Conditions | Yield |
---|---|
With hydrogenchloride In tert-butyl methyl ether; water for 0.166667h; | 100% |
With hydrogenchloride In tert-butyl methyl ether; water for 0.166667h; | 100% |
With hydrogenchloride In tert-butyl methyl ether; water Inert atmosphere; Schlenk technique; | 97% |
2-p-Toluenesulfonamido-1,2,3,4-tetrahydroisoquinoline
A
p-toluene sulfinic acid
B
5,6,8,8a,13,14,16,16a-octahydro-s-tetrazine<6,1-a:3,4-a'>diisoquinoline
Conditions | Yield |
---|---|
With sodium hydroxide at 80 - 90℃; for 2h; | A 77% B 99% |
Conditions | Yield |
---|---|
With lithium amalgam In isopropyl alcohol; toluene at 23℃; for 2h; | 98% |
With tributylstibine for 0.5h; Ambient temperature; | 98% |
With sodium sulfite In water at 80℃; for 5h; | 97.79% |
pyridine
(3-Chloro-quinoxalin-2-yl)-(toluene-4-sulfonyl)-acetonitrile
A
p-toluene sulfinic acid
B
12-cyanoindolizino<2,3-b>quinoxaline
Conditions | Yield |
---|---|
for 2h; Mechanism; Heating; other α-substituted 2-(3-chloro)quinoxalylacetonitrile, var. azines; | A n/a B 98% |
4,8-Dimethyl-2-p-tolylsulfonyl-3(Z),7-nonadienoic acid
A
p-toluene sulfinic acid
B
(3Z)‐4,8‐dimethylnona‐3,7‐dienoic acid
Conditions | Yield |
---|---|
With sodium amalgam In methanol at 0℃; for 4.25h; | A n/a B 96% |
Conditions | Yield |
---|---|
With aluminium(III) triflate; trifluorormethanesulfonic acid; sulfur dioxide; aluminium trifluoroacetate; trifluoroacetic acid at 25℃; under 760.051 Torr; for 24h; Temperature; | 95% |
With aluminium trichloride; sulfur dioxide Zersetzen des Reaktionsproduktes mit Wasser und Salzsaeure; | |
With carbon disulfide; aluminium trichloride at -10℃; Man leitet einige Minuten Chlorwasserstoff und dann zwei Stunden Schwefeldioxyd ein, giesst nach 12 Stdn. auf Eis und macht mit Soda alkalisch; | |
With aluminium trichloride; sulfuryl dichloride |
4-methylbenzenesulfonic acid n-hexylester
A
p-toluene sulfinic acid
B
hexan-1-ol
Conditions | Yield |
---|---|
With lithium amalgam In 1,4-dioxane; isopropyl alcohol at 23℃; for 2h; | A 95% B 95% |
A
p-toluene sulfinic acid
B
3-methylene-9-oxo-1,2,3,9-tetrahydropyrrolo<2,1-b>quinazoline
Conditions | Yield |
---|---|
With 1,8-diazabicyclo[5.4.0]undec-7-ene In chloroform Inert atmosphere; | A n/a B 95% |
C16H22N2O4S
A
p-toluene sulfinic acid
B
7,7-dimethoxybicyclo<2.2.1>heptane
Conditions | Yield |
---|---|
With diisobutylaluminium hydride In hexane at 0℃; for 0.25h; | A 90% B 66% |
N-methyl-N-(2-phenethyl)-4-methylbenzenesulfonamide
A
p-toluene sulfinic acid
B
Ethyl p-toluenesulfinate
C
methyl p-toluene sulfinate
D
N-Methyl-N-phenethylamine
Conditions | Yield |
---|---|
With sodium tetrahydroborate; 1,5-dimethoxynaphthalene In ethanol Irradiation; | A 71% B n/a C n/a D 89% |
Conditions | Yield |
---|---|
With N1,N1,N12,N12-tetramethyl-7,8-dihydro-6H-dipyrido[1,2-a:2,1'-c][1,4]diazepine-2,12-diamine In N,N-dimethyl-formamide for 72h; UV-irradiation; | A 78% B 85% |
Conditions | Yield |
---|---|
With hydrogenchloride; tert-butyl methyl ether In water for 0.333333h; Inert atmosphere; | 84% |
ethyl N-[(4-methylphenyl)sulfonyl]-N-phenylglycinate
A
N-phenylglycine ethyl ester
B
p-toluene sulfinic acid
Conditions | Yield |
---|---|
With N-Benzylaniline In N,N-dimethyl-formamide UV-irradiation; | A 83% B n/a |
Ethyl p-toluenesulfinate
A
p-toluene sulfinic acid
B
di(4-methyl)phenylthiosulfonate
Conditions | Yield |
---|---|
In ethanol at 90℃; | A 20% B 72% |
