Product Name

  • Name

    p-Toluenesulfonic acid

  • EINECS 203-180-0
  • CAS No. 104-15-4
  • Article Data298
  • CAS DataBase
  • Density 1.34 g/cm3
  • Solubility soluble
  • Melting Point 106~107 °C
  • Formula C7H8O3S
  • Boiling Point 116 °C
  • Molecular Weight 172.205
  • Flash Point 41 °C
  • Transport Information UN 2585
  • Appearance clear colorless to light yellow solution
  • Safety 45-26-23
  • Risk Codes 34-10
  • Molecular Structure Molecular Structure of 104-15-4 (p-Toluenesulfonic acid)
  • Hazard Symbols CorrosiveC
  • Synonyms P-Toluene sulfonic acid monohydrate;2-Toluene Sulfonic Acid;4-Toluene sulfonic acid;P-Toluosulfonic Acid Monohydrate;Methylbenzenesulfonic acid;Toluene-p-sulfonate;4-methylbenzenesulfonic acid;Cyzac 4040;4-Toluenesulfonic acid;Cyclophil P T S A;Benzenesulfonic acid, methyl-;p-toluene sulfonic acid;Toluene-4-sulfonic acid;ar-Toluenesulfonic acid;Kyselina p-toluenesulfonova;p-Toluene-sulfonic acid;Toluene-4-sulfonate;Benzenesulfonic acid, 4-methyl-;Benzenesulfonic acid,4-methyl-;Eltesol;p-Tolylsulfonic acid;p-Methylbenzene sulfonic acid;toluene-4-sulphonic acid;o-toluenesulfonic Acid;
  • PSA 62.75000
  • LogP 2.32250

Synthetic route

p-toluenesulfonyl chloride
98-59-9

p-toluenesulfonyl chloride

toluene-4-sulfonic acid
104-15-4

toluene-4-sulfonic acid

Conditions
ConditionsYield
With copper(l) iodide; N,N,N,N,-tetramethylethylenediamine; water; phenylzinc(II) bromide In tetrahydrofuran at 0 - 20℃; Inert atmosphere;100%
Stage #1: p-toluenesulfonyl chloride With dmap; N-ethyl-N,N-diisopropylamine In dichloromethane at 22℃;
Stage #2: With trifluoroacetic acid In dichloromethane Further stages.;
95%
With pyridine; dmap In dichloromethane82%
para-thiocresol
106-45-6

para-thiocresol

toluene-4-sulfonic acid
104-15-4

toluene-4-sulfonic acid

Conditions
ConditionsYield
With dinitrogen tetraoxide In tetrachloromethane; diethyl ether for 2.5h; Ambient temperature;100%
With dihydrogen peroxide; trichlorophosphate In water at 80℃; for 1.16667h; Micellar solution;95%
With HOF* CH3CN In dichloromethane at 0℃;90%
With dihydrogen peroxide; methyltrioxorhenium(VII) In acetonitrile at 20℃;87%
Multi-step reaction with 2 steps
1: pyridine / acetonitrile / Heating
2: hydrogenchloride; water / 40 °C
View Scheme
1-(p-methylbenzenesulfonoyloxy)-2(1H)-quinolone
26177-05-9

1-(p-methylbenzenesulfonoyloxy)-2(1H)-quinolone

A

toluene-4-sulfonic acid
104-15-4

toluene-4-sulfonic acid

B

1-hydroxycarbostyril
58-57-1

1-hydroxycarbostyril

Conditions
ConditionsYield
With sodium hydroxide In tetrahydrofuran for 2h; Product distribution; Ambient temperature;A n/a
B 98%
triethylammonium toluene-p-sulfonate
15404-00-9

triethylammonium toluene-p-sulfonate

toluene-4-sulfonic acid
104-15-4

toluene-4-sulfonic acid

Conditions
ConditionsYield
With sulfuric acid In water pH=3;97.5%
(1,1-dioxido-4-oxo-3-phenyl-4H-thiochromen-2-yl)methyl 4-methylbenzenesulfonate

(1,1-dioxido-4-oxo-3-phenyl-4H-thiochromen-2-yl)methyl 4-methylbenzenesulfonate

A

C16H10O3S
1033736-87-6

C16H10O3S

B

toluene-4-sulfonic acid
104-15-4

toluene-4-sulfonic acid

Conditions
ConditionsYield
In chloroform-d1 for 0.233333h; Photolysis; Inert atmosphere;A n/a
B 97%
di(p-tolyl) disulfide
103-19-5

di(p-tolyl) disulfide

toluene-4-sulfonic acid
104-15-4

toluene-4-sulfonic acid

Conditions
ConditionsYield
With dihydrogen peroxide; trichlorophosphate In water at 80℃; for 1h; Micellar solution;94%
toluene
108-88-3

