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536-57-2

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  • p-Toluenesulfinic Acid CAS 536-57-2 4-Methylbenzenesulfinic acid CAS no 536-57-2 Benzenesulfinic acid,4-methyl-

    Cas No: 536-57-2

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536-57-2 Usage

Check Digit Verification of cas no

The CAS Registry Mumber 536-57-2 includes 6 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 3 digits, 5,3 and 6 respectively; the second part has 2 digits, 5 and 7 respectively.
Calculate Digit Verification of CAS Registry Number 536-57:
(5*5)+(4*3)+(3*6)+(2*5)+(1*7)=72
72 % 10 = 2
So 536-57-2 is a valid CAS Registry Number.
InChI:InChI=1/C7H8O2S.Na/c1-6-2-4-7(5-3-6)10(8)9;/h2-5H,1H3,(H,8,9);/q;+1/p-1

536-57-2SDS

SAFETY DATA SHEETS

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

Version: 1.0

Creation Date: Aug 19, 2017

Revision Date: Aug 19, 2017

1.Identification

1.1 GHS Product identifier

Product name P-Toluenesulfinic Acid

1.2 Other means of identification

Product number -
Other names Benzenesulfinic acid, 4-methyl-

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:536-57-2 SDS

536-57-2Synthetic route

sodium 4-methylbenzenesulfinate
824-79-3

sodium 4-methylbenzenesulfinate

p-toluene sulfinic acid
536-57-2

p-toluene sulfinic acid

Conditions
ConditionsYield
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
19350-92-6

2-p-Toluenesulfonamido-1,2,3,4-tetrahydroisoquinoline

A

p-toluene sulfinic acid
536-57-2

p-toluene sulfinic acid

B

5,6,8,8a,13,14,16,16a-octahydro-s-tetrazine<6,1-a:3,4-a'>diisoquinoline
75615-02-0

5,6,8,8a,13,14,16,16a-octahydro-s-tetrazine<6,1-a:3,4-a'>diisoquinoline

Conditions
ConditionsYield
With sodium hydroxide at 80 - 90℃; for 2h;A 77%
B 99%
p-toluenesulfonyl chloride
98-59-9

p-toluenesulfonyl chloride

p-toluene sulfinic acid
536-57-2

p-toluene sulfinic acid

Conditions
ConditionsYield
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
110-86-1

pyridine

(3-Chloro-quinoxalin-2-yl)-(toluene-4-sulfonyl)-acetonitrile
121512-59-2

(3-Chloro-quinoxalin-2-yl)-(toluene-4-sulfonyl)-acetonitrile

A

p-toluene sulfinic acid
536-57-2

p-toluene sulfinic acid

B

12-cyanoindolizino<2,3-b>quinoxaline
10176-29-1

12-cyanoindolizino<2,3-b>quinoxaline

Conditions
ConditionsYield
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
95682-08-9

4,8-Dimethyl-2-p-tolylsulfonyl-3(Z),7-nonadienoic acid

A

p-toluene sulfinic acid
536-57-2

p-toluene sulfinic acid

B

(3Z)‐4,8‐dimethylnona‐3,7‐dienoic acid
53668-11-4

(3Z)‐4,8‐dimethylnona‐3,7‐dienoic acid

Conditions
ConditionsYield
With sodium amalgam In methanol at 0℃; for 4.25h;A n/a
B 96%
toluene
108-88-3

toluene

p-toluene sulfinic acid
536-57-2

p-toluene sulfinic acid

Conditions
ConditionsYield
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
3839-35-8

4-methylbenzenesulfonic acid n-hexylester

A

p-toluene sulfinic acid
536-57-2

p-toluene sulfinic acid

B

hexan-1-ol
111-27-3

hexan-1-ol

Conditions
ConditionsYield
With lithium amalgam In 1,4-dioxane; isopropyl alcohol at 23℃; for 2h;A 95%
B 95%
3-(tosylmethyl)-2,3-dihydropyrrolo[2,1-b]quinazolin-9(1H)-one

3-(tosylmethyl)-2,3-dihydropyrrolo[2,1-b]quinazolin-9(1H)-one

A

p-toluene sulfinic acid
536-57-2

p-toluene sulfinic acid

B

3-methylene-9-oxo-1,2,3,9-tetrahydropyrrolo<2,1-b>quinazoline
98262-85-2

3-methylene-9-oxo-1,2,3,9-tetrahydropyrrolo<2,1-b>quinazoline

Conditions
ConditionsYield
With 1,8-diazabicyclo[5.4.0]undec-7-ene In chloroform Inert atmosphere;A n/a
B 95%

