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High quality P-Toluene Sulfonic Acid 95% supplier in China
Cas No: 104-15-4
No Data 1 Metric Ton 30 Metric Ton/Month Simagchem Corporation Contact Supplier
High purity 104-15-4 p-Toluenesulphonic acid
Cas No: 104-15-4
USD $ 100.0-500.0 / Gram 1 Gram 99999 Gram/Year Hangzhou Dingyan Chem Co., Ltd Contact Supplier
p-Toluenesulfonic acid (PTSA)
Cas No: 104-15-4
USD $ 12.0-12.0 / Gram 100 Gram 1000 Metric Ton/Year Jinan Finer Chemical Co., Ltd Contact Supplier
Good quality p-Toluenesulfonic acid//cas104-15-4
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Factory price Cosmetic TOLUENE SULFONIC ACID 104-15-4 Manufacturer
Cas No: 104-15-4
USD $ 0.1-0.1 / Gram 1 Gram 100 Metric Ton/Year Xi'an Xszo Chem Co., Ltd. Contact Supplier
p-Toluenesulfonic Acid
Cas No: 104-15-4
USD $ 2.0-3.0 / Kilogram 1 Kilogram 50 Metric Ton/Day EAST CHEMSOURCES LIMITED Contact Supplier
Factory Supply Toluene-4-sulphonic acid
Cas No: 104-15-4
No Data 1 1 Ality Chemical Corporation Contact Supplier
1-methyl-1-cyclohexa-2,4-dienesulfonic acid
Cas No: 104-15-4
No Data 10 Milligram Amadis Chemical Co., Ltd. Contact Supplier
4-Methylbenzenesulphonic acid
Cas No: 104-15-4
USD $ 5.0-5.0 / Kilogram 1 Kilogram 1000 Kilogram/Month Enke Pharma-tech Co.,Ltd. (Cangzhou, China ) Contact Supplier
p-Toluenesulfonic acid
Cas No: 104-15-4
No Data 1 Kilogram 1-100 Metric Ton/Month Dayang Chem (Hangzhou) Co.,Ltd. Contact Supplier

104-15-4 Usage

Preparation and handling

TsOH is prepared on an industrial scale by the sulfonation of toluene. It hydrates readily. Common impurities include benzene sulfonic acid and sulfuric acid. Impurities can be removed by recrystallization from its concentrated aqueous solution followed by azeotropic drying with toluene. Toluene sulfonic acid finds use in organic synthesis as an "organic - soluble" acid catalyst. Examples of uses : Acetalization of an aldehyde. Esterification of carboxylic acids. Trans esterification of an ester.

Tosylate esters

Tosylate esters are used as alkylating agents because the tosyl group is electron-with drawing, which makes the tosylate anion a good leaving group. The tosyl group is also a protecting group for alcohols and amines, prepared by combining the alcohol with 4- toluenesulfonyl chloride, usually in an aprotic solvent, often pyridine, the basicity of which activates the reaction. Toluenesulfonate esters undergo nucleophilic attack or elimination. Reduction of tosylate esters gives the hydrocarbon. Thus, tosylation followed by reduction allows for the deoxygenation of alcohols.

Uses

(1) For chemical reagents, but also for dyes, organic synthesis. (2) Used as the intermediates of medicine (such as doxycycline), pesticides (such as dicofol), dyes. Also used in detergents, plastics, coatings and so on. (3) For medicine, pesticides, dyes and detergents, but also for plastics and printing coatings. (4) Widely used in the catalyst synthetic medicine, pesticides, polymerization of the stabilizer and organic synthesis (esters, etc.). Also used as medicine, paint intermediates and resin curing agent.

Hazards & Safety Information

Category:Corrosive articles Toxicity classification:Low toxicity Acute toxicity Oral-rat LD50: 2480 mg/kg Flammability hazard characteristics Combustible; fire in the release of toxic sulfur dioxide gas Storage and transportation characteristics Storehouse is ventilates, low temperature and dry; Store with base separately Extinguishing agent Mist water, carbon dioxide, foam

Refer to quality standards

Item/Index Industrial Grade Pharmaceutical Grade Refined Grade Reagent Grade (Chemically Pure) Content (as C7H8O3S ? H2O)% ≥ 90-93.0 96.0 97.0 98.0 Free acid (H2SO4) ≤% 3.0 0.7 0.5 0.1 Moisture (excluding crystal water) ≤% 4.0 3.5 2.5 1.5 Iron (in Fe ++) ≤ ppm 50 30 30 10 Ignition residue ≤%/0.2 0.2 0.02 Melting point (°C)// 102-105 Ethanol dissolved test/qualified qualified qualified Water dissolution test/qualified qualified qualified

Definition

ChEBI: An arenesulfonic acid that is benzenesulfonic acid in which the hydrogen at position 4 is replaced by a methyl group.