toluene

toluene-4-sulfonic acid
104-15-4

toluene-4-sulfonic acid

Conditions
ConditionsYield
With sulfur trioxide at 35 - 65℃; Temperature; Inert atmosphere;93.3%
With sodium hydrogensulfite; pyridinium chlorochromate In neat (no solvent) at 100℃; under 1500.15 Torr; for 0.0666667h; Reagent/catalyst; Microwave irradiation;93%
With 1,3-disulfonic acid imidazolonium chloride In water at 50℃; for 0.05h; Green chemistry; regioselective reaction;72%
toluene-4-sulfonic acid 2,2,2-trifluoro-1-p-tolyl-ethyl ester
84877-44-1

toluene-4-sulfonic acid 2,2,2-trifluoro-1-p-tolyl-ethyl ester

toluene-4-sulfonic acid
104-15-4

toluene-4-sulfonic acid

Conditions
ConditionsYield
With trifluoroacetic acid In water at 20℃; for 2h;91%
phenethylamine
64-04-0

phenethylamine

p-toluenesulfonyl chloride
98-59-9

p-toluenesulfonyl chloride

A

4-methyl-N-(2-phenylethyl)benzenesulfonamide
5450-75-9

4-methyl-N-(2-phenylethyl)benzenesulfonamide

B

toluene-4-sulfonic acid
104-15-4

toluene-4-sulfonic acid

Conditions
ConditionsYield
With n-butyllithium In tetrahydrofuran; hexane at -50℃; for 2h; Product distribution; Mechanism; further amines;A 90%
B 10%
With n-butyllithium 1) THF, hexane, -10 deg C, 15 min, 2) THF, hexane, -50 deg C, 2 h; Yield given. Multistep reaction. Yields of byproduct given;
phenylmethyl 3,5,6,7,8,8a-hexahydro-5,5,8a-trimethyl-6-(trifluoroacetylamino)-(6β,8aβ)-2(1H)-isoquinolinecarboxylate
478363-68-7

phenylmethyl 3,5,6,7,8,8a-hexahydro-5,5,8a-trimethyl-6-(trifluoroacetylamino)-(6β,8aβ)-2(1H)-isoquinolinecarboxylate

A

N-Trifluoroacetyl-1,2,3,5,6,7,8,8a-octahydro-5,5,8a-trimethyl-(6β,8aβ)-6-isoquinolineamine 4-methylbenzenesulfonate

N-Trifluoroacetyl-1,2,3,5,6,7,8,8a-octahydro-5,5,8a-trimethyl-(6β,8aβ)-6-isoquinolineamine 4-methylbenzenesulfonate

B

toluene-4-sulfonic acid
104-15-4

toluene-4-sulfonic acid

Conditions
ConditionsYield
In ethanol; di-isopropyl ether; palladiumA n/a
B 90%
1-(p-methylbenzenesulfonoyloxy)-2(1H)-quinolone
26177-05-9

1-(p-methylbenzenesulfonoyloxy)-2(1H)-quinolone

A

2-quinolone
59-31-4, 70254-42-1

2-quinolone

B

toluene-4-sulfonic acid
104-15-4

toluene-4-sulfonic acid

Conditions
ConditionsYield
In methanol; water Quantum yield; UV-irradiation; Photolysis;A n/a
B 90%
Toluene-4-sulfonic acid 2-methyl-1,2-diphenyl-propyl ester
86108-37-4

Toluene-4-sulfonic acid 2-methyl-1,2-diphenyl-propyl ester

A

2-methyl-1,1-diphenylpropene
781-33-9

2-methyl-1,1-diphenylpropene

B

toluene-4-sulfonic acid
104-15-4

toluene-4-sulfonic acid

Conditions
ConditionsYield
at 115℃; Product distribution; Rate constant; Thermodynamic data; Ea(excit.), ΔS(excit.);A 85%
B n/a
N'-2-butanylidene-4-methylbenzenesulfonohydrazine
4031-16-7

N'-2-butanylidene-4-methylbenzenesulfonohydrazine

A

toluene-4-sulfonic acid
104-15-4

toluene-4-sulfonic acid

B

butanone
78-93-3

butanone

Conditions
ConditionsYield
With molecular sieve; dihydrogen peroxide In methanol for 4h; Mechanism; Heating; other solvent; tosylhydrazones of other ketones;A n/a
B 84%
3,4-dichloro-5-[(4-me thylphenyl)sulfanyl]-2(5H)-furanone

3,4-dichloro-5-[(4-me thylphenyl)sulfanyl]-2(5H)-furanone

A

Mucochloric acid
766-40-5

Mucochloric acid

B

3,4-dichloro-5-[(4-methyl phenyl)sulfonyl]-2(5H)-furanone
1610693-10-1

3,4-dichloro-5-[(4-methyl phenyl)sulfonyl]-2(5H)-furanone

C

toluene-4-sulfonic acid
104-15-4

toluene-4-sulfonic acid

Conditions
ConditionsYield
With dihydrogen peroxide In water; acetic acid at 20℃; for 96h;A n/a
B 83%
C n/a
4-tolyl iodide
624-31-7

