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Tosyl chloride
Cas No: 98-59-9
No Data 1 Gram Metric Ton/Day Dayang Chem (Hangzhou) Co.,Ltd. Contact Supplier
Tosyl Chloride
Cas No: 98-59-9
No Data 100 Kilogram 300 Metric Ton/Year Jiaxing TriView Biochemical Products Co., Ltd. Contact Supplier
High purity PARA TOLUENE SULFONYL CHLORIDE with high quality cas:98-59-9
Cas No: 98-59-9
USD $ 2800.0-3300.0 / Metric Ton 1 Metric Ton 99999 Kilogram/Year Hangzhou Dingyan Chem Co., Ltd Contact Supplier
High quality 4-toluene sulfochloride supplier in China
Cas No: 98-59-9
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CAS: 98-59-9 Tosyl chloride hot sales
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Tosyl chloride
Cas No: 98-59-9
USD $ 34.0-34.0 / Gram 1 Gram 1000 Metric Ton/Year Jinan Finer Chemical Co., Ltd Contact Supplier
Tosyl chloride CAS NO.98-59-9
Cas No: 98-59-9
USD $ 1.0-3.0 / Metric Ton 1 Metric Ton 10 Metric Ton/Day Hebei yanxi chemical co.,LTD. Contact Supplier
Tosyl Chloride (PTSC) CAS 98-59-9
Cas No: 98-59-9
No Data 1 Metric Ton Metric Ton/Day Hefei TNJ chemical industry co.,ltd Contact Supplier
Tosyl chloride ( p-Toluenesulfonyl Chloride ) -- CHemwill
Cas No: 98-59-9
USD $ 1.0-1.0 / Metric Ton 1 Metric Ton 5 Metric Ton/Day Chemwill Asia Co., Ltd. Contact Supplier
P-Toluene Sulfony Chloride
Cas No: 98-59-9
USD $ 2.0-3.0 / Kilogram 1 Kilogram 50 Metric Ton/Day EAST CHEMSOURCES LIMITED Contact Supplier

98-59-9 Usage

Contact allergens

Tosyl chloride is used mainly in the preparation of chemical derivatives in the pharmaceutical, plastics, and organic chemical industries.

Production method

Toluene chlorosulfonation production into o-toluenesulfonyl chloride, at the same time p-toluenesulfonyl chloride is also generated. The filter cake was separated from the o-toluenesulfonyl chloride, refined to obtain p-toluenesulfonyl chloride.

Chemical Properties

White to yellow solid

Uses

It can be used for organic synthesis, for example: dyes, saccharin,etc.

General Description

A white to gray powdered solid with a distinctive odor. Insoluble in water and denser than water. Contact may irritate skin, eyes and mucous membranes. May be toxic by ingestion, inhalation and skin absorption. Used to make other chemicals.

Fire Hazard

Non-combustible, substance itself does not burn but may decompose upon heating to produce corrosive and/or toxic fumes. Some are oxidizers and may ignite combustibles (wood, paper, oil, clothing, etc.). Contact with metals may evolve flammable hydrogen gas. Containers may explode when heated.

Health Hazard

TOXIC; inhalation, ingestion or skin contact with material may cause severe injury or death. Contact with molten substance may cause severe burns to skin and eyes. Avoid any skin contact. Effects of contact or inhalation may be delayed. Fire may produce irritating, corrosive and/or toxic gases. Runoff from fire control or dilution water may be corrosive and/or toxic and cause pollution.

Chemical Properties

White flaky crystal. melting point is 71 ℃. Boiling point is 151.6 ℃ (1.67kPa), 145-146 ℃ (2.0kPa). Soluble in alcohol, ether and benzene, insoluble in water.

Purification Methods

Material that has been standing for a long time contains tosic acid and HCl and has m ca 65-68o. It is purified by dissolving (10g) in the minimum volume of CHCl3 (ca 25mL) filtered, and diluted with five volumes (i.e. 125mL) of pet ether (b 30-60o) to precipitate impurities. The solution is filtered, clarified with charcoal and concentrated to 40mL by evaporation. Further evaporation to a very small volume gives 7g of white crystals which are analytically pure, m 67.5-68.5o. (The insoluble material is largely tosic acid and has m 101-104o.) [Pelletier Chem Ind (London) 1034 1953.] It also crystallises from toluene/pet ether in the cold, from pet ether (b 40-60o) or *benzene. Its solution in diethyl ether has been washed with aqueous 10% NaOH until colourless, then dried (Na2SO4) and crystallised by cooling in powdered Dry-ice. It has also been purified by dissolving in *benzene, washing with aqueous 5% NaOH , then dried with K2CO3 or MgSO4, and distilled under reduced pressure and can be sublimed at high vacuum [Ebel Chem Ber 60 20861927]. [Beilstein 11 IV 375.]

Air & Water Reactions

Insoluble in water.