Description

p-Toluene sulfonic acid (PTSA) or tosylic acid (TsOH) is an organic compound with the formula CH3C6H4SO3H. It is a white solid that is soluble in water, alcohols, and other polar organic solvents. The 4-CH3C6H4SO2- group is known as tosyl group and is often abbreviated as Ts or Tos. Most often, TsOH refers to the monohydrate, TsOH.H2O. TsOH is a strong organic acid, about a million times stronger than benzoic acid. It is one of the few strong acids that is solid and, hence, conveniently weighed. Also, unlike some strong mineral acids (especially nitric acid, sulfuric acid, and per chloric acid), TsOH is non - oxidizing.

Production method

By p-toluenesulfonyl chloride hydrolysis derived. Toluene can also be used as raw materials, sulfonated by sulfuric acid derived.

Chemical properties

Colorless monoclinic sheet or columnar crystals. Soluble in ethanol and ether, slightly soluble in water and hot benzene.

Chemical Properties

Clear colorless to light yellow solution

Overview

p-toluene sulfonic acid (Its molecular structural formula is p-CH3C6H4SO3H, also known as TsOH, English name is p-toluene sulfonic acid) referred to as PTS, is a non-oxidizing organic acid, white needle or powder crystals, soluble in water, alcohols, ethers and other polar solvents. Easy deliquescence, easy to make wood, cotton fabric dehydration and carbonization, insoluble in benzene and toluene. generating p-cresol when alkali fusion. Commonly, p-toluenesulfonic acid-monohydrate (TsOHH2O) or tetrahydrate (TsOH4H2O) is preferred. Preparation of methyl p-cresol acid in industry is by using concentrated sulfuric acid on the toluene sulfonation of p-toluenesulfonic acid. The preparated p-toluenesulfonic acid often contains benzene sulfonic acid and sulfuric acid impurities, can be purified in recrystallization of concentrated hydrochloric acid, azeotropic drying. p-toluene sulfonic acid is widely used as catalyst agent in the synthesis of pharmaceuticals, pesticides, polymerization stabilizer and organic synthesis (esters, etc.), paint intermediates and resin curing agent. And it is also the commonly used acid catalyst in organic synthesis. It is neutralized with sodium hydroxide and then obtains sodium p-toluene sulfonate, and react with phosphorus pentachloride, can obtains p-toluenesulfonyl chloride. The latter used in the nucleophilic substitution reaction, also used as alcohol hydroxyl protective group. p-CH3C6H4SO3Na + PCl5 →p-CH3C6H4SO2Cl. The use of p-toluenesulfonic acid also catalyzes the protection of dihydrofuran on the alcohol, carboxylic acid esterification, transesterification reaction, making the aldehyde generate acetal.

Reactions

p-Toluene sulfonic acid may be converted to p-toluene sulfonic anhydride by heating with phosphorus pentoxide. When TsOH is heated with acid and water, a hydrolysis reaction takes place and toluene is formed: CH3C6H4SO3H + H2O → C6H5CH3 + H2SO4 This reaction is general for aryl sulfonic acids, but the rate at which it occurs depends upon the structure of the acid, the temperature and the nature of the catalyzing acid. For example p- TsOH is unaffected by cold concentrated hydrochloric acid, but hydrolyzes when heated to 186°C in concentrated phosphoric acid.
InChI:InChI=1/C7H8O3S/c1-6-2-4-7(5-3-6)11(8,9)10/h2-5H,1H3,(H,8,9,10)

104-15-4SDS

SAFETY DATA SHEETS

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

Version: 1.0

Creation Date: Aug 17, 2017

Revision Date: Aug 17, 2017

1.Identification

1.1 GHS Product identifier

Product name toluene-4-sulfonic acid

1.2 Other means of identification

Product number -
Other names Benzenesulfonic 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:104-15-4 SDS

104-15-4Synthetic 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%
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