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98-59-9

98-59-9 Structure

98-59-9 Structure
IdentificationMore
[Name]

Tosyl chloride
[CAS]

98-59-9
[Synonyms]

4-METHYLBENZENESULFONYL CHLORIDE
4-METHYLBENZENESULPHONYL CHLORIDE
4-toluene sulfochloride
4-TOLUENESULFONYL CHLORIDE
4-Toluolsulfonyl chloride
AKOS BBS-00004428
PARA TOLUENE SULFONYL CHLORIDE
P-TOLUENESULFOCHLORIDE
P-TOLUENESULFONYL CHLORIDE
P-TOLUENESULPHONYL CHLORIDE
p-tosyl chloride
PTSC
TOLUENE-4-SULFONYL CHLORIDE
TOS-CL
TOSYL CHLORIDE
4-methyl-benzenesulfonylchlorid
4-toluenesulfonicacid,chloride
4-Tosyl chloride
Benzenesulfonylchloride,4-methyl-
m-methylbenzenesulfonylchloride
[EINECS(EC#)]

202-684-8
[Molecular Formula]

C7H7ClO2S
[MDL Number]

MFCD00007450
[Molecular Weight]

190.65
[MOL File]

98-59-9.mol
Chemical PropertiesBack Directory
[Appearance]

White to yellow solid
[Melting point ]

65-69 °C(lit.)
[mp ]

65-69 °C(lit.)
[Boiling point ]

134 °C10 mm Hg(lit.)
[bp ]

134 °C10 mm Hg(lit.)
[density ]

1,006 g/cm3
[vapor pressure ]

1 mm Hg ( 88 °C)
[RTECS ]

DB8929000
[Fp ]

128 °C
[storage temp. ]

Store at RT.
[solubility ]

methylene chloride: 0.2 g/mL, clear
[form ]

Crystalline Powder
[color ]

White
[Stability:]

Stable. Substances to be avoided include strong bases and strong oxidizing agents and water. Moisture sensitive.
[Water Solubility ]

hydrolyses
[Sensitive ]

Moisture Sensitive
[Merck ]

14,9534
[BRN ]

607898
[Contact allergens]

Tosyl chloride is used mainly in the preparation of chemical derivatives in the pharmaceutical, plastics, and organic chemical industries.
[CAS DataBase Reference]

98-59-9(CAS DataBase Reference)
[NIST Chemistry Reference]

Benzenesulfonyl chloride, 4-methyl-(98-59-9)
[Storage Precautions]

Moisture sensitive
[EPA Substance Registry System]

98-59-9(EPA Substance)
Hazard InformationBack Directory
[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.
[Air & Water Reactions]

Insoluble in water.
[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.
[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.
Safety DataBack Directory
[Hazard Codes ]

C
[Risk Statements ]

R34:Causes burns.
R29:Contact with water liberates toxic gas.
[Safety Statements ]

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 label where possible) .
S27:Take off immediately all contaminated clothing .
[RIDADR ]

UN 3261 8/PG 2
[WGK Germany ]

1
[F ]

9-21
[Hazard Note ]

Corrosive
[TSCA ]

Yes
[HazardClass ]

8
[PackingGroup ]

II
[HS Code ]

29049020
[Hazardous Substances Data]

98-59-9(Hazardous Substances Data)
Raw materials And Preparation ProductsBack Directory
[Raw materials]

Toluene-->Chlorosulfonic acid-->Benzenesulfonyl chloride-->O-TOLUENESULFONYL CHLORIDE
[Preparation Products]

1,5-Diazabicyclo[4.3.0]non-5-ene-->BENZYL GLYCIDYL ETHER-->5-Methyl-L-tryptophan-->Boc-L-beta-Homoproline-->1-(3-Dimethylaminopropyl)-3-ethylcarbodiimide-->AMITRAZ METABOLITE HYDROCHLORIDE-->Methyl 3-amino-4-phenylthiophene-2-carboxylate-->NORMEPERIDINE-->2,2-DIMETHYL-1,3-DIOXOLAN-4-YLMETHYL P-TOLUENESULFONATE-->(4S)-4-hydroxy-3-methyl-2-prop-2-ynyl-cyclopent-2-en-1-one-->Benzo-15-crown-5-->4-phenyl-1-(p-tolylsulphonyl)piperidine-4-carboxylic acid -->(3R)-(+)-3-(DIMETHYLAMINO)PYRROLIDINE-->Tracid Brilliant Red B-->Tracid Brilliant Red 10b-->N,N'-BIS(ETHYLENE)-P-TOLUENESULFONAMIDE-->1-[(4-METHYLPHENYL)SULFONYL]-1H-INDOLE-3-CARBALDEHYDE-->Levamisole-->ACID YELLOW 76 (C.I. 18850)-->1-Isoquinolinecarbonitrile-->N-Ethyl-p-toluenesulfonamide-->Methyl p-toluenesulfonate-->Acid Red 111-->P-TOLUENESULFONIC ACID N-OCTADECYL ESTER-->FAST RED B SALT-->ACID ORANGE 63-->CHLORDIMEFORM-->Acid Orange 67-->N-Methyl-N-nitrosotoluene-4-sulphonamide-->N,N-BIS(2-CHLOROETHYL)-P-TOLUENESULFONAMIDE-->1-[(4-Methylphenyl)sulfonyl]-1H-imidazole-->2-CHLOROETHYL P-TOLUENESULFONATE-->Ethyl p-toluenesulfonate-->ACID RED 114-->Dodecyl 4-methylbenzenesulfonate-->4-Methylbenzenesulfonhydrazide-->2-Fluoroethyl 4-methylbenzenesulfonate-->4-Methylphenylsulfonylurea-->N-(p-Tolylsulphonyl)-L-glutamic acid-->BENPROPERINE
Material Safety Data Sheet(MSDS)Back Directory
[msds information]

4-Toluene sulfochloride(98-59-9).msds
Questions And AnswerBack Directory
[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.
[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.
[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.
[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.
Spectrum DetailBack Directory
[Spectrum Detail]

Tosyl chloride(98-59-9) IR3
Tosyl chloride(98-59-9) IR2
Tosyl chloride(98-59-9) Raman
Tosyl chloride(98-59-9) IR1
Tosyl chloride(98-59-9) 13C NMR
Well-known Reagent Company Product InformationBack Directory
[Acros Organics]

p-Toluenesulfonyl chloride, 99+%(98-59-9)
[Alfa Aesar]

p-Toluenesulfonyl chloride, 98%(98-59-9)
[Sigma Aldrich]

98-59-9(sigmaaldrich)
[TCI AMERICA]

p-Toluenesulfonyl Chloride,>99.0%(GC)(98-59-9)
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