A

p-toluene sulfinic acid
536-57-2

p-toluene sulfinic acid

B

7,7-dimethoxybicyclo<2.2.1>heptane
39869-70-0

7,7-dimethoxybicyclo<2.2.1>heptane

Conditions
ConditionsYield
With diisobutylaluminium hydride In hexane at 0℃; for 0.25h;A 90%
B 66%
N-methyl-N-(2-phenethyl)-4-methylbenzenesulfonamide
25566-59-0

N-methyl-N-(2-phenethyl)-4-methylbenzenesulfonamide

A

p-toluene sulfinic acid
536-57-2

p-toluene sulfinic acid

C

methyl p-toluene sulfinate
672-78-6

methyl p-toluene sulfinate

D

N-Methyl-N-phenethylamine
589-08-2

N-Methyl-N-phenethylamine

Conditions
ConditionsYield
With sodium tetrahydroborate; 1,5-dimethoxynaphthalene In ethanol Irradiation;A 71%
B n/a
C n/a
D 89%
N-cyclopropyl-N-tetradecyl-4-methylbenzenesulfonamide

N-cyclopropyl-N-tetradecyl-4-methylbenzenesulfonamide

A

p-toluene sulfinic acid
536-57-2

p-toluene sulfinic acid

B

tetradecylamine
2016-42-4

tetradecylamine

Conditions
ConditionsYield
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%
sodium p-toluenesulfinate tetrahydrate
7257-26-3

sodium p-toluenesulfinate tetrahydrate

p-toluene sulfinic acid
536-57-2

p-toluene sulfinic acid

Conditions
ConditionsYield
With hydrogenchloride; tert-butyl methyl ether In water for 0.333333h; Inert atmosphere;84%
ethyl N-[(4-methylphenyl)sulfonyl]-N-phenylglycinate
94675-53-3

ethyl N-[(4-methylphenyl)sulfonyl]-N-phenylglycinate

A

N-phenylglycine ethyl ester
2216-92-4

N-phenylglycine ethyl ester

B

p-toluene sulfinic acid
536-57-2

p-toluene sulfinic acid

Conditions
ConditionsYield
With N-Benzylaniline In N,N-dimethyl-formamide UV-irradiation;A 83%
B n/a

A

p-toluene sulfinic acid
536-57-2

p-toluene sulfinic acid

B

di(4-methyl)phenylthiosulfonate
2943-42-2

di(4-methyl)phenylthiosulfonate

Conditions
ConditionsYield
In ethanol at 90℃;A 20%
B 72%
para-thiocresol
106-45-6

para-thiocresol

p-toluene sulfinic acid
536-57-2

p-toluene sulfinic acid

Conditions
ConditionsYield
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
28823-18-9

S-(4-chlorophenyl) 4-methylbenzenesulfonothioate

sodium salt of triacetic acid lactone
30536-52-8

sodium salt of triacetic acid lactone

A

p-toluene sulfinic acid
536-57-2

p-toluene sulfinic acid

B

3-p-Chlorophenylthio-4-hydroxy-6-methyl-2-pyrone
53603-22-8

3-p-Chlorophenylthio-4-hydroxy-6-methyl-2-pyrone

Conditions
ConditionsYield
In ethanolA 70%
B n/a
benzyl tosylate
1024-41-5

benzyl tosylate

sodium salt of triacetic acid lactone
30536-52-8

sodium salt of triacetic acid lactone

A

p-toluene sulfinic acid
536-57-2

p-toluene sulfinic acid

B

3-Benzylthio-4-hydroxy-6-methyl-2-pyrone
53603-23-9

3-Benzylthio-4-hydroxy-6-methyl-2-pyrone

Conditions
ConditionsYield
In ethanolA n/a
B 66%
methyl thiotosylate
4973-66-4

methyl thiotosylate

sodium salt of triacetic acid lactone
30536-52-8

sodium salt of triacetic acid lactone

A

p-toluene sulfinic acid
536-57-2

p-toluene sulfinic acid

B

4-Hydroxy-6-methyl-3-methylthio-2-pyrone

4-Hydroxy-6-methyl-3-methylthio-2-pyrone

Conditions
ConditionsYield
In ethanolA n/a
B 64%
N-phenyl N-(4-methylphenylsulfonyl) hydroxylamine
38557-76-5