Tosyl chloride

Toluenesulfonyl chloride is an important intermediate dyes in organic synthesis and raw materials for pesticides, there are three kinds of isomers, namely o-toluenesulfonyl chloride, m-toluenesulfonyl chloride and p-toluenesulfonyl chloride. Relative molecular mass is 190.65. All three stimulate skin and mucous membranes, commonly used is adjacent toluenesulfonyl chloride and p-toluenesulfonyl chloride.
O-toluenesulfonyl chloride, also known as 2-methyl-benzenesulfonyl chloride, 2-toluene-sulfonyl chloride, is colorless oily liquid. The relative density is 1.3383. Melting point is 10.2 ℃. Boiling point is 154 ℃ (4.800 × 103Pa), 126 ℃ (1.333 × 103Pa). The refractive index is 1.5565. It is insoluble in water, soluble in ether, benzene and ethanol.
M-toluenesulfonyl chloride, also known as 3-methyl-benzenesulfonyl chloride, 3-toluenesulfonyl chloride, is colorless oily liquid. Melting point is 11.7 ℃. Boiling point is 146 ℃ (2.933 × 103Pa). It is insoluble in water, soluble in alcohol, ether and benzene.
P-toluenesulfonyl chloride is also known as 4-methyl-benzenesulfonyl chloride, 4-toluenesulfonyl chloride. Precipitation from ether or petroleum ether is triclinic white flaky crystal. The relative density is 1.26. Melting point is 11. 7 ℃. Boiling point is 164 ℃ (4.4 × 103Pa), 151.6 ℃ (2.666 × 103Pa), 145~146 ℃ (2.000 × 103Pa), 134.5 ℃ (1.333 × 103Pa). It is insoluble in water, soluble in alcohol, benzene and ether.
Toluenesulfonyl chloride is called "TsCl", with strong nucleophilicity and substitution reaction with nucleophilic reagent. For example, reaction with the alcohol into the ester:
ROH + TsCl-Py → ROTs + Py + HCl-, reaction with amine and hydrazine respectively to generate the sulfonamide and sulfonyl hydrazide:

The above information were edited and collated by Xiaonan of Chemicalbook.

Usage

1. The goods is an intermediate for disperse dyes, azoic dyes, acid dyes. Also used in the production of drugs homosulfanilamide.
2. Used for the analysis Reagents, but also for organic synthesis, dye preparation and molecule rearrangement in the hormone synthesis.
3. Used for organic synthesis, sulfa drugs and as pesticide intermediates.
InChI:InChI=1/C7H7ClO2S/c1-6-2-4-7(5-3-6)11(8,9)10/h2-5H,1H3

98-59-9 Well-known Company Product Price

Brand (Code)Product description CAS number Packaging Price Detail
Sigma-Aldrich (T35955)  p-Toluenesulfonylchloride  reagent grade, ≥98% 98-59-9 T35955-3KG 1,959.75CNY Detail
Sigma-Aldrich (T35955)  p-Toluenesulfonylchloride  reagent grade, ≥98% 98-59-9 T35955-1KG 932.49CNY Detail
Sigma-Aldrich (T35955)  p-Toluenesulfonylchloride  reagent grade, ≥98% 98-59-9 T35955-250G 375.57CNY Detail
Sigma-Aldrich (240877)  p-Toluenesulfonylchloride  ReagentPlus®, ≥99% 98-59-9 240877-500G 7,031.70CNY Detail
Sigma-Aldrich (240877)  p-Toluenesulfonylchloride  ReagentPlus®, ≥99% 98-59-9 240877-100G 2,033.46CNY Detail
Sigma-Aldrich (240877)  p-Toluenesulfonylchloride  ReagentPlus®, ≥99% 98-59-9 240877-5G 459.81CNY Detail
Alfa Aesar (A14547)  p-Toluenesulfonyl chloride, 98%    98-59-9 5000g 2181.0CNY Detail
Alfa Aesar (A14547)  p-Toluenesulfonyl chloride, 98%    98-59-9 1000g 481.0CNY Detail
Alfa Aesar (A14547)  p-Toluenesulfonyl chloride, 98%    98-59-9 500g 268.0CNY Detail
Alfa Aesar (A14547)  p-Toluenesulfonyl chloride, 98%    98-59-9 250g 147.0CNY Detail
TCI America (T0272)  p-Toluenesulfonyl Chloride  >99.0%(GC) 98-59-9 500g 290.00CNY Detail
TCI America (T0272)  p-Toluenesulfonyl Chloride  >99.0%(GC) 98-59-9 25g 130.00CNY Detail

98-59-9SDS

SAFETY DATA SHEETS

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

Version: 1.0

Creation Date: Aug 12, 2017

Revision Date: Aug 12, 2017

1.Identification

1.1 GHS Product identifier

Product name p-Toluenesulfonyl chloride

1.2 Other means of identification

Product number -
Other names 4-methylbenzenesulfonyl chloride

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:98-59-9 SDS

98-59-9Synthetic route

para-thiocresol
106-45-6

para-thiocresol

p-toluenesulfonyl chloride
98-59-9

p-toluenesulfonyl chloride

Conditions
ConditionsYield
With dihydrogen peroxide; zirconium(IV) chloride In water; acetonitrile at 25℃; for 0.0166667h;99%
With N,N,N',N'-tetrachlorobenzene-1,3-disulphonamide; tetrabutyl-ammonium chloride; water In acetonitrile at 0 - 20℃; for 0.333333h;98%
With trichloroisocyanuric acid; water In acetonitrile at 0 - 20℃; for 0.333333h;98%
triethylammonium toluene-p-sulfonate
15404-00-9

