Reaction Chemical Properties Usage Production method
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Tosyl chloride

Reaction Chemical Properties Usage Production method
Product Name
Tosyl chloride
CAS No.
98-59-9
Chemical Name
Tosyl chloride
Synonyms
TsCl;P-TOLUENESULFONYL CHLORIDE;4-METHYLBENZENESULFONYL CHLORIDE;TOS-CL;PTSC;4-TOLUENESULFONYL CHLORIDE;4-Methylbenzene-1-sulfonyl chloride;PARA TOLUENE SULFONYL CHLORIDE;p-tosyl chloride;p-toluenesulfonyl
CBNumber
CB6328607
Molecular Formula
C7H7ClO2S
Formula Weight
190.65
MOL File
98-59-9.mol
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Tosyl chloride Property

Melting point:
65-69 °C(lit.)
Boiling point:
134 °C10 mm Hg(lit.)
Density 
1,006 g/cm3
vapor pressure 
1 mm Hg ( 88 °C)
RTECS 
DB8929000
Flash point:
128 °C
storage temp. 
Store below +30°C.
solubility 
methylene chloride: 0.2 g/mL, clear
form 
Crystalline Powder
color 
White
Water Solubility 
hydrolyses
Sensitive 
Moisture Sensitive
Merck 
14,9534
BRN 
607898
Stability:
Stable. Substances to be avoided include strong bases and strong oxidizing agents and water. Moisture sensitive.
InChIKey
YYROPELSRYBVMQ-UHFFFAOYSA-N
CAS DataBase Reference
98-59-9(CAS DataBase Reference)
NIST Chemistry Reference
Benzenesulfonyl chloride, 4-methyl-(98-59-9)
EPA Substance Registry System
p-Toluenesulfonyl chloride (98-59-9)
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Safety

Hazard Codes 
C,Xi
Risk Statements 
34-29-41-38
Safety Statements 
26-36/37/39-45-27-39
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)
Toxicity
LD50 orally in Rabbit: 4680 mg/kg
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Danger
Hazard statements

H290May be corrosive to metals

H315Causes skin irritation

H317May cause an allergic skin reaction

H318Causes serious eye damage

Precautionary statements

P234Keep only in original container.

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P302+P352IF ON SKIN: wash with plenty of soap and water.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
8.08326
Product name
4-Toluenesulfonyl chloride
Purity
for synthesis
Packaging
250g
Price
$42.7
Updated
2024/03/01
Sigma-Aldrich
Product number
8.08326
Product name
4-Toluenesulfonyl chloride
Purity
for synthesis
Packaging
1kg
Price
$107
Updated
2024/03/01
Sigma-Aldrich
Product number
8.08326
Product name
4-Toluenesulfonyl chloride
Purity
for synthesis
Packaging
5kg
Price
$260
Updated
2024/03/01
Sigma-Aldrich
Product number
8.08326
Product name
4-Toluenesulfonyl chloride
Purity
for synthesis
Packaging
25kg
Price
$707
Updated
2024/03/01
Sigma-Aldrich
Product number
240877
Product name
p-Toluenesulfonyl chloride
Purity
ReagentPlus , ≥99%
Packaging
5g
Price
$54.9
Updated
2024/03/01
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Tosyl chloride Chemical Properties,Usage,Production

Reaction

Tosyl 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:

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.Tosyl chloride 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.

Chemical Properties

White to yellow solid.

Uses

Tosyl chloride (also known as p-Toluenesulfonyl chloride), is used as a precursor in the production of dyes and saccharin. It acts as a dehydrating agent in the conversion of urea to carbodiimide and converts alcohols into the corresponding toluenesulfonate esters. It is also employed as a flow-promoting agent for paints, an adhesive, nitrocellulose, coating material and as a plasticizer for polyamides. Furthermore, it serves as an antistatic agent, as a gloss enhancer in plastic film preparations and as a basic material of electroplating solutions.

Preparation

Tosyl chloride is a by-product from the production of ortho-toluenesulfonyl chloride (a precursor for the synthesis of the common food additive and catalyst saccharin), via the chlorosulfonation of toluene:
CH3C6H5+ SO2Cl2→ CH3C6H4SO2Cl + HCl

General Description

Tosyl chloride is a white to gray powdered solid with a distinctive odor. It can be used in organic synthesis, to make nitriles, isocyanides and diimides.

Health Hazard

TOXIC; inhalation, ingestion or skin contact with tosyl chloride 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.

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.]