Conditions | Yield |
---|---|
With HOF* CH3CN In methanol at -40℃; | 70% |
With hydrogenchloride; sodium hydroxide; dihydrogen peroxide 1.)EtOH, water, rt., 10 min; 2.) water, 0 deg C; Yield given. Multistep reaction; | |
Multi-step reaction with 4 steps 1: 90 percent / benzene / 5 h / Heating 2: 70 percent / AcOH, 30percent H2O2 / 24 h / 25 °C 3: 85 percent / acetone / 24 h / 25 °C 4: K2CO3 / acetone; H2O / 24 h / 25 °C View Scheme |
S-(4-chlorophenyl) 4-methylbenzenesulfonothioate
sodium salt of triacetic acid lactone
A
p-toluene sulfinic acid
B
3-p-Chlorophenylthio-4-hydroxy-6-methyl-2-pyrone
Conditions | Yield |
---|---|
In ethanol | A 70% B n/a |
benzyl tosylate
sodium salt of triacetic acid lactone
A
p-toluene sulfinic acid
B
3-Benzylthio-4-hydroxy-6-methyl-2-pyrone
Conditions | Yield |
---|---|
In ethanol | A n/a B 66% |
methyl thiotosylate
sodium salt of triacetic acid lactone
A
p-toluene sulfinic acid
Conditions | Yield |
---|---|
In ethanol | A n/a B 64% |
N-phenyl N-(4-methylphenylsulfonyl) hydroxylamine
p-toluene sulfinic acid
Conditions | Yield |
---|---|
With sodium hydroxide In diethyl ether | 63% |
4-methyl-benzaldehyde
S-benzyl 4-methylbenzenethiosulfonate
p-toluene sulfinic acid
Conditions | Yield |
---|---|
With sodium carbonate; 9,10-phenanthrenequinone In acetonitrile at 20℃; for 14h; Schlenk technique; Sealed tube; Irradiation; | 61% |
A
p-toluene sulfinic acid
B
fluorenone imine
C
9-aminofluorene
D
N'-(9H-fluoren-9-ylidene)-4-methylbenzenesulfonohydrazide
E
toluene-4-sulfonamide
F
fluoren-9-ylidene-hydrazine
Conditions | Yield |
---|---|
With tetrabutylammonium perchlorate In N,N-dimethyl-formamide at 22℃; Product distribution; electrolytic reduction at a platinum gauze electrode; also addition of proton donors; | A 4% B 6% C 41% D 60% E 37% F 2.6% |
1,1’-[(Z)-ethene-1,2-diyldisulfonyl]bis(4-methylbenzene)
2-diazopropane
A
p-toluene sulfinic acid
B
1-methyl-4-(propane-2-sulfonyl)benzene
3,3a,6,6a-tetrahydro-3,3,6,6-tetramethyl-3a-(p-tolylsulfonyl)pyrazolo<4,3-c>pyrazole
Conditions | Yield |
---|---|
In methanol 1) -78 deg C, to RT, 12 h; | A n/a B 2.4 g C 50% |
Conditions | Yield |
---|---|
With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; caesium carbonate; Aminoiminomethanesulfinic acid; 18O-labeled water In dimethyl sulfoxide at 100℃; for 2h; Inert atmosphere; | A 19% B 30% C 40% |
2-bromo-6-(2,2,6,6-tetramethyltetrahydro-pyran-4-yl)pyridin-3-ylamine
N'-(4,4-dimethylcyclohexylidene)-4-methylbenzene-1-sulfonohydrazide
A
p-toluene sulfinic acid
B
6-(2,2,6,6-tetramethyl-tetrahydro-pyran-4-yl)-pyridin-3-ylamine
Conditions | Yield |
---|---|
With tris-(dibenzylideneacetone)dipalladium(0); lithium tert-butoxide; XPhos In 1,4-dioxane at 110℃; Inert atmosphere; | A n/a B 19% C 30% D n/a |
5-p-chlorophenyl-2-phenyl-4-tosyl-2-oxazoline
A
4-chlorophenylacetic Acid
B
5-(4-chlorophenyl)-2-phenyl-1,3-oxazole
C
p-toluene sulfinic acid
D
benzamide
Conditions | Yield |
---|---|
With potassium carbonate In methanol for 1.5h; Heating; Yields of byproduct given; | A n/a B 14% C n/a D n/a |
diethyl ether
p-toluenesulfonyl iodide
A
p-toluene sulfinic acid
B
iodobenzene
diethyl ether
toluene-p-sulfonyl bromide
A
p-toluene sulfinic acid
B
bromobenzene
ethanol
2-nitrothiophenol
S-(2-nitrophenyl) 4-toluenethiosulfonate
A
bis(2-nitrophenyl)disulfide
B
p-toluene sulfinic acid
ethanol
2,5-dichlorbenzenethiol