N-phenyl N-(4-methylphenylsulfonyl) hydroxylamine

p-toluene sulfinic acid
536-57-2

p-toluene sulfinic acid

Conditions
ConditionsYield
With sodium hydroxide In diethyl ether63%
4-methyl-benzaldehyde
104-87-0

4-methyl-benzaldehyde

S-benzyl 4-methylbenzenethiosulfonate
16601-02-8

S-benzyl 4-methylbenzenethiosulfonate

p-toluene sulfinic acid
536-57-2

p-toluene sulfinic acid

Conditions
ConditionsYield
With sodium carbonate; 9,10-phenanthrenequinone In acetonitrile at 20℃; for 14h; Schlenk technique; Sealed tube; Irradiation;61%
fluorenone tosylhydrazone anion

fluorenone tosylhydrazone anion

A

p-toluene sulfinic acid
536-57-2

p-toluene sulfinic acid

B

fluorenone imine
4440-33-9

fluorenone imine

C

9-aminofluorene
525-03-1

9-aminofluorene

D

N'-(9H-fluoren-9-ylidene)-4-methylbenzenesulfonohydrazide
52341-51-2

N'-(9H-fluoren-9-ylidene)-4-methylbenzenesulfonohydrazide

E

toluene-4-sulfonamide
70-55-3

toluene-4-sulfonamide

F

fluoren-9-ylidene-hydrazine
13629-22-6

fluoren-9-ylidene-hydrazine

Conditions
ConditionsYield
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)
15645-75-7

1,1’-[(Z)-ethene-1,2-diyldisulfonyl]bis(4-methylbenzene)

2-diazopropane
2684-60-8

2-diazopropane

A

p-toluene sulfinic acid
536-57-2

p-toluene sulfinic acid

B

1-methyl-4-(propane-2-sulfonyl)benzene
51751-71-4, 20288-47-5

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
128641-83-8, 137305-78-3

3,3a,6,6a-tetrahydro-3,3,6,6-tetramethyl-3a-(p-tolylsulfonyl)pyrazolo<4,3-c>pyrazole

Conditions
ConditionsYield
In methanol 1) -78 deg C, to RT, 12 h;A n/a
B 2.4 g
C 50%
4-tolyl iodide
624-31-7

4-tolyl iodide

A

p-toluene sulfinic acid
536-57-2

p-toluene sulfinic acid

B

C7H8(18)O2S

C7H8(18)O2S

C

C7H8O(18)OS

C7H8O(18)OS

Conditions
ConditionsYield
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
1142363-62-9

2-bromo-6-(2,2,6,6-tetramethyltetrahydro-pyran-4-yl)pyridin-3-ylamine

N'-(4,4-dimethylcyclohexylidene)-4-methylbenzene-1-sulfonohydrazide
64692-81-5

N'-(4,4-dimethylcyclohexylidene)-4-methylbenzene-1-sulfonohydrazide

A

p-toluene sulfinic acid
536-57-2

p-toluene sulfinic acid

B

6-(2,2,6,6-tetramethyl-tetrahydro-pyran-4-yl)-pyridin-3-ylamine
1142363-60-7

6-(2,2,6,6-tetramethyl-tetrahydro-pyran-4-yl)-pyridin-3-ylamine

C

C28H42N4O2

C28H42N4O2

D

C15H22O2S

C15H22O2S

Conditions
ConditionsYield
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
80225-01-0

5-p-chlorophenyl-2-phenyl-4-tosyl-2-oxazoline

A

4-chlorophenylacetic Acid
1878-66-6

4-chlorophenylacetic Acid

B

5-(4-chlorophenyl)-2-phenyl-1,3-oxazole
80224-89-1

5-(4-chlorophenyl)-2-phenyl-1,3-oxazole

C

p-toluene sulfinic acid
536-57-2

p-toluene sulfinic acid

D

benzamide
55-21-0

benzamide

Conditions
ConditionsYield
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
60-29-7