4-tolyl iodide

toluene-4-sulfonic acid
104-15-4

toluene-4-sulfonic acid

Conditions
ConditionsYield
With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; caesium carbonate; Aminoiminomethanesulfinic acid In dimethyl sulfoxide at 100℃; for 14h;80%
With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; caesium carbonate; Aminoiminomethanesulfinic acid In dimethyl sulfoxide at 100℃; for 14h; Reagent/catalyst; Solvent; Green chemistry;78%
di(4-methyl)phenylthiosulfonate
2943-42-2

di(4-methyl)phenylthiosulfonate

toluene-4-sulfonic acid
104-15-4

toluene-4-sulfonic acid

Conditions
ConditionsYield
With bis-[(trifluoroacetoxy)iodo]benzene In acetonitrile for 2h; Heating;78%
sodium 4-methylbenzenesulfinate
824-79-3

sodium 4-methylbenzenesulfinate

toluene-4-sulfonic acid
104-15-4

toluene-4-sulfonic acid

Conditions
ConditionsYield
With 18O-labeled water In dimethyl sulfoxide at 100℃; for 14h; Reagent/catalyst;75%
With hydrogenchloride; oxygen In d(4)-methanol at 20℃; for 0.166667h;
1-tosyloxy-4-phenyl-2-butanone
73706-60-2

1-tosyloxy-4-phenyl-2-butanone

A

4-Methylbiphenyl
644-08-6

4-Methylbiphenyl

B

4-Phenyl-2-butanone
2550-26-7

4-Phenyl-2-butanone

C

1,4-diphenyl-2-butanone
37985-17-4

1,4-diphenyl-2-butanone

D

toluene-4-sulfonic acid
104-15-4

toluene-4-sulfonic acid

Conditions
ConditionsYield
In benzene Irradiation;A 13%
B 7%
C 10%
D 74%
Toluene-4-sulfonic acid 2,2-dimethyl-3-oxo-1,3-diphenyl-propyl ester
86108-35-2

Toluene-4-sulfonic acid 2,2-dimethyl-3-oxo-1,3-diphenyl-propyl ester

A

3-methyl-1,2-diphenylbut-2-en-1-one
29689-80-3

3-methyl-1,2-diphenylbut-2-en-1-one

B

toluene-4-sulfonic acid
104-15-4

toluene-4-sulfonic acid

Conditions
ConditionsYield
at 130℃; Product distribution; Rate constant; Thermodynamic data; Ea(excit.), ΔS(excit.);A 74%
B n/a
(E)-3-hexenoic acid
1577-18-0

(E)-3-hexenoic acid

A

5-ethyl-5H-furan-2-one
2407-43-4

5-ethyl-5H-furan-2-one

B

toluene-4-sulfonic acid
104-15-4

toluene-4-sulfonic acid

Conditions
ConditionsYield
With hydroxy(tosyloxy)iodobenzene; 1,8-diazabicyclo[5.4.0]undec-7-ene In dichloromethane for 5h; Ambient temperature;A 32%
B 71%
(cyclopent-2-eneyl)acetic acid
13668-61-6

(cyclopent-2-eneyl)acetic acid

A

3,3a,4,6a-tetrahydro-2H-cyclopenta[b]furan-2-one
5650-67-9

3,3a,4,6a-tetrahydro-2H-cyclopenta[b]furan-2-one

B

toluene-4-sulfonic acid
104-15-4

toluene-4-sulfonic acid

Conditions
ConditionsYield
With hydroxy(tosyloxy)iodobenzene; 1,8-diazabicyclo[5.4.0]undec-7-ene In dichloromethane for 4h; Ambient temperature;A 56%
B 70%
triphenylmethanethiol
3695-77-0

triphenylmethanethiol

toluene-p-sulfonyl bromide
1950-69-2

toluene-p-sulfonyl bromide

A

triphenylmethyl alcohol
76-84-6

triphenylmethyl alcohol

B

toluene-4-sulfonic acid
104-15-4

toluene-4-sulfonic acid

C

Toluene-4-thiosulfonic acid S-trityl ester
118511-93-6

Toluene-4-thiosulfonic acid S-trityl ester

Conditions
ConditionsYield
With triethylamine In tetrachloromethane at 0℃; for 0.5h; Yields of byproduct given;A n/a
B n/a
C 70%
N,N'-bis(p-toluenesulfonyl)hydroxylamine
56410-24-3

N,N'-bis(p-toluenesulfonyl)hydroxylamine

A

bis(4-methylphenylsulfonyl)amino 4-methylbenzenesulfonate
62419-04-9

bis(4-methylphenylsulfonyl)amino 4-methylbenzenesulfonate

B

toluene-4-sulfonic acid
104-15-4

toluene-4-sulfonic acid

C

p-toluenesulfonyl chloride
98-59-9

p-toluenesulfonyl chloride

Conditions
ConditionsYield
With air In chloroform for 12h; Product distribution; Mechanism; Ambient temperature; various reaction conditions;A 20%
B 70%
C 5%
sodium tosylate
657-84-1

sodium tosylate

toluene-4-sulfonic acid
104-15-4

toluene-4-sulfonic acid

Conditions
ConditionsYield
With hydrogenchloride In diethyl ether; water for 0.5h;69%
Stage #1: sodium tosylate In tert-butyl methyl ether; water for 0.166667h;
Stage #2: With hydrogenchloride In tert-butyl methyl ether; water for 0.333333h;
[hydroxy(tosyloxy)iodo]benzene
27126-76-7