di(4-methyl)phenylthiosulfonate
A
p-toluene sulfinic acid
Conditions | Yield |
---|---|
reagiert analog mit p-Tolylmercaptan und mit Anthranylmercaptan; |
p-toluene sulfinic acid
4-methylbenzenesulfinyl chloride
Conditions | Yield |
---|---|
With thionyl chloride In diethyl ether at 0 - 40℃; for 4h; | 100% |
With thionyl chloride | |
With thionyl chloride |
Conditions | Yield |
---|---|
In acetonitrile at 0℃; for 1h; | 100% |
p-toluene sulfinic acid
trans-3,6-dimethyl-4-hydroxyhexahydropyrimidine-2-thione
(4R,6R)-1,4-Dimethyl-6-(toluene-4-sulfonyl)-tetrahydro-pyrimidine-2-thione
Conditions | Yield |
---|---|
In water at 20℃; | 100% |
p-toluene sulfinic acid
1-[(R)-1-(2,6-Dichloro-phenyl)-ethyl]-5-hydroxy-pyrrolidin-2-one
(5R)-(-)-<(1R)-1-(2,6-dichlorophenyl)ethyl>-5-(p-toluenesulfonyl)pyrrolidinone
Conditions | Yield |
---|---|
In dichloromethane for 2h; | 100% |
Conditions | Yield |
---|---|
In water for 0.75h; Heating; | 99.9% |
Conditions | Yield |
---|---|
With dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In dichloromethane at 25℃; for 16h; Temperature; Reagent/catalyst; Inert atmosphere; | 99% |
With pyridine; chlorophosphoric acid diphenyl ester In dichloromethane for 15h; Product distribution; Ambient temperature; variation of reagents, temperature and reaction time; | 95% |
With pyridine; chlorophosphoric acid diphenyl ester In dichloromethane for 15h; Ambient temperature; | 95% |
p-toluene sulfinic acid
benzaldehyde
formamide
N-[(4-methylbenzene-1-sulfonyl)(phenyl)methyl]formamide
Conditions | Yield |
---|---|
Stage #1: benzaldehyde; formamide With chloro-trimethyl-silane In toluene; acetonitrile at 55℃; for 3h; Inert atmosphere; Schlenk technique; Stage #2: p-toluene sulfinic acid In toluene; acetonitrile Inert atmosphere; Schlenk technique; | 99% |
With chloro-trimethyl-silane In toluene; acetonitrile at 50℃; for 5h; | 94% |
With (R)-10-camphorsulfonic acid at 60℃; for 18h; | 82% |
p-toluene sulfinic acid
1-(2,4-dichlorophenyl)-4,4-dimethylpent-1-en-3-one
Conditions | Yield |
---|---|
With sodium hydrogencarbonate In (2S)-N-methyl-1-phenylpropan-2-amine hydrate | 99% |
3-phenyl-propionaldehyde
p-toluene sulfinic acid
benzamide
N-(1-p-toluenesulphonyl-3-phenylpropyl)benzamide
Conditions | Yield |
---|---|
With magnesium sulfate In dichloromethane at 20℃; for 16h; | 99% |
p-toluene sulfinic acid
(Z)-4-heptenal
benzamide
(Z)-N-(1-tosylhept-4-enyl)benzamide
Conditions | Yield |
---|---|
With magnesium sulfate In dichloromethane at 20℃; | 99% |
p-toluene sulfinic acid
benzyloxyacetoaldehyde
benzamide
N-(2-(benzyloxy)-1-tosylethyl)benzamide
Conditions | Yield |
---|---|
With magnesium sulfate In dichloromethane at 20℃; | 99% |
p-toluene sulfinic acid
benzamide
cyclohexanecarbaldehyde
N-(cyclohexyl(tosyl)methyl)benzamide
Conditions | Yield |
---|---|
With magnesium sulfate In dichloromethane at 20℃; for 16h; | 99% |
Conditions | Yield |
---|---|
In methanol byproducts: CH3CO2H, H2; N2-atmosphere; | 99% |
In tetrahydrofuran byproducts: CH3CO2H, H2; N2-atmosphere; | 99% |
p-toluene sulfinic acid
(E)-2-(4-methoxybenzylidene)hydrazine carboxamide
4-methoxy-benzaldehyde
Conditions | Yield |
---|---|
In ethanol at 20℃; for 144h; | 99% |
Stage #1: p-toluene sulfinic acid; 4-methoxy-benzaldehyde In ethanol at 20℃; for 0.166667h; Stage #2: (E)-2-(4-methoxybenzylidene)hydrazine carboxamide In ethanol at 20℃; for 144h; Enzymatic reaction; | 99% |