diethyl ether

p-toluenesulfonyl iodide
1950-78-3

p-toluenesulfonyl iodide

phenylmagnesium bromide

phenylmagnesium bromide

A

p-toluene sulfinic acid
536-57-2

p-toluene sulfinic acid

B

iodobenzene
591-50-4

iodobenzene

diethyl ether
60-29-7

diethyl ether

toluene-p-sulfonyl bromide
1950-69-2

toluene-p-sulfonyl bromide

phenylmagnesium bromide

phenylmagnesium bromide

A

p-toluene sulfinic acid
536-57-2

p-toluene sulfinic acid

B

bromobenzene
108-86-1

bromobenzene

ethanol
64-17-5

ethanol

2-nitrothiophenol
4875-10-9

2-nitrothiophenol

S-(2-nitrophenyl) 4-toluenethiosulfonate
34158-66-2

S-(2-nitrophenyl) 4-toluenethiosulfonate

A

bis(2-nitrophenyl)disulfide
1155-00-6

bis(2-nitrophenyl)disulfide

B

p-toluene sulfinic acid
536-57-2

p-toluene sulfinic acid

ethanol
64-17-5

ethanol

2,5-dichlorbenzenethiol
5858-18-4

2,5-dichlorbenzenethiol

di(4-methyl)phenylthiosulfonate
2943-42-2

di(4-methyl)phenylthiosulfonate

A

p-toluene sulfinic acid
536-57-2

p-toluene sulfinic acid

B

(2,5-dichloro-phenyl)-p-tolyl disulfide

(2,5-dichloro-phenyl)-p-tolyl disulfide

Conditions
ConditionsYield
reagiert analog mit p-Tolylmercaptan und mit Anthranylmercaptan;
p-toluene sulfinic acid
536-57-2

p-toluene sulfinic acid

4-methylbenzenesulfinyl chloride
10439-23-3

4-methylbenzenesulfinyl chloride

Conditions
ConditionsYield
With thionyl chloride In diethyl ether at 0 - 40℃; for 4h;100%
With thionyl chloride
With thionyl chloride
p-toluene sulfinic acid
536-57-2

p-toluene sulfinic acid

benzeneseleninic acid
6996-92-5

benzeneseleninic acid

C7H8O3S*C6H6O2Se
76200-60-7

C7H8O3S*C6H6O2Se

Conditions
ConditionsYield
In acetonitrile at 0℃; for 1h;100%
p-toluene sulfinic acid
536-57-2

p-toluene sulfinic acid

trans-3,6-dimethyl-4-hydroxyhexahydropyrimidine-2-thione
27406-58-2, 97481-94-2, 97481-95-3

trans-3,6-dimethyl-4-hydroxyhexahydropyrimidine-2-thione

(4R,6R)-1,4-Dimethyl-6-(toluene-4-sulfonyl)-tetrahydro-pyrimidine-2-thione
134982-80-2

(4R,6R)-1,4-Dimethyl-6-(toluene-4-sulfonyl)-tetrahydro-pyrimidine-2-thione

Conditions
ConditionsYield
In water at 20℃;100%
p-toluene sulfinic acid
536-57-2

p-toluene sulfinic acid

1-[(R)-1-(2,6-Dichloro-phenyl)-ethyl]-5-hydroxy-pyrrolidin-2-one
126017-80-9

1-[(R)-1-(2,6-Dichloro-phenyl)-ethyl]-5-hydroxy-pyrrolidin-2-one

(5R)-(-)-<(1R)-1-(2,6-dichlorophenyl)ethyl>-5-(p-toluenesulfonyl)pyrrolidinone
134457-72-0

(5R)-(-)-<(1R)-1-(2,6-dichlorophenyl)ethyl>-5-(p-toluenesulfonyl)pyrrolidinone

Conditions
ConditionsYield
In dichloromethane for 2h;100%
4,5-dihydroxy-2-imidazolidinone
3720-97-6

4,5-dihydroxy-2-imidazolidinone

p-toluene sulfinic acid
536-57-2

p-toluene sulfinic acid

4-(p-tolylsulfonyl)-2-imidazolinone

4-(p-tolylsulfonyl)-2-imidazolinone

Conditions
ConditionsYield
In water for 0.75h; Heating;99.9%
p-toluene sulfinic acid
536-57-2

p-toluene sulfinic acid

(-)-menthol
2216-51-5

(-)-menthol

(-)-menthyl p-toluenesulfinate
1517-82-4

(-)-menthyl p-toluenesulfinate

Conditions
ConditionsYield
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
536-57-2

p-toluene sulfinic acid

benzaldehyde
100-52-7

benzaldehyde

N-[(4-methylbenzene-1-sulfonyl)(phenyl)methyl]formamide
37643-54-2

N-[(4-methylbenzene-1-sulfonyl)(phenyl)methyl]formamide

Conditions
ConditionsYield
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
536-57-2

