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3446-90-0 Usage

Chemical Properties

Colorless to light yellow liqui

Uses

4-(Methylthio)benzenemethanol is used to prepare (4-substituted benzyl)(trifluoromethyl)pyrazoles and -pyrazolones as potent antihyperglycemic agents.

Check Digit Verification of cas no

The CAS Registry Mumber 3446-90-0 includes 7 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 4 digits, 3,4,4 and 6 respectively; the second part has 2 digits, 9 and 0 respectively.
Calculate Digit Verification of CAS Registry Number 3446-90:
(6*3)+(5*4)+(4*4)+(3*6)+(2*9)+(1*0)=90
90 % 10 = 0
So 3446-90-0 is a valid CAS Registry Number.
InChI:InChI=1/C8H10OS/c1-10-8-4-2-7(6-9)3-5-8/h2-5,9H,6H2,1H3

3446-90-0 Well-known Company Product Price

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  • TCI America

  • (M2314)  4-(Methylthio)benzyl Alcohol  >98.0%(GC)

  • 3446-90-0

  • 5g

  • 370.00CNY

  • Detail
  • TCI America

  • (M2314)  4-(Methylthio)benzyl Alcohol  >98.0%(GC)

  • 3446-90-0

  • 25g

  • 1,350.00CNY

  • Detail
  • Alfa Aesar

  • (B22455)  4-(Methylthio)benzyl alcohol, 98%   

  • 3446-90-0

  • 5g

  • 388.0CNY

  • Detail
  • Alfa Aesar

  • (B22455)  4-(Methylthio)benzyl alcohol, 98%   

  • 3446-90-0

  • 25g

  • 1355.0CNY

  • Detail
  • Alfa Aesar

  • (B22455)  4-(Methylthio)benzyl alcohol, 98%   

  • 3446-90-0

  • 100g

  • 4151.0CNY

  • Detail
  • Aldrich

  • (230685)  4-(Methylthio)benzylalcohol  98%

  • 3446-90-0

  • 230685-10G

  • 636.48CNY

  • Detail

3446-90-0SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 11, 2017

Revision Date: Aug 11, 2017

1.Identification

1.1 GHS Product identifier

Product name (4-methylsulfanylphenyl)methanol

1.2 Other means of identification

Product number -
Other names (4-methylthiophenyl)methan-1-ol

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:3446-90-0 SDS

3446-90-0Synthetic route

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

4-(methylthio)benzyl acetate

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

4-(methylthio)benzyl alcohol

Conditions
ConditionsYield
With zirconocene dichloride; diisobutylaluminium hydride In tetrahydrofuran at -20℃; Inert atmosphere; regioselective reaction;99%
4-(methylthio)benzoic acid
13205-48-6

4-(methylthio)benzoic acid

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

4-(methylthio)benzyl alcohol

Conditions
ConditionsYield
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;
p-cyanophenyl methyl sulfide
21382-98-9

p-cyanophenyl methyl sulfide

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

4-(methylthio)benzyl alcohol

Conditions
ConditionsYield
With (carbonyl)(chloro)(hydrido)tris(triphenylphosphine)ruthenium(II); water; hydrogen In 1,4-dioxane at 140℃; under 7500.75 Torr; for 69h; Autoclave;89%
methyl 4-(methylthio)benzoate
3795-79-7

methyl 4-(methylthio)benzoate

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

4-(methylthio)benzyl alcohol

Conditions
ConditionsYield
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
isopropyl alcohol
67-63-0

isopropyl alcohol

4-(methylthio)-benzyl-methoxymethyl ether

4-(methylthio)-benzyl-methoxymethyl ether

A

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

4-(methylthio)benzyl alcohol

B

1-isopropoxymethyl-4-methylsulfanyl-benzene

1-isopropoxymethyl-4-methylsulfanyl-benzene

Conditions
ConditionsYield
With carbon tetrabromide for 3h; Heating;A 85%
B 14%
isopropyl alcohol
67-63-0

isopropyl alcohol

4-(methylthio)-benzyl-methoxyethoxymethyl ether

4-(methylthio)-benzyl-methoxyethoxymethyl ether

A

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

4-(methylthio)benzyl alcohol

B

1-isopropoxymethyl-4-methylsulfanyl-benzene

1-isopropoxymethyl-4-methylsulfanyl-benzene

Conditions
ConditionsYield
With carbon tetrabromide for 3h; Heating;A 85%
B 11%
4-(methylthio)benzyl β-(trimethylsilyl)ethoxymethyl ether

