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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
Molecular Weight:
190.65
MDL Number:
MFCD00007450
MOL File:
98-59-9.mol
MSDS File:
SDS
Last updated:2025-01-27 09:38:02

Tosyl chloride Properties

Melting point 65-69 °C(lit.)
Boiling point 134 °C10 mm Hg(lit.)
bulk density 800kg/m3
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)
FDA UNII 027KYN78B4
NIST Chemistry Reference Benzenesulfonyl chloride, 4-methyl-(98-59-9)
EPA Substance Registry System p-Toluenesulfonyl chloride (98-59-9)
UNSPSC Code 12352106
NACRES NA.22

SAFETY

Risk and Safety Statements

Symbol(GHS)  GHS hazard pictogramsGHS hazard pictograms
GHS05,GHS07
Signal word  Danger
Hazard statements  H290-H315-H317-H318
Precautionary statements  P234-P261-P264-P280-P302+P352-P305+P351+P338
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
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
NFPA 704
1
3 2
W

Tosyl chloride price More Price(46)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich 8.08326 4-Toluenesulfonyl chloride for synthesis 98-59-9 250g $42.7 2024-03-01 Buy
Sigma-Aldrich 8.08326 4-Toluenesulfonyl chloride for synthesis 98-59-9 1kg $107 2024-03-01 Buy
Sigma-Aldrich 8.08326 4-Toluenesulfonyl chloride for synthesis 98-59-9 5kg $260 2024-03-01 Buy
Sigma-Aldrich 8.08326 4-Toluenesulfonyl chloride for synthesis 98-59-9 25kg $707 2024-03-01 Buy
Sigma-Aldrich 240877 p-Toluenesulfonyl chloride ReagentPlus , ≥99% 98-59-9 5g $54.9 2024-03-01 Buy
Product number Packaging Price Buy
8.08326 250g $42.7 Buy
8.08326 1kg $107 Buy
8.08326 5kg $260 Buy
8.08326 25kg $707 Buy
240877 5g $54.9 Buy

Tosyl chloride Chemical Properties,Uses,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.
Tosyl chloride ball and stick model

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.]

1576-35-8
98-59-9
Synthesis of Tosyl chloride from 4-Methylbenzenesulfonhydrazide
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View Lastest Price from Tosyl chloride manufacturers

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
Tosyl chloride pictures 2025-04-26 Tosyl chloride
98-59-9
US $0.00 / Kg/Drum 1Kg/Bag 99.5% 1000mt/year Jinan Finer Chemical Co., Ltd
Tosyl chloride pictures 2025-04-23 Tosyl chloride
98-59-9
US $1.00 / PCS 1PCS 99% 10 mt Hebei Chuanghai Biotechnology Co., Ltd
Tosyl chloride pictures 2025-03-21 Tosyl chloride
98-59-9
US $0.00 / KG 1KG 99% 50000KG/month Hebei Mujin Biotechnology Co.,Ltd
  • Tosyl chloride pictures
  • Tosyl chloride
    98-59-9
  • US $0.00 / Kg/Drum
  • 99.5%
  • Jinan Finer Chemical Co., Ltd
  • Tosyl chloride pictures
  • Tosyl chloride
    98-59-9
  • US $1.00 / PCS
  • 99%
  • Hebei Chuanghai Biotechnology Co., Ltd
  • Tosyl chloride pictures
  • Tosyl chloride
    98-59-9
  • US $0.00 / KG
  • 99%
  • Hebei Mujin Biotechnology Co.,Ltd
4-Toluolsulfonyl chloride AKOS BBS-00004428 P-Touenesulfonyl choride 4-Methylbenzenesulfonyl Chloride P-Toluene Sulfonyl Chloride Benzenesulfonylchloride,4-methyl- m-methylbenzenesulfonylchloride para-toluenesulfochloride para-toluenesulfonchloride p-Methylbenzenesulfonyl chloride TOSYL CHLORIDE 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 p-methylbenzenesulfonylchloride p-Methylphenylsulfonyl chloride p-Toluenesulfonic chloride p-toluenesulfonicacidchloride p-toluenesulfonylchloride(corrosivesolids,n.o.s.) p-tolylsulfonylchloride Toluene p-sulfonyl 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% 4-Toluenesulfonylchloride,98% p-Toluenesulfonyl chloride, 99+% 4-METHYLBENZENESULFONIC ACID CHLORIDE P-TOLUENESULFONYLCHLORIDE,REAGENT TOLUENESULPHONICACIDCHLORIDE P-TOLUENESULFONYL CHLORIDE / TOSYL CHLORIDE (4-Methylphenylsulfonyl) chloride 4-Methylphenylchloro sulfone P-Toluene Sulphonyl Cloride p-Toluenesulfonyl chloride, 99+% 100GR p-Toluenesulfonyl chloride, 99+% 25GR fonyL uenesuL Tosyl Chloride (Ptsc) ParaToluene Sulphonyl ChlorideStabilized p-TsCI p-TOLUENESULFONYL CHLORIDE, 98%p-TOLUENESULFONYL CHLORIDE, 98%p-TOLUENESULFONYL CHLORIDE, 98%p-TOLUENESULFONYL CHLORIDE, 98% Tosyl chloride in stock Factory p-Toluenesulfonyl Chloride > p-Toluene Sulfony Chloride Tosyl chloride ISO 9001:2015 REACH T0syl chloride 4-TOLUENESULPHONYL CHLORIDE For Synthesis