[hydroxy(tosyloxy)iodo]benzene

Toluene-4-sulfonic acid (1S,3S,6S,7R)-4-oxo-5-oxa-tricyclo[4.3.0.03,7]non-9-yl ester
75759-33-0, 108033-20-1

Toluene-4-sulfonic acid (1S,3S,6S,7R)-4-oxo-5-oxa-tricyclo[4.3.0.03,7]non-9-yl ester

B

toluene-4-sulfonic acid
104-15-4

toluene-4-sulfonic acid

Conditions
ConditionsYield
In dichloromethane at 0℃;A 28%
B 60%
2,2-Dimethyl-3-phenyl-3-(toluene-4-sulfonyloxy)-propionic acid ethyl ester
81699-64-1

2,2-Dimethyl-3-phenyl-3-(toluene-4-sulfonyloxy)-propionic acid ethyl ester

A

ethyl isopropylidenephenylacetic carboxylate
6335-78-0

ethyl isopropylidenephenylacetic carboxylate

B

ethyl 2-methylene-3-phenylbutanoate
81699-67-4

ethyl 2-methylene-3-phenylbutanoate

C

toluene-4-sulfonic acid
104-15-4

toluene-4-sulfonic acid

D

Ethyl 1-methyl-2-phenylcyclopropane-1-carboxylate
81699-66-3

Ethyl 1-methyl-2-phenylcyclopropane-1-carboxylate

Conditions
ConditionsYield
at 145 - 160℃; Product distribution; Kinetics; Thermodynamic data; Ea(excit.), ΔS(excit.);A 58%
B 6%
C n/a
D 5%
N,N'-ditosylhydrazine
14062-05-6

N,N'-ditosylhydrazine

A

bis(4-methylphenyl)disulfone
10409-07-1

bis(4-methylphenyl)disulfone

B

toluene-p-sulfonyl bromide
1950-69-2

toluene-p-sulfonyl bromide

C

toluene-4-sulfonic acid
104-15-4

toluene-4-sulfonic acid

Conditions
ConditionsYield
With bromine In water; acetonitrile at 20℃;A 10%
B 57%
C 20%
3-methoxy-1-methyl-1,2,5,6-tetrahydropyridine
98435-42-8

3-methoxy-1-methyl-1,2,5,6-tetrahydropyridine

toluene-4-sulfonic acid
104-15-4

toluene-4-sulfonic acid

3-methoxy-1-methyl-1,2,5,6-tetrahydropyridinium toluene-p-sulphonate
135625-83-1

3-methoxy-1-methyl-1,2,5,6-tetrahydropyridinium toluene-p-sulphonate

Conditions
ConditionsYield
In acetone for 0.25h; educt toluene-p-sulphonic acid: anhydrous;100%
toluene-4-sulfonic acid
104-15-4

toluene-4-sulfonic acid

methyl 2-hydroxy-3-(p-tolylsulfonyloxy)butanoate

methyl 2-hydroxy-3-(p-tolylsulfonyloxy)butanoate

Conditions
ConditionsYield
100%
Trimethyl orthoacetate
1445-45-0

Trimethyl orthoacetate

toluene-4-sulfonic acid
104-15-4

toluene-4-sulfonic acid

methyl p-toluene sulfonate
80-48-8

methyl p-toluene sulfonate

Conditions
ConditionsYield
at 20℃; for 0.5h;100%
In dichloromethane for 0.5h; Ambient temperature;96%
ethanol
64-17-5

ethanol

L-phenylalanine
63-91-2

L-phenylalanine

toluene-4-sulfonic acid
104-15-4

toluene-4-sulfonic acid

Phe-OEt * TosOH
5002-64-2

Phe-OEt * TosOH

Conditions
ConditionsYield
for 24h; Heating;100%
L-valine
72-18-4

L-valine

2-methyl-propan-1-ol
78-83-1

2-methyl-propan-1-ol

toluene-4-sulfonic acid
104-15-4

toluene-4-sulfonic acid

(S)-1-isobutoxy-3-methyl-1-oxobutan-2-aminium 4-methylbenzenesulfonate
13018-45-6

(S)-1-isobutoxy-3-methyl-1-oxobutan-2-aminium 4-methylbenzenesulfonate

Conditions
ConditionsYield
In water; toluene for 24h; Reflux; Dean-Stark;100%
In benzene Heating;84%
In benzene Heating;
[bis(acetoxy)iodo]benzene
3240-34-4

