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Tosyl chloride

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Name

Tosyl chloride

EINECS 202-684-8
CAS No. 98-59-9 Density 1.339 g/cm3
PSA 42.52000 LogP 3.00330
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);

Article Data 183

Tosyl chloride Synthetic route

106-45-6

para-thiocresol

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%
15404-00-9

triethylammonium toluene-p-sulfonate

98-59-9

p-toluenesulfonyl chloride

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

p-toluidine

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
103-19-5

di(p-tolyl) disulfide

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%
104-15-4

toluene-4-sulfonic acid

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%
146404-41-3

C15H17ClN2O2S

A

32327-70-1

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

B

98-59-9

p-toluenesulfonyl chloride

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

sodium tosylate

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%
873-55-2

sodium benzenesulfonate

98-59-9

p-toluenesulfonyl chloride

Conditions
ConditionsYield
With chlorine In water; toluene Product distribution / selectivity;93.9%
37091-73-9

2-chloro-1,3-dimethylimidazolinium chloride

98-59-9

p-toluenesulfonyl chloride

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

phenyl benzenesulfonate

5720-05-8

4-methylphenylboronic acid

98-59-9

p-toluenesulfonyl chloride

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

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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