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

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

4-(methylthio)benzyl alcohol

Conditions
ConditionsYield
With carbon tetrabromide In isopropyl alcohol for 1.5h; Heating;85%
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-(Methylthio)benzaldehyde
3446-89-7

4-(Methylthio)benzaldehyde

4-n-methylphenylacetylene
766-97-2

4-n-methylphenylacetylene

A

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

4-(methylthio)benzyl alcohol

B

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

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

Conditions
ConditionsYield
With triethylamine; zinc(II) iodide In toluene at 80℃; for 12h; Schlenk technique; Inert atmosphere;A n/a
B 50%
4-(Methylthio)benzaldehyde
3446-89-7

4-(Methylthio)benzaldehyde

A

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

4-(methylthio)benzyl alcohol

B

benzyl alcohol
100-51-6

benzyl alcohol

Conditions
ConditionsYield
With sodium tetrahydroborate; nickel dichloride In methanol for 18h; Ambient temperature;
C8H10OS*C5H5N*Br3H

C8H10OS*C5H5N*Br3H

A

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

4-(methylthio)benzyl alcohol

B

pyridinium hydrobromide perbromide
39416-48-3

pyridinium hydrobromide perbromide

Conditions
ConditionsYield
In acetic acid at 19.9℃; Equilibrium constant; Thermodynamic data; ΔH, ΔS, ΔG, var. temp.;
(4-methylthiophenyl)methanol radical cation

(4-methylthiophenyl)methanol radical cation

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

4-(methylthio)benzyl alcohol

Conditions
ConditionsYield
With bromide; dinitrogen monoxide In phosphate buffer pH=7; Equilibrium constant;
(4-methylthiophenyl)methanol radical anion

(4-methylthiophenyl)methanol radical anion

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

4-(methylthio)benzyl alcohol

Conditions
ConditionsYield
With carbon dioxide; nitrogen In phosphate buffer pH=7; Equilibrium constant; Radiolysis;
With Paraquat In phosphate buffer Kinetics; Further Variations:; Reagents;
4-(methylthio)benzyl alcohol
3446-90-0

4-(methylthio)benzyl alcohol

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

4-(methylthio)benzyl bromide

Conditions
ConditionsYield
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%
4-(methylthio)benzyl alcohol
3446-90-0

4-(methylthio)benzyl alcohol

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

(4-(methylsulfinyl)phenyl)methanol

Conditions
ConditionsYield
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%
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%
dimethylsulfide
75-18-3

dimethylsulfide

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

4-(methylthio)benzyl alcohol

trifluoroacetic acid
76-05-1

trifluoroacetic acid

dimethylsulfonium trifluoroacetate
112481-55-7

dimethylsulfonium trifluoroacetate

Conditions
ConditionsYield
for 0.0833333h;100%
4-(methylthio)benzyl alcohol
3446-90-0

4-(methylthio)benzyl alcohol

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

1-bromomethyl-4-bromobenzene

Conditions
ConditionsYield
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%
4-(methylthio)benzyl alcohol
3446-90-0

4-(methylthio)benzyl alcohol

p-methylsulfonylbenzyl alcohol
22821-77-8

p-methylsulfonylbenzyl alcohol

Conditions
ConditionsYield
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%
trimethylsilylazide
4648-54-8

trimethylsilylazide

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

4-(methylthio)benzyl alcohol

4'-methylthio-1-trimethylsilyloxytoluene

4'-methylthio-1-trimethylsilyloxytoluene

Conditions
ConditionsYield
tetrabutylammomium bromide at 30℃; for 0.00333333h;99%
4-(methylthio)benzyl alcohol
3446-90-0

4-(methylthio)benzyl alcohol

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

1,1,1,3,3,3-hexamethyl-disilazane

4'-methylthio-1-trimethylsilyloxytoluene

4'-methylthio-1-trimethylsilyloxytoluene

Conditions
ConditionsYield
With Nafion SAC-13 at 20℃; for 0.0666667h;98%
In nitromethane at 20℃; for 0.166667h;97%
Isopropenyl acetate
108-22-5

Isopropenyl acetate

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

4-(methylthio)benzyl alcohol

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

4-(methylthio)benzyl acetate

Conditions
ConditionsYield
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%
4-(methylthio)benzyl alcohol
3446-90-0