p-toluene sulfinic acid
methyl ethynyl ketone
(Z)-4-(p-tolylsulfonyl)-3-buten-2-one
Conditions | Yield |
---|---|
In ethanol at 20℃; for 40h; pH=3.5; stereoselective reaction; | 99% |
With vanillin In ethanol at 20℃; UV-irradiation; | 99% |
Conditions | Yield |
---|---|
With pyridine In 1,2-dichloro-ethane at 20℃; for 8h; UV-irradiation; | 99% |
p-toluene sulfinic acid
Conditions | Yield |
---|---|
With pyridine In 1,2-dichloro-ethane at 20℃; for 8h; UV-irradiation; | 99% |
p-toluene sulfinic acid
Conditions | Yield |
---|---|
With pyridine In 1,2-dichloro-ethane at 20℃; for 8h; UV-irradiation; | 99% |
Conditions | Yield |
---|---|
Stage #1: p-toluene sulfinic acid; 3,4-dimethoxy-benzaldehyde In formic acid; water at 20℃; for 0.166667h; Stage #2: urea In formic acid; water at 20℃; for 24h; Solvent; | 99% |
p-toluene sulfinic acid
4-methoxybenzaldehyde semicarbazone
4-methoxy-benzaldehyde
Conditions | Yield |
---|---|
Stage #1: p-toluene sulfinic acid; 4-methoxy-benzaldehyde In ethanol at 20℃; Stage #2: 4-methoxybenzaldehyde semicarbazone In ethanol at 20℃; for 144h; | 99% |
Conditions | Yield |
---|---|
With photoredox catalyst Ni/TiO2 In acetonitrile at 20℃; for 3.5h; Molecular sieve; Irradiation; | 99% |
Conditions | Yield |
---|---|
With piperidinium thiotungstate In N,N-dimethyl-formamide for 0.5h; Ambient temperature; | 98% |
With phosphorus; iodine; acetic acid | |
Electrolysis; |
p-toluene sulfinic acid
3-methylcyclohexen-2-one
3-methyl-3-((4-methylphenyl)sulfonyl)cyclohexanone
Conditions | Yield |
---|---|
In acetonitrile for 48h; | 98% |
With hydrogenchloride In diethyl ether |
Conditions | Yield |
---|---|
With dicyclohexyl-carbodiimide at 20℃; for 0.0666667h; | 98% |
With pyridine; O-phenyl phosphorodichloridate In dichloromethane for 7h; Ambient temperature; | 84% |
With thionyl chloride; silica gel at 20℃; for 0.666667h; | 68% |
With dicyclohexyl-carbodiimide | |
With 2-chloro-1-methyl-pyridinium iodide; triethylamine In dichloromethane Heating; |
p-toluene sulfinic acid
cyclohexanol
cyclohexyl 4-methylbenzenesulfinate
Conditions | Yield |
---|---|
With pyridine; chlorophosphoric acid diphenyl ester In dichloromethane for 15h; Product distribution; Ambient temperature; variation of reagents, temperature and reaction time; | 98% |
With pyridine; chlorophosphoric acid diphenyl ester In dichloromethane for 15h; Ambient temperature; | 98% |
With dicyclohexyl-carbodiimide at 20℃; for 0.166667h; | 90% |
IUPAC Name: 4-Methylbenzenesulfinic acid
Synonyms of p-Toluenesulfinic acid (CAS NO.536-57-2) : 4-Toluenesulfinic acid ; Benzenesulfinic acid, 4-methyl-
Product Categories: Boron, Nitrile, Thio,& TM-Cpds;Benzene derivates;Organic Building Blocks;Sulfonyl Halides;Sulfur Compounds
Product Categories:Industrial/Fine Chemicals
CAS NO:536-57-2
Molecular Formula of p-Toluenesulfinic acid (CAS NO.536-57-2) :C7H8O2S
Molecular Weight of p-Toluenesulfinic acid (CAS NO.536-57-2) :156.2
Molecular Structure of p-Toluenesulfinic acid (CAS NO.536-57-2) :
EINECS: 208-638-3
Index of Refraction:1.653
Surface Tension: 71.5 dyne/cm
Density: 1.36 g/cm3
Flash Point: 159.4 °C
Enthalpy of Vaporization: 61.59 kJ/mol
Boiling Point: 340 °C at 760 mmHg
Vapour Pressure: 3.42E-05 mmHg at 25°C
p-Toluenesulfinic acid (CAS NO.536-57-2) is used as a curing agent for grouting material .
RTECS GZ7260000
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