[bis(acetoxy)iodo]benzene

toluene-4-sulfonic acid
104-15-4

toluene-4-sulfonic acid

[hydroxy(tosyloxy)iodo]benzene
27126-76-7

[hydroxy(tosyloxy)iodo]benzene

Conditions
ConditionsYield
In acetonitrile100%
for 0.166667h;97%
In acetonitrile at 20℃;94%
(S)-6-Benzyloxycarbonylamino-2-tert-butoxycarbonylamino-hexanoic acid 2-trimethylsilanyl-ethyl ester
89121-14-2

(S)-6-Benzyloxycarbonylamino-2-tert-butoxycarbonylamino-hexanoic acid 2-trimethylsilanyl-ethyl ester

toluene-4-sulfonic acid
104-15-4

toluene-4-sulfonic acid

Nε-(Benzyloxycarbonyl)-L-lysine 2-(Trimethylsilyl)ethyl Ester p-Toluenesulfonate
89106-04-7

Nε-(Benzyloxycarbonyl)-L-lysine 2-(Trimethylsilyl)ethyl Ester p-Toluenesulfonate

Conditions
ConditionsYield
In benzene for 1h; Heating;100%
toluene-4-sulfonic acid
104-15-4

toluene-4-sulfonic acid

(S)-2-tert-Butoxycarbonylamino-propionic acid 6-((S)-2-tert-butoxycarbonylamino-propionyloxy)-hexa-2,4-diynyl ester
125376-21-8

(S)-2-tert-Butoxycarbonylamino-propionic acid 6-((S)-2-tert-butoxycarbonylamino-propionyloxy)-hexa-2,4-diynyl ester

(S)-2-Amino-propionic acid 6-((S)-2-amino-propionyloxy)-hexa-2,4-diynyl ester; compound with toluene-4-sulfonic acid
125376-29-6

(S)-2-Amino-propionic acid 6-((S)-2-amino-propionyloxy)-hexa-2,4-diynyl ester; compound with toluene-4-sulfonic acid

Conditions
ConditionsYield
With acetic acid at 50℃;100%
toluene-4-sulfonic acid
104-15-4

toluene-4-sulfonic acid

Z-L-Leu-L-Lys(Boc)-L-Lys(Boc)-OPh
136185-16-5

Z-L-Leu-L-Lys(Boc)-L-Lys(Boc)-OPh

(S)-2-[(S)-2-((S)-2-Amino-4-methyl-pentanoylamino)-6-tert-butoxycarbonylamino-hexanoylamino]-6-tert-butoxycarbonylamino-hexanoic acid phenyl ester; compound with toluene-4-sulfonic acid

(S)-2-[(S)-2-((S)-2-Amino-4-methyl-pentanoylamino)-6-tert-butoxycarbonylamino-hexanoylamino]-6-tert-butoxycarbonylamino-hexanoic acid phenyl ester; compound with toluene-4-sulfonic acid

Conditions
ConditionsYield
With hydrogen; palladium on activated charcoal for 1.33333h;100%
toluene-4-sulfonic acid
104-15-4

toluene-4-sulfonic acid

Z-L-Ser(tBu)-L-Lys(Boc)-L-Leu-L-Lys(Boc)-L-Lys(Boc)-OPh
136185-19-8

Z-L-Ser(tBu)-L-Lys(Boc)-L-Leu-L-Lys(Boc)-L-Lys(Boc)-OPh

H-L-Ser(tBu)-L-Lys(Boc)-L-Leu-L-Lys(Boc)-L-Lys(Boc)-OPh*TosOH
136185-33-6

H-L-Ser(tBu)-L-Lys(Boc)-L-Leu-L-Lys(Boc)-L-Lys(Boc)-OPh*TosOH

Conditions
ConditionsYield
With hydrogen; palladium on activated charcoal In N,N-dimethyl-formamide for 1h;100%
toluene-4-sulfonic acid
104-15-4

toluene-4-sulfonic acid

Z-L-Glu(OtBu)-L-Lys(Boc)-L-Asn-L-Pro-L-Leu-L-Pro-L-Ser(tBu)-OPh
138541-14-7

Z-L-Glu(OtBu)-L-Lys(Boc)-L-Asn-L-Pro-L-Leu-L-Pro-L-Ser(tBu)-OPh

H-L-Glu(OtBu)-L-Lys(Boc)-L-Asn-L-Pro-L-Leu-L-Pro-L-Ser(tBu)-OPh*TosOH
138541-36-3

H-L-Glu(OtBu)-L-Lys(Boc)-L-Asn-L-Pro-L-Leu-L-Pro-L-Ser(tBu)-OPh*TosOH

Conditions
ConditionsYield
With hydrogen; palladium on activated charcoal In N,N-dimethyl-formamide for 4h;100%
toluene-4-sulfonic acid
104-15-4

toluene-4-sulfonic acid

Z-L-Leu-L-Pro-L-Ser(tBu)-OPh
138541-04-5

Z-L-Leu-L-Pro-L-Ser(tBu)-OPh

H-L-Leu-L-Pro-L-Ser(tBu)-OPh*TosOH
138541-24-9

H-L-Leu-L-Pro-L-Ser(tBu)-OPh*TosOH

Conditions
ConditionsYield
With hydrogen; palladium on activated charcoal In N,N-dimethyl-formamide for 1.5h;100%
toluene-4-sulfonic acid
104-15-4