4-(methylthio)benzyl alcohol

ethyl acetate
141-78-6

ethyl acetate

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

4-(methylthio)benzyl acetate

Conditions
ConditionsYield
With platinum; 1-butyl-3-methylimidazolium Tetrafluoroborate at 20 - 60℃; for 2h; Inert atmosphere; Electrochemical reaction; Green chemistry;98%
4-(methylthio)benzyl alcohol
3446-90-0

4-(methylthio)benzyl alcohol

p-toluenesulfonamide
70-55-3

p-toluenesulfonamide

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

N-(4-methylthiobenzyl)-4-methylbenzenesulfonamide

Conditions
ConditionsYield
With potassium carbonate at 120℃; for 15h;98%
4-(methylthio)benzyl alcohol
3446-90-0

4-(methylthio)benzyl alcohol

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

N,N-dimethyl-formamide

4-(methylthio)benzyl formate

4-(methylthio)benzyl formate

Conditions
ConditionsYield
With fluorosulfonyl fluoride; caesium carbonate at 20℃; for 12h; Sealed tube;98%
4-(methylthio)benzyl alcohol
3446-90-0

4-(methylthio)benzyl alcohol

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

1-(chloromethyl)-4-methylthiobenzene

Conditions
ConditionsYield
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%
4-(methylthio)benzyl alcohol
3446-90-0

4-(methylthio)benzyl alcohol

Diethyl carbonate
105-58-8

Diethyl carbonate

carbonic acid ethyl ester 4-methylsulfanyl-benzyl ester

carbonic acid ethyl ester 4-methylsulfanyl-benzyl ester

Conditions
ConditionsYield
With MgLa mixed oxide at 125℃; for 5h;97%
4-(methylthio)benzyl alcohol
3446-90-0

4-(methylthio)benzyl alcohol

trityl chloride
76-83-5

trityl chloride

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

1-(methylsulfanyl)-4-[(trityloxy)methyl]benzene

Conditions
ConditionsYield
With iron(III) chloride; 1-(n-butyl)-3-methylimidazolium triflate at 20℃; for 2h; Ionic liquid;97%
4-(methylthio)benzyl alcohol
3446-90-0

4-(methylthio)benzyl alcohol

p-methylsulfinylbenzaldehyde
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%
4-(methylthio)benzyl alcohol
3446-90-0

4-(methylthio)benzyl alcohol

toluene-4-sulfonamide
70-55-3

toluene-4-sulfonamide

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

N-(4-(methylthio)benzyl)-4-methylbenzenesulfonamide

Conditions
ConditionsYield
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%
4-(methylthio)benzyl alcohol
3446-90-0

4-(methylthio)benzyl alcohol

aniline
62-53-3

aniline

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

N-((4-methylthio)benzyl)benzenamine

Conditions
ConditionsYield
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%
4-(methylthio)benzyl alcohol
3446-90-0

4-(methylthio)benzyl alcohol

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

3,4-dihydronaphthalene-1(2H)-one

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

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

Conditions
ConditionsYield
With (4-Me)Triaz(NHPiPr2)2Mn(CO)2Br; caesium carbonate In tert-Amyl alcohol at 135℃; Schlenk technique; Inert atmosphere;96%
4-(methylthio)benzyl alcohol
3446-90-0

4-(methylthio)benzyl alcohol

2-(Methylthio)aniline
2987-53-3

2-(Methylthio)aniline

C15H17NS2

C15H17NS2

Conditions
ConditionsYield
With 1,10-Phenanthroline; tungsten hexacarbonyl; potassium tert-butylate In 1,4-dioxane at 130℃; for 24h;96%
di(succinimido) carbonate
74124-79-1

di(succinimido) carbonate

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

4-(methylthio)benzyl alcohol

4-methylthiobenzyl succinimidyl carbonate
127092-18-6

4-methylthiobenzyl succinimidyl carbonate

Conditions
ConditionsYield
With triethylamine In acetonitrile for 1h; Ambient temperature;95%
With triethylamine In tetrahydrofuran; acetonitrile
4-(methylthio)benzyl alcohol
3446-90-0