triethylammonium toluene-p-sulfonate

p-toluenesulfonyl chloride
98-59-9

p-toluenesulfonyl chloride

Conditions
ConditionsYield
With sulfuryl dichloride; triphenylphosphine In dichloromethane for 1h; Ambient temperature;99%
p-toluidine
106-49-0

p-toluidine

p-toluenesulfonyl chloride
98-59-9

p-toluenesulfonyl chloride

Conditions
ConditionsYield
Stage #1: p-toluidine With hydrogenchloride; acetic acid; sodium nitrite In water; acetonitrile at 0 - 5℃;
Stage #2: With sulfur dioxide; copper dichloride In water; acetonitrile at 20℃; for 16h;
99%
Stage #1: p-toluidine With hydrogenchloride; sodium nitrite
Stage #2: With sulfur dioxide; copper(l) chloride In acetone
di(p-tolyl) disulfide
103-19-5

di(p-tolyl) disulfide

p-toluenesulfonyl chloride
98-59-9

p-toluenesulfonyl chloride

Conditions
ConditionsYield
With dihydrogen peroxide; zirconium(IV) chloride In water; acetonitrile at 25℃; for 0.0166667h;98%
With Oxone; potassium chloride In water at 20℃; for 0.166667h;96%
With N,N,N',N'-tetrachlorobenzene-1,3-disulphonamide; tetrabutyl-ammonium chloride; water In acetonitrile at 0 - 20℃; for 0.333333h;95%
toluene-4-sulfonic acid
104-15-4

toluene-4-sulfonic acid

p-toluenesulfonyl chloride
98-59-9

p-toluenesulfonyl chloride

Conditions
ConditionsYield
With 1,3,5-trichloro-2,4,6-triazine; triethylamine In acetone for 20h; Heating;96%
Stage #1: toluene-4-sulfonic acid With potassium phosphate; bis(trichloromethyl) carbonate In dichloromethane at 0 - 5℃; for 0.0833333h;
Stage #2: With triethylamine In dichloromethane at 20℃; for 0.5h;
96%
With 2,2,4,4,6,6-hexachloro-1,3,5-triaza-2,4,6-triphosphorine; potassium chloride at 25℃; for 0.0333333h; Neat (no solvent);94%
C15H17ClN2O2S
146404-41-3

C15H17ClN2O2S

A

1-chloro-4-(2-chloroethyl)benzene
32327-70-1

1-chloro-4-(2-chloroethyl)benzene

B

p-toluenesulfonyl chloride
98-59-9

p-toluenesulfonyl chloride

Conditions
ConditionsYield
With N-chloro-succinimide In tetrahydrofuran for 16h; Ambient temperature; Irradiation;A 95%
B n/a
sodium tosylate
657-84-1

sodium tosylate

p-toluenesulfonyl chloride
98-59-9

p-toluenesulfonyl chloride

Conditions
ConditionsYield
With 1,3,5-trichloro-2,4,6-triazine; 18-crown-6 ether In acetone for 20h; Heating;94%
Stage #1: sodium tosylate With potassium phosphate; bis(trichloromethyl) carbonate In dichloromethane at 0 - 5℃; for 0.0833333h;
Stage #2: With triethylamine In dichloromethane at 20℃; for 0.5h;
93%
With trichlorophosphate In sulfolane; acetonitrile at 68 - 72℃; for 0.666667h;87%
sodium benzenesulfonate
873-55-2

sodium benzenesulfonate

p-toluenesulfonyl chloride
98-59-9

p-toluenesulfonyl chloride

Conditions
ConditionsYield
With chlorine In water; toluene Product distribution / selectivity;93.9%
2-chloro-1,3-dimethylimidazolinium chloride
37091-73-9

2-chloro-1,3-dimethylimidazolinium chloride

p-toluenesulfonyl chloride
98-59-9

p-toluenesulfonyl chloride

Conditions
ConditionsYield
With toluene-4-sulfonic acid In toluene93.2%
phenyl benzenesulfonate
4358-63-8

phenyl benzenesulfonate

4-methylphenylboronic acid
5720-05-8

4-methylphenylboronic acid

p-toluenesulfonyl chloride
98-59-9

p-toluenesulfonyl chloride

Conditions
ConditionsYield
With phenylchlorosulfate; C43H43NO3PPdS; sodium carbonate In acetone at 20 - 50℃; Inert atmosphere; Sealed tube;93%
toluene
108-88-3

toluene

p-toluenesulfonyl chloride
98-59-9

p-toluenesulfonyl chloride

Conditions
ConditionsYield
With chlorosulfonic acid at 0℃; for 4h;92%
With chlorosulfonic acid at 0 - 20℃;84.21%
With chlorosulfonic acid
3-phenylpropanal p-tosylhydrazone
61124-61-6

3-phenylpropanal p-tosylhydrazone

A

p-toluenesulfonyl hydrazide hydrochloride

p-toluenesulfonyl hydrazide hydrochloride

B

5-Benzyl-1,2,3-thiadiazole
80491-28-7

5-Benzyl-1,2,3-thiadiazole

C

p-toluenesulfonyl chloride
98-59-9

p-toluenesulfonyl chloride

Conditions
ConditionsYield
With disulfur dichloride In dichloromethane at 20℃; for 0.5h; Product distribution; other reagents (SOCl2, SCl2) and time;A n/a
B 89%
C n/a
1-tosyl-1-hexadecylhydrazine
146404-40-2

