With carbon dioxide; nitrogen In phosphate buffer pH=7; Equilibrium constant; Radiolysis;
With Paraquat In phosphate buffer Kinetics; Further Variations:; Reagents;

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

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

Conditions

Conditions	Yield
With carbon tetrabromide; triphenylphosphine In dichloromethane at 0 - 20℃;	100%
With trimethylsilyl bromide In chloroform at 0℃; for 1h;	99%
With phosphorus tribromide In diethyl ether at 20℃; Inert atmosphere; Schlenk technique;	98%

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

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

Conditions

Conditions	Yield
With tert.-butylhydroperoxide at 20℃; for 20h;	100%
With {(Yb(PDCH2)2(PDCH))Na(H2O)2(Na(PDCH)(H2O)2)}2[P2W18O62]14H2O; dihydrogen peroxide In water at 85℃; for 0.833333h; Green chemistry;	100%
With dichlorodioxobis(triphenylphosphineoxide)molybdenum(VI); tetrabutylammonium nitrate; copper(II) nitrate In acetonitrile at 60℃; for 10h; chemoselective reaction;	99%

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

: 3446-89-7
4-(Methylthio)benzaldehyde

Conditions

Conditions	Yield
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%

: 75-18-3
dimethylsulfide

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

: 76-05-1
trifluoroacetic acid

: 112481-55-7
dimethylsulfonium trifluoroacetate

Conditions

Conditions	Yield
for 0.0833333h;	100%

...Expand

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

: 589-15-1
1-bromomethyl-4-bromobenzene

Conditions

Conditions	Yield
Stage #1: 4-(methylthio)benzyl alcohol With triphenylphosphine dibromide 1:1 addition complex In acetonitrile at 0℃; for 0.166667h; Bromination; Stage #2: With aluminum oxide; Oxone In chloroform for 2h; Hydrolysis; Heating;	100%

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

: 22821-77-8
p-methylsulfonylbenzyl alcohol

Conditions

Conditions	Yield
With dihydrogen peroxide In acetonitrile at 40℃; for 0.333333h;	99%
With 5,10,15,20-tetrakis(pentafluorophenyl)-21H,23H-porphyrin iron(III) chloride; dihydrogen peroxide In ethanol at 20℃; for 0.25h;	95%
With dihydrogen peroxide; molybdenium(VI) dioxodichloride In acetonitrile at 20℃; for 0.5h;	93%

: 4648-54-8
trimethylsilylazide

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

: 4'-methylthio-1-trimethylsilyloxytoluene

Conditions

Conditions	Yield
tetrabutylammomium bromide at 30℃; for 0.00333333h;	99%

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

: 999-97-3
1,1,1,3,3,3-hexamethyl-disilazane

: 4'-methylthio-1-trimethylsilyloxytoluene

Conditions

Conditions	Yield
With Nafion SAC-13 at 20℃; for 0.0666667h;	98%
In nitromethane at 20℃; for 0.166667h;	97%

: 108-22-5
Isopropenyl acetate

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

: 102606-93-9
4-(methylthio)benzyl acetate

Conditions

Conditions	Yield
With platinum; 1-butyl-3-methylimidazolium Tetrafluoroborate at 20 - 60℃; for 2h; Inert atmosphere; Electrochemical reaction; Green chemistry;	98%
With tetraethylammonium bicarbonate at 60℃; for 2h;	98%
With 1,3-bis(2,4,6-trimethylphenyl)imidazole hydrochloride; potassium tert-butylate In benzene at 80℃; for 10h; Inert atmosphere;	92%

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

: 141-78-6
ethyl acetate

: 102606-93-9
4-(methylthio)benzyl acetate

Conditions

Conditions	Yield
With platinum; 1-butyl-3-methylimidazolium Tetrafluoroborate at 20 - 60℃; for 2h; Inert atmosphere; Electrochemical reaction; Green chemistry;	98%

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

: 70-55-3
p-toluenesulfonamide

: 1023247-22-4
N-(4-methylthiobenzyl)-4-methylbenzenesulfonamide

Conditions

Conditions	Yield
With potassium carbonate at 120℃; for 15h;	98%

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

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

: 4-(methylthio)benzyl formate

Conditions

Conditions	Yield
With fluorosulfonyl fluoride; caesium carbonate at 20℃; for 12h; Sealed tube;	98%

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

: 874-87-3
1-(chloromethyl)-4-methylthiobenzene

Conditions

Conditions	Yield
With thionyl chloride In toluene at 20℃; for 0.5h;	97%
With thionyl chloride In tetrahydrofuran at 20℃; for 48h;	95%
With thionyl chloride In toluene at 80℃; for 2h;	93%

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

: 105-58-8
Diethyl carbonate

: carbonic acid ethyl ester 4-methylsulfanyl-benzyl ester

Conditions

Conditions	Yield
With MgLa mixed oxide at 125℃; for 5h;	97%

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

: 76-83-5
trityl chloride

: 1198081-80-9
1-(methylsulfanyl)-4-[(trityloxy)methyl]benzene

Conditions

Conditions	Yield
With iron(III) chloride; 1-(n-butyl)-3-methylimidazolium triflate at 20℃; for 2h; Ionic liquid;	97%

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

: 37794-15-3
p-methylsulfinylbenzaldehyde

Conditions

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%

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

: 70-55-3
toluene-4-sulfonamide

: 1023247-22-4
N-(4-(methylthio)benzyl)-4-methylbenzenesulfonamide

Conditions

Conditions	Yield
With potassium carbonate; iron(II) chloride at 135℃; for 20h; Inert atmosphere;	96%
With air; copper diacetate; potassium carbonate at 150℃; for 12h;	95%
With potassium carbonate at 160℃; for 12h;	95%
With copper diacetate; potassium carbonate at 150℃; for 12h;	92%