p-toluene sulfinic acid

aqueous alcohol

aqueous alcohol

NaH2 PO3

NaH2 PO3

1-(2,4-dichlorophenyl)-4,4-dimethylpent-1-en-3-one
58344-25-5

1-(2,4-dichlorophenyl)-4,4-dimethylpent-1-en-3-one

1-(2,4-dichlorophenyl)-1-p-toluene-sulfonyl-4,4-dimethylpentan-3-one

1-(2,4-dichlorophenyl)-1-p-toluene-sulfonyl-4,4-dimethylpentan-3-one

Conditions
ConditionsYield
With sodium hydrogencarbonate In (2S)-N-methyl-1-phenylpropan-2-amine hydrate99%
3-phenyl-propionaldehyde
104-53-0

3-phenyl-propionaldehyde

p-toluene sulfinic acid
536-57-2

p-toluene sulfinic acid

benzamide
55-21-0

benzamide

N-(1-p-toluenesulphonyl-3-phenylpropyl)benzamide
84993-37-3

N-(1-p-toluenesulphonyl-3-phenylpropyl)benzamide

Conditions
ConditionsYield
With magnesium sulfate In dichloromethane at 20℃; for 16h;99%
p-toluene sulfinic acid
536-57-2

p-toluene sulfinic acid

(Z)-4-heptenal
6728-31-0

(Z)-4-heptenal

benzamide
55-21-0

benzamide

(Z)-N-(1-tosylhept-4-enyl)benzamide
1000681-66-2

(Z)-N-(1-tosylhept-4-enyl)benzamide

Conditions
ConditionsYield
With magnesium sulfate In dichloromethane at 20℃;99%
p-toluene sulfinic acid
536-57-2

p-toluene sulfinic acid

benzyloxyacetoaldehyde
60656-87-3

benzyloxyacetoaldehyde

benzamide
55-21-0

benzamide

N-(2-(benzyloxy)-1-tosylethyl)benzamide
1000681-65-1

N-(2-(benzyloxy)-1-tosylethyl)benzamide

Conditions
ConditionsYield
With magnesium sulfate In dichloromethane at 20℃;99%
p-toluene sulfinic acid
536-57-2

p-toluene sulfinic acid

benzamide
55-21-0

benzamide

cyclohexanecarbaldehyde
2043-61-0

cyclohexanecarbaldehyde

N-(cyclohexyl(tosyl)methyl)benzamide
372199-89-8

N-(cyclohexyl(tosyl)methyl)benzamide

Conditions
ConditionsYield
With magnesium sulfate In dichloromethane at 20℃; for 16h;99%
dirhodium tetraacetate

dirhodium tetraacetate

p-toluene sulfinic acid
536-57-2

p-toluene sulfinic acid

tri(toluene-p-sulphinato)rhodium(III)

tri(toluene-p-sulphinato)rhodium(III)

Conditions
ConditionsYield
In methanol byproducts: CH3CO2H, H2; N2-atmosphere;99%
In tetrahydrofuran byproducts: CH3CO2H, H2; N2-atmosphere;99%
p-toluene sulfinic acid
536-57-2

p-toluene sulfinic acid

(E)-2-(4-methoxybenzylidene)hydrazine carboxamide
120445-53-6

(E)-2-(4-methoxybenzylidene)hydrazine carboxamide

4-methoxy-benzaldehyde
123-11-5

4-methoxy-benzaldehyde

(E)-1-(4-methoxybenzylidene)-4-[(4-methoxyphenyl)(tosyl)methyl]semicarbazide

(E)-1-(4-methoxybenzylidene)-4-[(4-methoxyphenyl)(tosyl)methyl]semicarbazide

Conditions
ConditionsYield
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
536-57-2

p-toluene sulfinic acid

methyl ethynyl ketone
1423-60-5

methyl ethynyl ketone

(Z)-4-(p-tolylsulfonyl)-3-buten-2-one
88726-08-3

(Z)-4-(p-tolylsulfonyl)-3-buten-2-one

Conditions
ConditionsYield
In ethanol at 20℃; for 40h; pH=3.5; stereoselective reaction;99%
With vanillin In ethanol at 20℃; UV-irradiation;99%
p-toluene sulfinic acid
536-57-2