1-tosyl-1-hexadecylhydrazine

A

1-Chlorohexadecan
4860-03-1

1-Chlorohexadecan

B

p-toluenesulfonyl chloride
98-59-9

p-toluenesulfonyl chloride

Conditions
ConditionsYield
With N-chloro-succinimide In tetrahydrofuran for 16h; Ambient temperature; Irradiation;A 88%
B n/a
With N-chloro-succinimide In tetrahydrofuran for 16h; Product distribution; Mechanism; Ambient temperature; Irradiation; reactions of N-substituted-N-tosylhydrazines with NCS and NBS;A 88%
B n/a
mesityl oxide p-tosylhydrazone
5362-76-5

mesityl oxide p-tosylhydrazone

A

toluene-4-sulfonamide
70-55-3

toluene-4-sulfonamide

B

p-toluenesulfonyl chloride
98-59-9

p-toluenesulfonyl chloride

C

4-(2-Chloro-2-methyl-propyl)-[1,2,3]thiadiazole

4-(2-Chloro-2-methyl-propyl)-[1,2,3]thiadiazole

D

5-(1-Chloro-1-methyl-ethyl)-4-methyl-[1,2,3]thiadiazole

5-(1-Chloro-1-methyl-ethyl)-4-methyl-[1,2,3]thiadiazole

Conditions
ConditionsYield
With sulfur dichloride In dichloromethane at 20℃; for 0.5h; Product distribution; other reagents (SOCl2, S2Cl2), products and time;A n/a
B n/a
C 9%
D 85%
diphenyl diselenide
1666-13-3

diphenyl diselenide

toluene-4-sulfonic acid hydrazide
1576-35-8

toluene-4-sulfonic acid hydrazide

A

p-tolyl benzeneselenosulfonate
68819-94-3

p-tolyl benzeneselenosulfonate

B

p-toluenesulfonyl chloride
98-59-9

p-toluenesulfonyl chloride

Conditions
ConditionsYield
With sulfuryl dichloride; triethylamine In pyridine; dichloromethane at 0℃; Product distribution; various reagents for preparation of diverse selenosulfonates; mechanism is proposed;A 83%
B 11%
p-toluenesulfonyl iodide
1950-78-3

p-toluenesulfonyl iodide

triphenyl(phenylazo)methane
981-18-0

triphenyl(phenylazo)methane

A

iodobenzene
591-50-4

iodobenzene

B

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

di(4-methyl)phenylthiosulfonate

C

p-toluenesulfonylanhydride
4124-41-8

p-toluenesulfonylanhydride

D

p-tolyl triphenylmethyl sulphone
42756-18-3

p-tolyl triphenylmethyl sulphone

E

chlorobenzene
108-90-7

chlorobenzene

F

p-toluenesulfonyl chloride
98-59-9

p-toluenesulfonyl chloride

Conditions
ConditionsYield
In tetrachloromethane at 0℃; for 2h; Product distribution;A 82%
B n/a
C n/a
D 78%
E 1%
F n/a
1-Tosyl-1-<2-(4-methoxyphenyl)ethyl>hydrazine
141666-87-7

1-Tosyl-1-<2-(4-methoxyphenyl)ethyl>hydrazine

A

p-toluenesulfonyl chloride
98-59-9

p-toluenesulfonyl chloride

B

1-(2-Chloroethyl)-4-methoxybenzene
18217-00-0

1-(2-Chloroethyl)-4-methoxybenzene

Conditions
ConditionsYield
With N-chloro-succinimide In tetrahydrofuran for 16h; Ambient temperature; Irradiation;A n/a
B 82%
p-toluene sulfinic acid
536-57-2

p-toluene sulfinic acid

p-toluenesulfonyl chloride
98-59-9

p-toluenesulfonyl chloride

Conditions
ConditionsYield
With tert-butylhypochlorite In dichloromethane for 2h; Ambient temperature; chloramine-T, CH2Cl2, RT;81%
With water; chlorine
With N-chloro-succinimide In tetrahydrofuran Ambient temperature; Irradiation; Yield given;
Multi-step reaction with 2 steps
1: 81 percent / CH2Cl2 / 2 h / Ambient temperature
2: 1.) n-butyllithium, 2.) SO2Cl2 / 1.) THF, hexane, -78 deg C, 2.) -78 deg C, 20 min
View Scheme
morpholine
110-91-8

morpholine

A

2(3H)-Benzothiazolone
934-34-9

2(3H)-Benzothiazolone

B

p-toluenesulfonyl chloride
98-59-9

p-toluenesulfonyl chloride

Conditions
ConditionsYield
In pyridine 1)50 deg C, 2h 2)room temp., 20h;A 13%
B 81%
toluene
108-88-3

toluene

A

p-toluenesulfonyl chloride
98-59-9

p-toluenesulfonyl chloride

B

Toluene-2-sulfonyl chloride
133-59-5

Toluene-2-sulfonyl chloride

Conditions
ConditionsYield
With chlorosulfonic acid; sodium chloride at -0.16℃;A 80%
B 20%
With chlorosulfonic acid for 3h; Cooling with ice;A n/a
B 72.04%
With sulfuric acid; sodium chloride Edukt 4: SO3;
1-acetylcyclohexene p-tosylhydrazone
41780-85-2