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

: 62-53-3
aniline

: 723753-86-4
N-((4-methylthio)benzyl)benzenamine

Conditions

Conditions	Yield
With 1,10-Phenanthroline; tungsten hexacarbonyl; potassium tert-butylate In 1,4-dioxane at 130℃; for 24h;	96%
With xanth-9-one; potassium hydroxide In toluene at 150℃; for 8h; Inert atmosphere;	95%
With potassium tert-butylate; C22H34Cl3CrF3N5P2 In 1,4-dioxane at 150℃; for 18h; Inert atmosphere; Sealed tube;	93%

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

: 529-34-0
3,4-dihydronaphthalene-1(2H)-one

: (E)-2-(4-(methylthio)benzylidene)-3,4-dihydronaphthalen-1(2H)-one

Conditions

Conditions	Yield
With (4-Me)Triaz(NHPiPr2)2Mn(CO)2Br; caesium carbonate In tert-Amyl alcohol at 135℃; Schlenk technique; Inert atmosphere;	96%

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

: 2987-53-3
2-(Methylthio)aniline

: C15H17NS2

Conditions

Conditions	Yield
With 1,10-Phenanthroline; tungsten hexacarbonyl; potassium tert-butylate In 1,4-dioxane at 130℃; for 24h;	96%

: 74124-79-1
di(succinimido) carbonate

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

: 127092-18-6
4-methylthiobenzyl succinimidyl carbonate

Conditions

Conditions	Yield
With triethylamine In acetonitrile for 1h; Ambient temperature;	95%
With triethylamine In tetrahydrofuran; acetonitrile

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

: 90005-49-5
4-(methylthio)benzamide

Conditions

Conditions	Yield
With tert.-butylhydroperoxide; ammonia; oxygen In water; N,N-dimethyl-formamide at 80℃; under 1520.1 Torr; for 5h; Green chemistry;	95%
With Rh(trop2N)(PPh3); ammonia; methacrylic acid methyl ester In tetrahydrofuran at -20 - 25℃; for 4h; chemoselective reaction;	92%
With tert.-butylhydroperoxide; ammonium hydroxide In water at 100℃; for 16h;	83%
Multi-step reaction with 2 steps 1: 98 percent / 1 M aq. NaOH, (CTA)2SO4, aq. TBHP / 20 h / 20 °C 2: 100 percent / 1 M aq. NaOH, (CTA)2SO4, aq. TBHP / 2 h / 50 °C View Scheme

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

: 18162-48-6
tert-butyldimethylsilyl chloride

: 1027730-39-7
tert-butyl(dimethyl){[4-(methylthio)benzyl]oxy}silane

Conditions

Conditions	Yield
Stage #1: tert-butyldimethylsilyl chloride With 1H-imidazole In N,N-dimethyl-formamide for 0.333333h; Stage #2: 4-(methylthio)benzyl alcohol In N,N-dimethyl-formamide	95%

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

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

Conditions

Conditions	Yield
With diethylene glycol dimethyl ether at 70℃; for 0.5h; Sonication;	95%
With [Rh(1,3,4,5-tetramethylimidazole-2-ylidene)(trop2NH)][trifluoromethanesulfonate]; potassium tert-butylate; dinitrogen monoxide In tetrahydrofuran; toluene at 50℃; under 750.075 Torr; Schlenk technique;	90%
With oxygen at 120℃; for 11h; Green chemistry;	87%

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

: 98-86-2
acetophenone

: 3-(4-(methylthio)phenyl)-1-phenylpropan-1-one

Conditions

Conditions	Yield
With potassium carbonate at 135℃; for 12h;	95%
With iron(III) oxide; potassium tert-butylate In toluene at 135℃; for 24h; Inert atmosphere; Sealed tube;	82%

: 67-56-1
methanol

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

: 3795-79-7
methyl 4-(methylthio)benzoate

Conditions

Conditions	Yield
With Rh(trop2N)(PPh3); methacrylic acid methyl ester In tetrahydrofuran at -30 - 25℃; for 4h; chemoselective reaction;	94%
With palladium 10% on activated carbon; oxygen; sodium carbonate at 120℃; under 15001.5 Torr; for 1.5h; Microwave irradiation; Green chemistry;	85%
With bismuth(lll) trifluoromethanesulfonate; dichloro bis(acetonitrile) palladium(II); oxygen; potassium carbonate at 60℃; for 3h; Schlenk technique;	72%
With oxygen; potassium carbonate at 60℃; under 750.075 Torr; for 24h; Schlenk technique; Green chemistry;	94 %Chromat.

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

: 62-53-3
aniline

: 22116-67-2
(4-methylsulfanylbenzylidene)phenylamine

Conditions

Conditions	Yield
With 9-azabicyclo<3.3.1>nonane-N-oxyl; oxygen; potassium hydroxide In toluene at 80℃; for 5h; Sealed tube;	94%
With 9-azabicyclo<3.3.1>nonane-N-oxyl; potassium hydroxide In toluene at 80℃; for 5h; Catalytic behavior; Sealed tube; Green chemistry;	94%

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

: 95-55-6
2-amino-phenol

: 1357378-64-3
2‐(4‐(methylthio)phenyl)benzo[d]oxazole

Conditions

Conditions	Yield
Stage #1: 4-(methylthio)benzyl alcohol With oxygen at 106℃; under 3800.26 Torr; for 0.216667h; Flow reactor; Green chemistry; Stage #2: 2-amino-phenol at 106℃; Flow reactor; Green chemistry; Stage #3: at 106℃; for 0.666667h; Flow reactor; Green chemistry;	94%

Product Name

4-(Methylthio)benzyl Alcohol

Synthetic route

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