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Tosyl chloride

Tosyl chloride Structure
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
MOL File:
98-59-9.mol
MSDS File:
SDS
Modify Date:
2024/3/5 14:50:55

Tosyl chloride Properties

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)

SAFETY

Risk and Safety Statements

Symbol(GHS) 
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
Toxicity LD50 orally in Rabbit: 4680 mg/kg
NFPA 704
1
3 2
W

Tosyl chloride price More Price(17)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich(India) T35955 p-Toluenesulfonyl chloride reagent grade, ≥98% 98-59-9 250G ₹1403.15 2022-06-14 Buy
Sigma-Aldrich(India) T35955 p-Toluenesulfonyl chloride reagent grade, ≥98% 98-59-9 1KG ₹2732.45 2022-06-14 Buy
Sigma-Aldrich(India) T35955 p-Toluenesulfonyl chloride reagent grade, ≥98% 98-59-9 3KG ₹4979.6 2022-06-14 Buy
Sigma-Aldrich(India) 8.08326 4-Toluenesulfonyl chloride for synthesis 98-59-9 250G ₹5600 2022-06-14 Buy
Sigma-Aldrich(India) 8.08326 4-Toluenesulfonyl chloride for synthesis 98-59-9 1KG ₹9000 2022-06-14 Buy
Product number Packaging Price Buy
T35955 250G ₹1403.15 Buy
T35955 1KG ₹2732.45 Buy
T35955 3KG ₹4979.6 Buy
8.08326 250G ₹5600 Buy
8.08326 1KG ₹9000 Buy

Tosyl chloride Chemical Properties,Uses,Production

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

P-toluene sulfonylchloride appears as 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.

Contact allergens

Tosyl chloride is used mainly in the preparation of chemical derivatives in the pharmaceutical, plastics, and organic chemical industries.

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.]

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