1-acetylcyclohexene p-tosylhydrazone

A

toluene-4-sulfonamide
70-55-3

toluene-4-sulfonamide

B

p-toluenesulfonyl chloride
98-59-9

p-toluenesulfonyl chloride

C

4-(2-Chloro-cyclohexyl)-[1,2,3]thiadiazole

4-(2-Chloro-cyclohexyl)-[1,2,3]thiadiazole

Conditions
ConditionsYield
With sulfur dichloride In dichloromethane at 20℃; for 0.5h; Product distribution; other reagents (SOCl2, S2Cl2) and time;A n/a
B n/a
C 80%
meta-hydroxybenzaldehyde
100-83-4

meta-hydroxybenzaldehyde

p-toluenesulfonyl chloride
98-59-9

p-toluenesulfonyl chloride

Conditions
ConditionsYield
With potassium carbonate77%
4-chloromorpholine
23328-69-0

4-chloromorpholine

p-toluene sulfinic acid
536-57-2

p-toluene sulfinic acid

A

4-tosylmorpholine
6339-26-0

4-tosylmorpholine

B

p-toluenesulfonyl chloride
98-59-9

p-toluenesulfonyl chloride

Conditions
ConditionsYield
In dichloromethane for 0.5h; Ambient temperature;A 76%
B 10%
sodium 4-methylbenzenesulfinate
824-79-3

sodium 4-methylbenzenesulfinate

p-toluenesulfonyl chloride
98-59-9

p-toluenesulfonyl chloride

Conditions
ConditionsYield
With pyridine; (Dichloroiodo)benzene In 1,2-dichloro-ethane at 20 - 88℃; for 0.0166667h; Inert atmosphere; Reflux;74%
cis-2-hydroxymethyl-1-(2,4-dimethoxybenzyl)-3-(4,5-diphenyl-2-oxo-4-oxazolin-3-yl)-4-oxoazetidine

cis-2-hydroxymethyl-1-(2,4-dimethoxybenzyl)-3-(4,5-diphenyl-2-oxo-4-oxazolin-3-yl)-4-oxoazetidine

A

cis-3-(4,5-diphenyl-2-oxo-4-oxazolin-3-yl)-4-oxo-2-azetidinylmethyl mesylate

cis-3-(4,5-diphenyl-2-oxo-4-oxazolin-3-yl)-4-oxo-2-azetidinylmethyl mesylate

B

p-toluenesulfonyl chloride
98-59-9

p-toluenesulfonyl chloride

Conditions
ConditionsYield
A 73%
B n/a
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%
C19H34N2O2S
151259-26-6

C19H34N2O2S

A

p-toluenesulfonyl chloride
98-59-9

p-toluenesulfonyl chloride

B

1-chlorododecane
112-52-7

1-chlorododecane

Conditions
ConditionsYield
With N-chloro-succinimide In tetrahydrofuran for 16h; Ambient temperature; Irradiation;A n/a
B 68%
toluene-p-sulfonyl bromide
1950-69-2

toluene-p-sulfonyl bromide

triphenyl(phenylazo)methane
981-18-0

triphenyl(phenylazo)methane

A

bromobenzene
108-86-1

bromobenzene

B

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

di(4-methyl)phenylthiosulfonate

C

p-tolyl triphenylmethyl sulphone
42756-18-3

p-tolyl triphenylmethyl sulphone

D

chlorobenzene
108-90-7

chlorobenzene

E

p-toluenesulfonyl chloride
98-59-9

p-toluenesulfonyl chloride

Conditions
ConditionsYield
In tetrachloromethane for 30h; Product distribution; Heating;A 67%
B n/a
C 56%
D 6%
E n/a
4-methylbenzenesulfinyl chloride
10439-23-3

4-methylbenzenesulfinyl chloride

but-3-en-1-ynyl-trimethyl-silane
2696-32-4

but-3-en-1-ynyl-trimethyl-silane

A

p-toluenesulfonyl chloride
98-59-9

p-toluenesulfonyl chloride

B

[3-Chloro-4-(toluene-4-sulfinyl)-but-1-ynyl]-trimethyl-silane

[3-Chloro-4-(toluene-4-sulfinyl)-but-1-ynyl]-trimethyl-silane

C

[1-Chloro-4-(toluene-4-sulfinyl)-buta-1,2-dienyl]-trimethyl-silane

[1-Chloro-4-(toluene-4-sulfinyl)-buta-1,2-dienyl]-trimethyl-silane

Conditions
ConditionsYield
aluminium trichloride In diethyl ether Ambient temperature;A n/a
B 66%
C n/a
Tetrahydrofurfuryl alcohol
97-99-4

Tetrahydrofurfuryl alcohol

p-toluenesulfonyl chloride
98-59-9

p-toluenesulfonyl chloride

rac-(tetrahydrofuran-2-yl)methyl 4-methylbenzenesulfonate
34583-63-6

rac-(tetrahydrofuran-2-yl)methyl 4-methylbenzenesulfonate

Conditions
ConditionsYield
With triethylamine In dichloromethane at 0℃; for 1h;100%
With potassium hydroxide93%
With potassium iodide; silver(l) oxide In dichloromethane at 40℃;91%
2-aminopyridine
504-29-0