toluene-4-sulfonic acid

Z-L-Thr(tBu)-L-Gln-L-Glu(OtBu)-L-Lys(Boc)-OPh
138541-08-9

Z-L-Thr(tBu)-L-Gln-L-Glu(OtBu)-L-Lys(Boc)-OPh

H-L-Thr(tBu)-L-Gln-L-Glu(OtBu)-L-Lys(Boc)-OPh*TosOH
138541-11-4

H-L-Thr(tBu)-L-Gln-L-Glu(OtBu)-L-Lys(Boc)-OPh*TosOH

Conditions
ConditionsYield
With hydrogen; palladium on activated charcoal In N,N-dimethyl-formamide for 1h;100%
toluene-4-sulfonic acid
104-15-4

toluene-4-sulfonic acid

α-<2-(trimethylsilyl)ethyl> γ-n-hexadecyl N-(tert-butyloxycarbonyl)-L-glutamate
88887-52-9

α-<2-(trimethylsilyl)ethyl> γ-n-hexadecyl N-(tert-butyloxycarbonyl)-L-glutamate

α-<2-(trimethylsilyl)ethyl> γ-n-hexadecyl L-glutamate tosylate
88887-54-1

α-<2-(trimethylsilyl)ethyl> γ-n-hexadecyl L-glutamate tosylate

Conditions
ConditionsYield
In benzene for 1h; Heating;100%
toluene-4-sulfonic acid
104-15-4

toluene-4-sulfonic acid

2,4-Dioxabicyclo[3.3.1]nonane-1,5-diethanol

2,4-Dioxabicyclo[3.3.1]nonane-1,5-diethanol

C25H32O8S2

C25H32O8S2

Conditions
ConditionsYield
100%
toluene-4-sulfonic acid
104-15-4

toluene-4-sulfonic acid

nonafluorobutyliodine(III) bis(trifluoroacetate)
90934-12-6

nonafluorobutyliodine(III) bis(trifluoroacetate)

perfluorobutane
155819-09-3

perfluorobutane

Conditions
ConditionsYield
In acetonitrile at 0 - 20℃;100%
In acetonitrile Ambient temperature;91%
In acetonitrile at -20 - 20℃; for 1h;91%
L-leucine
61-90-5

L-leucine

toluene-4-sulfonic acid
104-15-4

toluene-4-sulfonic acid

benzyl alcohol
100-51-6

benzyl alcohol

L-leucine benzyl ester p-toluenesulfonate
1738-77-8

L-leucine benzyl ester p-toluenesulfonate

Conditions
ConditionsYield
In cyclohexane; water for 4h; Dean-Stark; Reflux;100%
In toluene for 20h; Reflux;85%
In toluene for 4h; Reflux; Inert atmosphere;82%
S-tert-Butyl-N-acetyl-L-cysteine hydrochloride
2481-09-6

S-tert-Butyl-N-acetyl-L-cysteine hydrochloride

toluene-4-sulfonic acid
104-15-4

toluene-4-sulfonic acid

benzyl alcohol
100-51-6

benzyl alcohol

p-Toluenesulfonate of S-tert-Butyl-L-cysteine Benzyl Ester
76499-06-4

p-Toluenesulfonate of S-tert-Butyl-L-cysteine Benzyl Ester

Conditions
ConditionsYield
In chloroform for 6h; Heating;100%
toluene-4-sulfonic acid
104-15-4

toluene-4-sulfonic acid

(+/-)-(3R*,4R*,5S*)-5-((1'S*)-azidopropyl)-3-methyl-4-(phenyldimethylsilyl)-dihydrofuran-2-one

(+/-)-(3R*,4R*,5S*)-5-((1'S*)-azidopropyl)-3-methyl-4-(phenyldimethylsilyl)-dihydrofuran-2-one

(+/-)-(3R*,4R*,5S*)-5-((1'S*)-aminopropyl)-3-methyl-4-(phenyldimethylsilyl)-dihydrofuran-2-one, p-toluenesulphonic acid

(+/-)-(3R*,4R*,5S*)-5-((1'S*)-aminopropyl)-3-methyl-4-(phenyldimethylsilyl)-dihydrofuran-2-one, p-toluenesulphonic acid

Conditions
ConditionsYield
With hydrogen; palladium on activated charcoal In tetrahydrofuran for 8h;100%
L-alanin
56-41-7

L-alanin

toluene-4-sulfonic acid
104-15-4

toluene-4-sulfonic acid

benzyl alcohol
100-51-6

benzyl alcohol

L-alanine benzyl ester p-toluenesulfonate
42854-62-6

L-alanine benzyl ester p-toluenesulfonate

Conditions
ConditionsYield
In benzene for 10h; Reflux; Inert atmosphere;100%
at 50 - 62℃; under 15.0015 Torr; for 5.5h;98.6%
In cyclohexane; water for 4h; Dean-Stark; Reflux;92%
toluene-4-sulfonic acid
104-15-4

toluene-4-sulfonic acid

4-[3-oxo-3-thiazol-2-yl-2-(2,2,2-trichloro-ethoxycarbonylamino)-propyl]-piperidine-1-carboxylic acid tert-butyl ester