p-toluene sulfinic acid

N-(3-(p-tolyl)prop-2-yn-1-yl)aniline

N-(3-(p-tolyl)prop-2-yn-1-yl)aniline

4-(p-tolyl)-3-tosylquinoline

4-(p-tolyl)-3-tosylquinoline

Conditions
ConditionsYield
With pyridine In 1,2-dichloro-ethane at 20℃; for 8h; UV-irradiation;99%
p-toluene sulfinic acid
536-57-2

p-toluene sulfinic acid

N-(3-(4-(trifluoromethyl)phenyl)prop-2-yn-1-yl)aniline

N-(3-(4-(trifluoromethyl)phenyl)prop-2-yn-1-yl)aniline

3-tosyl-4-(4-(trifluoromethyl)phenyl)quinoline

3-tosyl-4-(4-(trifluoromethyl)phenyl)quinoline

Conditions
ConditionsYield
With pyridine In 1,2-dichloro-ethane at 20℃; for 8h; UV-irradiation;99%
p-toluene sulfinic acid
536-57-2

p-toluene sulfinic acid

4-chloro-N-(3-phenylprop-2-yn-1-yl)aniline

4-chloro-N-(3-phenylprop-2-yn-1-yl)aniline

6-chloro-4-phenyl-3-tosylquinoline

6-chloro-4-phenyl-3-tosylquinoline

Conditions
ConditionsYield
With pyridine In 1,2-dichloro-ethane at 20℃; for 8h; UV-irradiation;99%
p-toluene sulfinic acid
536-57-2

p-toluene sulfinic acid

3,4-dimethoxy-benzaldehyde
120-14-9

3,4-dimethoxy-benzaldehyde

urea
57-13-6

urea

N-[(3,4-dimethoxyphenyl)(tosyl)methyl]urea

N-[(3,4-dimethoxyphenyl)(tosyl)methyl]urea

Conditions
ConditionsYield
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
536-57-2

p-toluene sulfinic acid

4-methoxybenzaldehyde semicarbazone
6292-71-3, 120445-53-6

4-methoxybenzaldehyde semicarbazone

4-methoxy-benzaldehyde
123-11-5

4-methoxy-benzaldehyde

(E)-1-(4-methoxybenzylidene)-4-[(4-methoxyphenyl)(tosyl)methyl]semicarbazide

(E)-1-(4-methoxybenzylidene)-4-[(4-methoxyphenyl)(tosyl)methyl]semicarbazide

Conditions
ConditionsYield
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%
vinylcaprolactam
2235-00-9

vinylcaprolactam

p-toluene sulfinic acid
536-57-2

p-toluene sulfinic acid

1-(1-tosylethyl)azepan-2-one

1-(1-tosylethyl)azepan-2-one

Conditions
ConditionsYield
With photoredox catalyst Ni/TiO2 In acetonitrile at 20℃; for 3.5h; Molecular sieve; Irradiation;99%
p-toluene sulfinic acid
536-57-2

p-toluene sulfinic acid

di(p-tolyl) disulfide
103-19-5

di(p-tolyl) disulfide

Conditions
ConditionsYield
With piperidinium thiotungstate In N,N-dimethyl-formamide for 0.5h; Ambient temperature;98%
With phosphorus; iodine; acetic acid
Electrolysis;
p-toluene sulfinic acid
536-57-2

p-toluene sulfinic acid

3-methylcyclohexen-2-one
1193-18-6

3-methylcyclohexen-2-one

3-methyl-3-((4-methylphenyl)sulfonyl)cyclohexanone
33866-94-3

3-methyl-3-((4-methylphenyl)sulfonyl)cyclohexanone

Conditions
ConditionsYield
In acetonitrile for 48h;98%
With hydrogenchloride In diethyl ether
p-toluene sulfinic acid
536-57-2

p-toluene sulfinic acid

octanol
111-87-5

octanol

octyl 4-methylbenzenesulfinate
40491-80-3

octyl 4-methylbenzenesulfinate

Conditions
ConditionsYield
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
536-57-2

p-toluene sulfinic acid

cyclohexanol
108-93-0

cyclohexanol

cyclohexyl 4-methylbenzenesulfinate
23730-24-7

cyclohexyl 4-methylbenzenesulfinate

Conditions
ConditionsYield
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%

536-57-2Relevant articles and documents

Effect of partial hydrogenation on the phase behavior of poly(isoprene-b-styrene-b-methyl methacrylate) triblock copolymers

Tureau, Maeva S.,Epps, Thomas H.

