Product Name

  • Name

    Tosyl chloride

  • EINECS 202-684-8
  • CAS No. 98-59-9
  • Article Data183
  • CAS DataBase
  • Density 1.339 g/cm3
  • Solubility hydrolyses in water
  • Melting Point 65-69 °C(lit.)
  • Formula C7H7ClO2S
  • Boiling Point 265.3 °C at 760 mmHg
  • Molecular Weight 190.65
  • Flash Point 114.3 °C
  • Transport Information UN 3261 8/PG 2
  • Appearance White to yellow solid
  • Safety 26-36/37/39-45-27
  • Risk Codes 34-29
  • Molecular Structure Molecular Structure of 98-59-9 (Tosyl chloride)
  • Hazard Symbols CorrosiveC
  • Synonyms 4-Methylbenzene-1-sulfonyl chloride;4-Methylbenzenesulfonylchloride;4-Methylphenylsulfonyl chloride;4-Toluenesulfonyl chloride;4-Toluensulfonyl chloride;4-Toluolsulfonyl chloride;4-Tosyl chloride;NSC175822;Toluenesulfonyl chloride;p-Methylbenzenesulfonylchloride;p-Methylphenylsulfonyl chloride;p-Toluenesulfochloride;p-Toluenesulfonic acid chloride;p-Toluenesulfonic chloride;p-Toluenesulphonylchloride;p-Tolylsulfonyl chloride;p-Tosyl chloride;p-Toluenesulfonylchloride (8CI);
  • PSA 42.52000
  • LogP 3.00330

Synthetic 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%

Tosyl chloride Chemical Properties

IUPAC Name: 4-Methylbenzenesulfonyl chloride 
Following is the structure of Tosyl chloride (CAS NO.98-59-9):
                  
Empirical Formula: C7H7ClO2S
Molecular Weight: 190.6473 
EINECS: 202-684-8
Index of Refraction: 1.545
Molar Refractivity: 45.02 cm3
Molar Volume: 142.3 cm3
Storage temp.: Store at RT.
Water Solubility: hydrolyses
Density: 1.339 g/cm3
Flash Point: 114.3 °C
Melting point: 65-69 °C(lit.)
Surface Tension: 41 dyne/cm
Enthalpy of Vaporization: 48.3 kJ/mol
Boiling Point: 265.3 °C at 760 mmHg
Vapour Pressure: 0.0151 mmHg at 25 °C
Appearance: White to yellow solid
Solubility of Tosyl chloride (CAS NO.98-59-9): Methylene chloride: 0.2 g/mL, clear
Product Categories of Tosyl chloride (CAS NO.98-59-9): Benzene derivatives; FINE Chemical & INTERMEDIATES; Protection & Derivatization Reagents (for Synthesis); Sulfur Compounds (for Synthesis); Synthetic Organic Chemistry
Canonical SMILES: CC1=CC=C(C=C1)S(=O)(=O)Cl
InChI: InChI=1S/C7H7ClO2S/c1-6-2-4-7(5-3-6)11(8,9)10/h2-5H,1H3
InChIKey: YYROPELSRYBVMQ-UHFFFAOYSA-N

Tosyl chloride Uses

 Tosyl chloride (CAS NO.98-59-9) can be used as analytics reagents,and organic synthesis etc.
 

Tosyl chloride Safety Profile

Hazard Codes: CorrosiveC
Risk Statements 34-29 
R34:Causes burns. 
R29:Contact with water liberates toxic gas.
Safety Statements 26-36/37/39-45-27 
S26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. 
S36/37/39:Wear suitable protective clothing, gloves and eye/face protection. 
S45:In case of accident or if you feel unwell, seek medical advice immediately (show the label whenever possible.) 
S27:Take off immediately all contaminated clothing.
RIDADR: UN 3261 8/PG 2
WGK Germany: 1
F: 9-21
Hazard Note: Corrosive
HazardClass: 8
PackingGroup: II
HS Code: 29049020
Hazardous Substances Data: 98-59-9(Hazardous Substances Data)

Tosyl chloride Specification

 Tosyl chloride , its cas register number is 98-59-9. It also can be called 4-Toluene sulfochloride ; 4-Methylbenzenesulfonyl chloride ; p-Toluenesulfonyl chloride ; Toluene-4-sulfonyl chloride ; 4-Toluolsulfonyl chloride ; and p-Tosyl Chloride .

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