2-aminopyridine

p-toluenesulfonyl chloride
98-59-9

p-toluenesulfonyl chloride

N-(2-pyridyl)-p-toluenesulfonamide
52776-76-8

N-(2-pyridyl)-p-toluenesulfonamide

Conditions
ConditionsYield
With triethylamine In dichloromethane at 4℃;100%
at 20℃; for 0.1h;88%
With sodium carbonate In water82.1%
8-amino quinoline
578-66-5

8-amino quinoline

p-toluenesulfonyl chloride
98-59-9

p-toluenesulfonyl chloride

4-methyl-N-quinolin-8-yl-benzenesulfonamide
10304-39-9

4-methyl-N-quinolin-8-yl-benzenesulfonamide

Conditions
ConditionsYield
With triethylamine In dichloromethane at 4℃;100%
With pyridine at 130℃; for 0.05h; Microwave irradiation; Inert atmosphere;97%
With pyridine at 130℃; for 0.166667h;90%
tryptamine
61-54-1

tryptamine

p-toluenesulfonyl chloride
98-59-9

p-toluenesulfonyl chloride

N-tosyl tryptamine
86658-78-8

N-tosyl tryptamine

Conditions
ConditionsYield
With triethylamine In dichloromethane at 0 - 20℃; for 2h;100%
With triethylamine In dichloromethane at 0 - 20℃;99%
With triethylamine In dichloromethane at 0 - 20℃; for 2h;99%
m-Anisidine
536-90-3

m-Anisidine

p-toluenesulfonyl chloride
98-59-9

p-toluenesulfonyl chloride

N-tosyl-m-anisidine
58750-87-1

N-tosyl-m-anisidine

Conditions
ConditionsYield
With triethylamine In tetrahydrofuran at 20℃; for 28h;100%
With triethylamine In dichloromethane at 4℃;100%
With triethylamine In tetrahydrofuran at 20℃; for 15h;95%
2-aminoacetophenone
551-93-9

2-aminoacetophenone

p-toluenesulfonyl chloride
98-59-9

p-toluenesulfonyl chloride

N-(2-acetylphenyl)-4-methylbenzenesulfonamide
1859-70-7

N-(2-acetylphenyl)-4-methylbenzenesulfonamide

Conditions
ConditionsYield
With pyridine In dichloromethane at 0 - 20℃; for 10.5h;100%
With triethylamine In dichloromethane at 4℃;100%
With pyridine In dichloromethane at 20℃; for 1h;97%
1-amino-naphthalene
134-32-7

1-amino-naphthalene

p-toluenesulfonyl chloride
98-59-9

p-toluenesulfonyl chloride

N-tosyl-1-naphthylamine
18271-17-5

N-tosyl-1-naphthylamine

Conditions
ConditionsYield
With triethylamine In dichloromethane at 4℃;100%
With pyridine98%
at 20℃; for 0.166667h;94%
4-Aminobiphenyl
92-67-1

4-Aminobiphenyl

p-toluenesulfonyl chloride
98-59-9

p-toluenesulfonyl chloride

N-([1,1'-biphenyl]-4-yl)-4-methylbenzenesulfonamide
65690-69-9

N-([1,1'-biphenyl]-4-yl)-4-methylbenzenesulfonamide

Conditions
ConditionsYield
With triethylamine In dichloromethane at 4℃;100%
With pyridine at 0 - 20℃; for 15h; Inert atmosphere;75%
With pyridine
cyclohexylamine
108-91-8

cyclohexylamine

p-toluenesulfonyl chloride
98-59-9

p-toluenesulfonyl chloride

N-cyclohexyl-p-toluenesulfonamide
80-30-8

N-cyclohexyl-p-toluenesulfonamide

Conditions
ConditionsYield
In dichloromethane at 20℃; for 0.5h; Inert atmosphere;100%
With pyridine at 0 - 25℃; Inert atmosphere; Schlenk technique;99%
With triethylamine In tetrahydrofuran at 0 - 20℃;95%
p-toluidine
106-49-0

p-toluidine

p-toluenesulfonyl chloride
98-59-9

p-toluenesulfonyl chloride

4-methyl-N-(4-methylphenyl)benzenesulfonamide
599-86-0

4-methyl-N-(4-methylphenyl)benzenesulfonamide

Conditions
ConditionsYield
With pyridine In dichloromethane at 20℃; for 16h;100%
With pyridine at 0 - 25℃;100%
In water at 110℃; for 0.0833333h; Microwave irradiation; Green chemistry; chemoselective reaction;98%
4-chloro-aniline
106-47-8

4-chloro-aniline

p-toluenesulfonyl chloride
98-59-9

p-toluenesulfonyl chloride

4-methyl-N-(4-chlorophenyl)benzenesulfonamide
2903-34-6

4-methyl-N-(4-chlorophenyl)benzenesulfonamide

Conditions
ConditionsYield
In pyridine; acetonitrile at 20℃; for 16h;100%
In ethanol; water at 25℃; for 0.333333h;96%
With (Na1752K0.144Ca0365Mg0.065)(Al2044Si2774O96)*19.16H2O In ethanol at 25 - 30℃; for 0.25h; Sonication; Green chemistry;95%
4-methoxy-aniline
104-94-9