, p. 8347 - 8355 (2012)

We studied the effect of selective hydrogenation of the polyisoprene block in poly(isoprene-b-styrene-b-methyl methacrylate) (ISM) triblock copolymers on nanoscale network phase formation. The morphologies of the resulting poly((ethylene-alt-propylene)-b-styrene-b-methyl methacrylate) (EPSM) triblock copolymers and several EPSM copolymer/homopolymer blends were investigated using a combination of small-angle X-ray scattering and transmission electron microscopy, where well-ordered HEX, SA, and Q230 (network) nanostructures were identified. Variations in the nanoscale morphologies and phase boundaries between EPSM copolymers and their corresponding ISM precursors can be attributed to the differences in conformational asymmetry and block interactions. Of particular interest, the growth in the gyroid network region in the EPSM relative to the ISM is highlighted as the expansion of this region could further enable the creation of network-forming nanoporous membranes made from materials that are expected to demonstrate improved resistance against thermal and oxidative degradation.

Anthracene Heme Cyclophanes. Steric Effects in CO, O2, and RNC Binding

Traylor, T. G.,Tsuchiya, Shinji,Campbell, Dwane,Mitchell, Michael,Stynes, Dennis,Koga, Noboru

, p. 604 - 614 (1985)

Equilibrium constants in benzene solution are reported for binding of imidazoles, CO, O2, and isocyanide to two anthracene heme cyclophanes, Fe(6,6-cyclophane) and Fe(7,7-cyclophane), containing a conformationally mobile anthracene ring strapped symmetrically over the heme.The Fe(6,6-cyclophane) shows an approximately 300-fold reduction in affinity for the diatomic molecules, CO, and O2 compared to unhindered hemes.The Fe(7,7-cyclophane) shows only slight steric effects toward CO and O2 but larger effects with bulky isocyanides.The sizes of the cyclophane cavities are qualitatively probed with isocyanides of varying size.Kinetic data for binding of CO, O2, and tosylmethyl isocyanide to heme cyclophanes when compared to similar data for flat analogues demonstrate that steric effects are manifested primarily in the ligand association rates.This feature of the cyclophane is very similar to observed steric effects in hemoproteins, suggesting that large conformational changes (tilting of the cyclophane cap in the models and movement of distal protein residues in hemoproteins) occur in both prior to the transition state for ligation.Magnitudes of steric effects in hemoproteins and cyclophanes are calculated on the basis of comparison with the unhindered chelated heme model compounds.The nature of the distal steric effect in the Fe(6,6-cyclophane) model compound suggests that the reported bending or tilting of CO in hemoglobins and myoglobin may be of minor chemical significance.

Styrene sulfone NLRP3 inflammasome inhibitor, preparation method and application thereof

-

Paragraph 0053; 0064-0065, (2020/10/30)

The invention relates to the field of styrene sulfone compounds and NLRP3 inhibitors, and particularly provides a styrene sulfone NLRP3 inflammasome inhibitor, a preparation method and application thereof, wherein the inhibitor is represented by a formula (1), n is selected from 0 and 1, X is selected from N and O, R1 is selected from different electron withdrawing or electron donating substituents, and R2 is selected from different fat or aromatic substituents. According to the invention, it is verified that the compounds represented by the general formula have NLRP3 inhibitory activity.

Water-Promoted Dehydrative Tsuji–Trost Reaction of Non-Derivatized Allylic Alcohols with Sulfinic Acids

Yu, Jing,Chang, Xueping,Ma, Ruitian,Zhou, Qiuju,Wei, Mengmeng,Cao, Xinhua,Ma, Xiantao

supporting information, p. 7238 - 7242 (2020/10/30)

A mild, green and extra activator-free synthesis of allylic sulfones from non-derivatized allylic alcohols and sulfinic acids was developed and only the easily-available Pd(PPh3)4 was used as the catalyst. This new method could be easily scaled up to gram scale, affording the target allylic sulfones in a nearly quantitative yield with water as the sole by-product. Mechanism studies both by various NMR techniques and by theoretical calculations suggested two reaction pathways may be involved in the reaction, which are dependent on the reaction media, that is, an eight-membered ring binding species may be formed in aqueous media between allylic alcohol, sulfinic acid and water, while a six-membered ring binding species may be formed in common aprotic organic solvent between allylic alcohol and sulfinic acid. Both binding species may be accounted for the efficient activation of allylic alcohols via hydrogen bonding.

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