4-(methylthio)benzyl alcohol

4-(methylthio)benzamide
90005-49-5

4-(methylthio)benzamide

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

4-(methylthio)benzyl alcohol

tert-butyldimethylsilyl chloride
18162-48-6

tert-butyldimethylsilyl chloride

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

tert-butyl(dimethyl){[4-(methylthio)benzyl]oxy}silane

Conditions
ConditionsYield
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%
4-(methylthio)benzyl alcohol
3446-90-0

4-(methylthio)benzyl alcohol

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

4-(methylthio)benzoic acid

Conditions
ConditionsYield
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%
4-(methylthio)benzyl alcohol
3446-90-0

4-(methylthio)benzyl alcohol

acetophenone
98-86-2

acetophenone

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

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

Conditions
ConditionsYield
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%
methanol
67-56-1

methanol

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

4-(methylthio)benzyl alcohol

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

methyl 4-(methylthio)benzoate

Conditions
ConditionsYield
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.
4-(methylthio)benzyl alcohol
3446-90-0

4-(methylthio)benzyl alcohol

aniline
62-53-3

aniline

(4-methylsulfanylbenzylidene)phenylamine
22116-67-2

(4-methylsulfanylbenzylidene)phenylamine

Conditions
ConditionsYield
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%
4-(methylthio)benzyl alcohol
3446-90-0

4-(methylthio)benzyl alcohol

2-amino-phenol
95-55-6

2-amino-phenol

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

2‐(4‐(methylthio)phenyl)benzo[d]oxazole

Conditions
ConditionsYield
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%

3446-90-0Relevant articles and documents

Base-Catalysed Hydrogenation of Sulphur-Containing Aldehydes

Vu, Thi-Thu-Ha,Kumbhar, Pramod S.,Figueras, Francois

, p. 493 - 496 (2003)

The present work reports the first selective catalytic hydrogenation of bifunctional compounds containing a carbonyl and sulphur moieties, using hydrogen transfer from alcohols and a basic catalyst. The reaction was performed in batch at 371 K at atmospheric pressure with 3- mercaptopropionaldehyde, thiophene-2-carboxaldehyde, 5-bromothiophene-2- carboxaldehyde and 4-methylthiobenzaldehyde. The only product of reaction was the alcohol, formed with yields > 80%, except with 3-mercaptopropionaldehyde which did not give the alcohol but rather afforded unidentified heavy products. 5-Bromothiophenemethanol was obtained with 100% yield in 3 h. The reaction obeys a mechanism of competitive adsorption of the reactants, and the reaction rates are higher than those reported for supported rhodium catalysts.

BORON CONTAINING COMPOUNDS AND THEIR USES

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Paragraph 0314; 0315, (2020/03/29)

The present disclosure contemplates novel boron-containing compounds and their uses as active agents that exhibit pesticidal activity such as antimicrobial, insecticidal, arachnicidal, and/or anti parasitic activity. An agrochemical composition containing such a compound and its use in, animal health, agriculture, or horticulture is also contemplated. A method for promoting plant performance and/or controlling, reducing, preventing, ameliorating, or inhibiting microbes, insects, arachnids, and/or parasites on or in an animal, a plant, a plant part, plant propagation material, and/or harvested fruits or vegetables is also contemplated.

Synthetic Strategy for Tetraphenyl-Substituted All-E-Carotenoids with Improved Molecular Properties

Chung, Wook-Jin,Jung, Hyunuk,Koo, Sangho,Lim, Boram,Park, Myeongnam,Yang, Huijeong,Yoo, Hyebin

supporting information, (2020/03/13)

The synthetic method of tetraphenyl-substituted all-E-carotenes 1 with improved properties of antioxidant and molecular electronic conductance was developed through the formation of tetraphenyl-substituted all-E-apocarotenedial 4. The synthesis highlighted the preparation of novel subunits containing phenyl substituent(s) with E-configuration starting from the key (E)-4-chloro-2-phenylbut-2-enal (10), utilizing conjugation effect with formyl group or easy recrystallization of sulfone compounds. Sulfone-mediated coupling methods of Julia and modified Julia–Kocienski olefinations utilizing the subunits were demonstrated to produce tetraphenyl-substituted apocarotenedials 4. The major all-E-forms (73–85 % selectivity) were easily purified by SiO2 chromatography and trituration with Et2O due to the presence of the polar formyl groups. The olefination of all-E-apocarotenedials 4 and Wittig salt 5 provided all-E-9,9',13,13'-tetraphenylcarotenes 1.

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