4-methoxy-aniline

p-toluenesulfonyl chloride
98-59-9

p-toluenesulfonyl chloride

N-(4-Methoxy-phenyl)-4-methyl-benzenesulfonamide
1150-26-1

N-(4-Methoxy-phenyl)-4-methyl-benzenesulfonamide

Conditions
ConditionsYield
With triethylamine In dichloromethane at 4℃;100%
With pyridine for 16h; Reflux;97%
With dendritic fibrous nanosilica KCC-1 3-aminopropyl-functionalized supported on Fe3O4 magnetic nanocatalyst In water at 20℃; for 0.5h; Solvent; Temperature; Reagent/catalyst; Time; Green chemistry;97%
2-phenylaniline
90-41-5

2-phenylaniline

p-toluenesulfonyl chloride
98-59-9

p-toluenesulfonyl chloride

N-biphenyl-2-yl-4-methylbenzenesulfonamide
24310-30-3

N-biphenyl-2-yl-4-methylbenzenesulfonamide

Conditions
ConditionsYield
With triethylamine In dichloromethane at 4℃;100%
With sodium hydrogencarbonate In water; acetone at 25℃; for 0.25h;97%
With pyridine at 0 - 25℃; for 1h;92%
ethanolamine
141-43-5

ethanolamine

p-toluenesulfonyl chloride
98-59-9

p-toluenesulfonyl chloride

N-(2-hydroxy-ethyl)-4-methyl-benzenesulfonamide
14316-14-4

N-(2-hydroxy-ethyl)-4-methyl-benzenesulfonamide

Conditions
ConditionsYield
With triethylamine In dichloromethane at 0 - 20℃; for 18h; Inert atmosphere;100%
With triethylamine In dichloromethane at 0 - 20℃; for 24h;99%
With pyridine at 5 - 20℃;96%
1-pentanamine
110-58-7

1-pentanamine

p-toluenesulfonyl chloride
98-59-9

p-toluenesulfonyl chloride

4-methyl-N-pentylbenzenesulfonamide
106011-68-1

4-methyl-N-pentylbenzenesulfonamide

Conditions
ConditionsYield
With dmap; triethylamine In dichloromethane at 0 - 20℃; for 12h;100%
With dmap; triethylamine In dichloromethane at 0 - 20℃; for 2h; Inert atmosphere;89%
With triethylamine In dichloromethane at 0℃; for 0.0833333h;85%
propargyl alcohol
107-19-7

propargyl alcohol

p-toluenesulfonyl chloride
98-59-9

p-toluenesulfonyl chloride

propargyl p-toluenesulfonate
6165-76-0

propargyl p-toluenesulfonate

Conditions
ConditionsYield
With sodium hydroxide In diethyl ether; water at 0 - 20℃; for 17h;100%
With potassium hydroxide In diethyl ether at -5 - 20℃;96%
With potassium hydroxide In diethyl ether at -5 - 0℃; for 0.5h;95%
3,5-dimethylaminoaniline
108-69-0

3,5-dimethylaminoaniline

p-toluenesulfonyl chloride
98-59-9

p-toluenesulfonyl chloride

N-(3,5-dimethylphenyl)-4-methyl-benzenesulfonamide
114097-28-8

N-(3,5-dimethylphenyl)-4-methyl-benzenesulfonamide

Conditions
ConditionsYield
With triethylamine In dichloromethane at 4℃;100%
With silica gel at 20℃;95%
With triethylamine In dichloromethane at 0 - 20℃;82%
4-amino-N,N-dimethylaniline
99-98-9

4-amino-N,N-dimethylaniline

p-toluenesulfonyl chloride
98-59-9

p-toluenesulfonyl chloride

N-(4-(dimethylamino)phenyl)-4-methylbenzenesulfonamide
19766-55-3

N-(4-(dimethylamino)phenyl)-4-methylbenzenesulfonamide

Conditions
ConditionsYield
With pyridine for 1h; Reflux;100%
With caesium carbonate In acetonitrile at 25℃; for 0.333333h;93%
indium In acetonitrile at 20℃; for 6h;90%
4-nitro-aniline
100-01-6

4-nitro-aniline

p-toluenesulfonyl chloride
98-59-9

p-toluenesulfonyl chloride

N-(4-nitrophenyl)-4-methylbenzenesulfonamide
734-25-8

N-(4-nitrophenyl)-4-methylbenzenesulfonamide

Conditions
ConditionsYield
With triethylamine In dichloromethane at 4℃;100%
With (Na1752K0.144Ca0365Mg0.065)(Al2044Si2774O96)*19.16H2O In ethanol at 25 - 30℃; for 2h; Sonication; Green chemistry;96%
With pyridine In dichloromethane at 20℃; for 12h;94%
2-nitro-aniline
88-74-4