4-[3-oxo-3-thiazol-2-yl-2-(2,2,2-trichloro-ethoxycarbonylamino)-propyl]-piperidine-1-carboxylic acid tert-butyl ester

(2-oxo-1-piperidin-4-ylmethyl-2-thiazol-2-yl-ethyl)-carbamic acid 2,2,2-trichloro-ethyl ester; compound with toluene-4-sulfonic acid

(2-oxo-1-piperidin-4-ylmethyl-2-thiazol-2-yl-ethyl)-carbamic acid 2,2,2-trichloro-ethyl ester; compound with toluene-4-sulfonic acid

Conditions
ConditionsYield
In diethyl ether at 35℃; for 2h;100%
L-cystine
56-89-3

L-cystine

toluene-4-sulfonic acid
104-15-4

toluene-4-sulfonic acid

allyl alcohol
107-18-6

allyl alcohol

L-cystine-bis-allyl ester bis-(toluene-4-sulfonate)

L-cystine-bis-allyl ester bis-(toluene-4-sulfonate)

Conditions
ConditionsYield
In benzene at 90℃; for 16h;100%
In benzene for 12h; Esterification; Heating;95%
11-aminoundecanoic acid
2432-99-7

11-aminoundecanoic acid

toluene-4-sulfonic acid
104-15-4

toluene-4-sulfonic acid

benzyl alcohol
100-51-6

benzyl alcohol

11-Aminoundecanoic acid benzyl ester p-toluenesulfonate

11-Aminoundecanoic acid benzyl ester p-toluenesulfonate

Conditions
ConditionsYield
In toluene for 5h; Inert atmosphere; Heating;100%
In benzene for 24h; Reflux;96%
In benzene Esterification;
D-Threonine
632-20-2

D-Threonine

toluene-4-sulfonic acid
104-15-4

toluene-4-sulfonic acid

allyl alcohol
107-18-6

allyl alcohol

H-D-Thr-Oallyl p-tolunenesulfonate

H-D-Thr-Oallyl p-tolunenesulfonate

Conditions
ConditionsYield
In toluene at 140℃; for 24h; Dean-Stark; Schlenk technique; Inert atmosphere;100%
In benzene for 42h; Heating;
toluene-4-sulfonic acid
104-15-4

toluene-4-sulfonic acid

2-(2,4,5,8-tetrahydroxy-7-oxa-2-azabicyclo[3.2.1]oct-3-yl)-2-[(O-t-butylcarbonyl)(N-benzyloxycarbonyl)tyrosylamino]acetic acid n-butyl ester
322407-87-4

2-(2,4,5,8-tetrahydroxy-7-oxa-2-azabicyclo[3.2.1]oct-3-yl)-2-[(O-t-butylcarbonyl)(N-benzyloxycarbonyl)tyrosylamino]acetic acid n-butyl ester

2-(4-hydroxymethyl-1,3,4,5-tetrahydroxy-2-piperidinyl)-2-[(O-t-butylcarbonyl)tyrosylamino]acetic acid n-butyl ester p-toluenesulfonate salt

2-(4-hydroxymethyl-1,3,4,5-tetrahydroxy-2-piperidinyl)-2-[(O-t-butylcarbonyl)tyrosylamino]acetic acid n-butyl ester p-toluenesulfonate salt

Conditions
ConditionsYield
With hydrogen; palladium on activated charcoal In methanol for 2h;100%
toluene-4-sulfonic acid
104-15-4

toluene-4-sulfonic acid

{tert-butoxycarbonylmethyl-[2-(2,5-dioxo-2,5-dihydro-pyrrol-1-yl)-ethyl]-amino}-acetic acid tert-butyl ester
207612-91-7

{tert-butoxycarbonylmethyl-[2-(2,5-dioxo-2,5-dihydro-pyrrol-1-yl)-ethyl]-amino}-acetic acid tert-butyl ester

{carboxymethyl-[2-(2,5-dioxo-2,5-dihydro-pyrrol-1-yl)-ethyl]-amino}-acetic acid; compound with toluene-4-sulfonic acid

{carboxymethyl-[2-(2,5-dioxo-2,5-dihydro-pyrrol-1-yl)-ethyl]-amino}-acetic acid; compound with toluene-4-sulfonic acid

Conditions
ConditionsYield
In dichloromethane for 24h;100%
toluene-4-sulfonic acid
104-15-4

toluene-4-sulfonic acid

{tert-butoxycarbonylmethyl-[6-(2,5-dioxo-2,5-dihydro-pyrrol-1-yl)-hexyl]-amino}-acetic acid tert-butyl ester
445390-52-3

{tert-butoxycarbonylmethyl-[6-(2,5-dioxo-2,5-dihydro-pyrrol-1-yl)-hexyl]-amino}-acetic acid tert-butyl ester