Tosyl chloride Preparation Products And Raw materials

Raw materials

O-TOLUENESULFONYL CHLORIDE Toluene Chlorosulfonic acid Benzenesulfonyl chloride

Preparation Products

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

Jinan Finer Chemical Co., Ltd
Product
Tosyl chloride 98-59-9
Price
US $0.00/Kg/Drum
Min. Order
1Kg/Bag
Purity
99.5%
Supply Ability
1000mt/year
Release date
2021-07-23
Hebei Weibang Biotechnology Co., Ltd
Product
Tosyl chloride 98-59-9
Price
US $1.00/PCS
Min. Order
1PCS
Purity
99%
Supply Ability
10 mt
Release date
2024-10-28
Shouguang Nuomeng Chemical Co Ltd.
Product
P-Toluene sulfonyl chloride, PTSC, 4-Toluene Sulfonyl Chloride 98-59-9
Price
US $3200.00/T
Min. Order
1KG
Purity
99.5%
Supply Ability
500 tons per month
Release date
2020-07-21

98-59-9, Tosyl chlorideRelated Search:

p-Toluenesulfonamide METHYLSTYRENE Tosylmethyl isocyanide 4-Methylbenzenesulfonhydrazide 4-Nitrobenzenesulfonyl chloride 4-Methoxybenzenesulfonyl chloride 4-Chlorobenzenesulfonyl chloride Benzenesulfonyl chloride Sodium chloride N-Acetylsulfanilyl chloride Sulfuryl chloride Benzyl chloride Ammonium chloride Calcium chloride Polyvinyl chloride Choline chloride Mepiquat chloride N-Ethyl-p-toluenesulfonamide

  • 4-Tosyl chloride
  • 4-METHYLBENZENESULFONYL CHLORIDE
  • 4-METHYLBENZENESULPHONYL CHLORIDE
  • 4-TOLUENESULFONYL CHLORIDE
  • 4-Toluolsulfonyl chloride
  • 4-toluene sulfochloride
  • AKOS BBS-00004428
  • P-Touenesulfonyl choride
  • 4-Methylbenzenesulfonyl Chloride P-Toluene Sulfonyl Chloride
  • 4-Methylbenzene-1-sulfonyl chloride
  • Benzenesulfonylchloride,4-methyl-
  • m-methylbenzenesulfonylchloride
  • para-toluenesulfochloride
  • para-toluenesulfonchloride
  • p-Methylbenzenesulfonyl chloride
  • P-TOLUENESULFOCHLORIDE
  • P-TOLUENESULFONYL CHLORIDE
  • PTSC
  • P-TOLUENESULPHONYL CHLORIDE
  • p-tosyl chloride
  • PARA TOLUENE SULFONYL CHLORIDE
  • TOSYL CHLORIDE
  • TOS-CL
  • TOLUENE-4-SULFONYL CHLORIDE
  • fonyL
  • uenesuL
  • p-Toluenesulfonyl chloride, 99+% 500GR
  • p-Toluene Benzyl Sulfonyl Chloride
  • 4-Methylbenzenesulphonyl chloride, Tosyl chloride
  • 4-toluene sulfonyl
  • p-Toluenesulfonyl chloride ReagentPlus(R), >=99%
  • 4-Toluenesulfonyl chloride≥ 99.5% (Assay)
  • 4-Toluenesulfonyl chloride Msynthplus
  • 4-methyl-benzenesulfonylchlorid
  • 4-toluenesulfonicacid,chloride
  • TsCl
  • Tosyl Chloride (Ptsc)
  • ParaToluene Sulphonyl ChlorideStabilized
  • p-methylbenzenesulfonylchloride
  • p-Methylphenylsulfonyl chloride
  • p-Toluenesulfonic acid chloride
  • p-Toluenesulfonic chloride
  • p-toluenesulfonicacidchloride
  • p-toluenesulfonyl
  • p-toluenesulfonylchloride(corrosivesolids,n.o.s.)
  • p-Tolylsulfonyl chloride
  • p-tolylsulfonylchloride
  • Toluene p-sulfonyl chloride
  • Toluenesulfonyl chloride
  • toluenesulfonylchloride
  • P-TOLUENESULFONYL CHLORIDE, REAGENTPLUS, >=99%
  • P-TOLUENESULFONYL CHLORIDE, REAGENT GRADE, >=98%
  • 4-ToluenesulfonylChlorideForSynthesis
  • P-TolueneSulfonylChloride(Ptsc)99%
  • Tos-Cl(P-Toluene-SulfonylChloride)
  • PARA-TOLUNE SULPHONYL CHLORIDE
  • P-toluenesulfonyl chloride(PTSC)
  • p-Toluenesulfonylchloride,98%