2-nitro-aniline

p-toluenesulfonyl chloride
98-59-9

p-toluenesulfonyl chloride

4-methyl-N-(2-nitrophenyl)benzene sulfonamide
6380-13-8

4-methyl-N-(2-nitrophenyl)benzene sulfonamide

Conditions
ConditionsYield
With triethylamine In dichloromethane at 4℃;100%
With pyridine In dichloromethane at 20℃; for 48h;90%
With pyridine In dichloromethane at 20℃; for 16h;75%
dimethyl amine
124-40-3

dimethyl amine

p-toluenesulfonyl chloride
98-59-9

p-toluenesulfonyl chloride

N,N,4-trimethylbenzenesulfonamide
599-69-9

N,N,4-trimethylbenzenesulfonamide

Conditions
ConditionsYield
With triethylamine In tetrahydrofuran at 25℃; for 1h;100%
99%
With cesium fluoride supported on Celite at 50℃; for 0.75h; chemoselective reaction;91%
isopropylamine
75-31-0

isopropylamine

p-toluenesulfonyl chloride
98-59-9

p-toluenesulfonyl chloride

N-isopropyl-p-toluenesulfonamide
21230-07-9

N-isopropyl-p-toluenesulfonamide

Conditions
ConditionsYield
With triethylamine In dichloromethane at 0 - 20℃;100%
With pyridine; dmap In dichloromethane at 0 - 20℃; for 16h;99%
With pyridine at 0 - 25℃; Inert atmosphere; Schlenk technique;99%
ethylenediamine
107-15-3

ethylenediamine

p-toluenesulfonyl chloride
98-59-9

p-toluenesulfonyl chloride

ditosylethylenediamine
4403-78-5

ditosylethylenediamine

Conditions
ConditionsYield
In pyridine at 20℃;100%
With pyridine at 0 - 20℃;95%
With sodium hydroxide In diethyl ether at 20℃;94%
Trimethylenediamine
109-76-2

Trimethylenediamine

p-toluenesulfonyl chloride
98-59-9

p-toluenesulfonyl chloride

N,N'-ditoluenesulfonyl-1,3-diaminopropane
53364-99-1

N,N'-ditoluenesulfonyl-1,3-diaminopropane

Conditions
ConditionsYield
With potassium carbonate In tetrahydrofuran; water at 0.2℃; for 3h; Inert atmosphere;100%
at 80℃; for 0.5h;95%
With potassium carbonate In tetrahydrofuran; water at 23℃; for 10h;95%
aniline
62-53-3

aniline

p-toluenesulfonyl chloride
98-59-9

p-toluenesulfonyl chloride

phenyl toluenesulfonamide
68-34-8

phenyl toluenesulfonamide

Conditions
ConditionsYield
With pyridine for 16h; Reflux;100%
With pyridine In dichloromethane at 20℃; for 16h;100%
With triethylamine In dichloromethane at 0 - 20℃; for 1h; Inert atmosphere;100%
2-carbomethoxyaniline
134-20-3

2-carbomethoxyaniline

p-toluenesulfonyl chloride
98-59-9

p-toluenesulfonyl chloride

methyl N-tosylanthranilate
50998-74-8

methyl N-tosylanthranilate

Conditions
ConditionsYield
In pyridine at 25℃;100%
Stage #1: 2-carbomethoxyaniline With pyridine In dichloromethane at 25℃; for 1h; Inert atmosphere;
Stage #2: p-toluenesulfonyl chloride In dichloromethane at 25℃; for 24h; Inert atmosphere;
99%
In pyridine at 0℃; for 1h;98%
2-ethoxy-ethanol
110-80-5

2-ethoxy-ethanol

p-toluenesulfonyl chloride
98-59-9

p-toluenesulfonyl chloride

2-ethoxyethyl p-toluenesulfonate
17178-11-9

2-ethoxyethyl p-toluenesulfonate

Conditions
ConditionsYield
With pyridine at 0℃;100%
With sodium hydroxide In tetrahydrofuran; water85%
With triethylamine In dichloromethane at 20℃; for 4h;81.1%
4-nitro-phenol
100-02-7

4-nitro-phenol

p-toluenesulfonyl chloride
98-59-9

p-toluenesulfonyl chloride

4-nitrophenyl 4-methylbenzenesulfonate
1153-45-3

4-nitrophenyl 4-methylbenzenesulfonate

Conditions
ConditionsYield
Stage #1: 4-nitro-phenol; p-toluenesulfonyl chloride With potassium carbonate In acetone at 20 - 25℃; for 2.5h;
Stage #2: With hydrogenchloride In water; acetone
100%
With triethylamine In dichloromethane at 20℃; for 24h; Inert atmosphere;99%
With potassium carbonate for 0.0833333h; microwave irradiation;98%
2-(hydroxymethyl)-2-methylpropane-1,3-diol
77-85-0

2-(hydroxymethyl)-2-methylpropane-1,3-diol

p-toluenesulfonyl chloride
98-59-9

p-toluenesulfonyl chloride

2-methyl-2-((tosyloxy)methyl)propane-1,3-diyl bis(4-methylbenzenesulfonate)
2387-43-1

2-methyl-2-((tosyloxy)methyl)propane-1,3-diyl bis(4-methylbenzenesulfonate)

Conditions
ConditionsYield
With pyridine at 20℃; for 16h; Inert atmosphere;100%
With pyridine at 0 - 20℃;90%
With pyridine In chloroform81%
2-Phenoxyethanol
122-99-6

2-Phenoxyethanol

p-toluenesulfonyl chloride
98-59-9

p-toluenesulfonyl chloride

2-phenoxyethanol tosylate
43224-81-3

2-phenoxyethanol tosylate

Conditions
ConditionsYield
Stage #1: 2-Phenoxyethanol; p-toluenesulfonyl chloride With dmap In dichloromethane at 20℃;
Stage #2: With triethylamine In dichloromethane at 20℃;
100%
With pyridine86%
With pyridine at 20℃; for 4h;24%

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