{carboxymethyl-[6-(2,5-dioxo-2,5-dihydro-pyrrol-1-yl)-hexyl]-amino}-acetic acid; compound with toluene-4-sulfonic acid

{carboxymethyl-[6-(2,5-dioxo-2,5-dihydro-pyrrol-1-yl)-hexyl]-amino}-acetic acid; compound with toluene-4-sulfonic acid

Conditions
ConditionsYield
In dichloromethane for 24h;100%
toluene-4-sulfonic acid
104-15-4

toluene-4-sulfonic acid

{tert-butoxycarbonylmethyl-[2-(2,5-dioxo-2,5-dihydro-pyrrol-1-yl)-ethyl]-amino}-acetic acid tert-butyl ester
207612-91-7

{tert-butoxycarbonylmethyl-[2-(2,5-dioxo-2,5-dihydro-pyrrol-1-yl)-ethyl]-amino}-acetic acid tert-butyl ester

{carboxymethyl-[2-(2,5-dioxo-2,5-dihydro-pyrrol-1-yl)-ethyl]-amino}-acetic acid; compound with toluene-4-sulfonic acid

{carboxymethyl-[2-(2,5-dioxo-2,5-dihydro-pyrrol-1-yl)-ethyl]-amino}-acetic acid; compound with toluene-4-sulfonic acid

Conditions
ConditionsYield
In dichloromethane100%

p-Toluenesulfonic acid Chemical Properties

The Molecular Structure of p-Toluenesulfonic acid (CAS NO.104-15-4):

Empirical Formula: C7H8O3S
Molecular Weight: 172.2016 
IUPAC Name: 4-methylbenzenesulfonic acid  
Appearance: Clear colorless to light yellow solution
Product Categories: FINE Chemical & INTERMEDIATES;Organics
Nominal Mass: 172 Da
Average Mass: 172.2016 Da
Monoisotopic Mass: 172.019414 Da 
Index of Refraction: 1.562
Molar Refractivity: 41.72 cm3
Molar Volume: 128.4 cm3
Surface Tension: 48.2 dyne/cm
Density: 1.34 g/cm3 
Boiling point: 116 ºC
Refractive index: 1.3825-1.3845
Flash point: 41 ºC
Storage temp: Flammables area
Water Solubility: soluble
InChI
InChI=1/C7H8O3S/c1-6-2-4-7(5-3-6)11(8,9)10/h2-5H,1H3,(H,8,9,10)
Smiles
S(c1ccc(C)cc1)(O)(=O)=O 
It is abbreviated as TsOH,it is white solid , soluble in water, alcohols, and other polar organic solvents. Most often, TsOH refers to the monohydrate, TsOH.H2O. 

p-Toluenesulfonic acid Uses

 p-Toluenesulfonic acid (CAS NO.104-15-4) is used for pharmaceutical, pesticide, dyestuff, also used in plastics and detergent and printing coatings.

p-Toluenesulfonic acid Production

 p-Toluenesulfonic acid (CAS NO.104-15-4) is prepared on an industrial scale by the sulfonation of toluene. Common impurities include benzenesulfonic acid and sulfuric acid. Impurities can be removed by recrystallization from concentrated hydrochloric acid followed by azeotropic drying.

p-Toluenesulfonic acid Toxicity Data With Reference

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
quail LD50 oral > 316mg/kg (316mg/kg)   Ecotoxicology and Environmental Safety. Vol. 6, Pg. 149, 1982.
rat LD50 oral 2480mg/kg (2480mg/kg)   "Prehled Prumyslove Toxikologie; Organicke Latky," Marhold, J., Prague, Czechoslovakia, Avicenum, 1986Vol. -, Pg. 1055, 1986

p-Toluenesulfonic acid Safety Profile

Hazard Codes: CorrosiveC
Risk Statements: 34-10 
R34: Causes burns
R10: Flammable
Safety Statements: 45-26-23 
S45: In case of accident or if you feel unwell, seek medical advice immediately (show the label whenever possible.)
S26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice
S23: Do not breathe vapour
RIDADR: 2585
HazardClass: 8
PackingGroup: III

p-Toluenesulfonic acid Specification

 p-Toluenesulfonic acid (CAS NO.104-15-4) is also called as 4-Methylbenzenesulfonic acid ; 4-Toluenesulfonic acid ; Benzenesulfonic acid, 4-methyl- ; Toluene sulfonic acid ; 4-Methylbenzenesulfonic acid ; 4-Toluenesulfonic acid ; Benzenesulfonic acid, 4-methyl- ; Eltesol ; Kyselina p-toluenesulfonova ; Methylbenzenesulfonic acid ; Toluenesulfonic acid ; Toluenesulfonic acid (VAN) ; p-Toluene sulfonate ; p-Toluenesulphonic acid ; p-Toluolenesulfonic acid ; Toluene-4-sulphonic acid ; Benzenesulfonic acid, 4-methyl- ; Toluenesulfonic acid ; p-Toluenesulfonic acid .

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