Tosyl chloride
Tosyl chloride 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
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)
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
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.
N-Bromosuccinimide Price
- Product number
- 8.08326
- Product name
- 4-Toluenesulfonyl chloride
- Purity
- for synthesis
- Packaging
- 250g
- Price
- $42.7
- Updated
- 2024/03/01
- Product number
- 8.08326
- Product name
- 4-Toluenesulfonyl chloride
- Purity
- for synthesis
- Packaging
- 1kg
- Price
- $107
- Updated
- 2024/03/01
- Product number
- 8.08326
- Product name
- 4-Toluenesulfonyl chloride
- Purity
- for synthesis
- Packaging
- 5kg
- Price
- $260
- Updated
- 2024/03/01
- Product number
- 8.08326
- Product name
- 4-Toluenesulfonyl chloride
- Purity
- for synthesis
- Packaging
- 25kg
- Price
- $707
- Updated
- 2024/03/01
- Product number
- 240877
- Product name
- p-Toluenesulfonyl chloride
- Purity
- ReagentPlus , ≥99%
- Packaging
- 5g
- Price
- $54.9
- Updated
- 2024/03/01
Tosyl chloride Chemical Properties,Usage,Production
Tosyl chloride
Tosyl 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.
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.
Flammability and Explosibility
Non flammable
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.]
Tosyl chloride Preparation Products And Raw materials
Raw materials
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View Lastest Price from Tosyl chloride manufacturers
- 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
- Product
- Tosyl chloride 98-59-9
- Price
- US $100.00-1.00/KG
- Min. Order
- 1KG
- Purity
- 99%
- Supply Ability
- g-kg-tons, free sample is available
- Release date
- 2023-12-25
- 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