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Tosyl chloride

Basic information Tosyl chloride Chemical Properties Usage Production method Safety Related Supplier

Tosyl chloride Basic information

Product Name:
Tosyl chloride
CAS:
98-59-9
MF:
C7H7ClO2S
MW:
190.65
EINECS:
202-684-8
Mol File:
98-59-9.mol
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Tosyl chloride Chemical 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 at RT.
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 Information

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

MSDS

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Tosyl chloride Usage And Synthesis

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.

Chemical Properties

White to yellow solid

Uses

It can be used for organic synthesis, for example: dyes, saccharin,etc.

Uses

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

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.

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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Tosyl chlorideSupplierMore

Nantong volan chemical co. LTD Gold
Tel:
0513-84816918
Email:
sales@nt-volantchem.com
Products Intro:
CAS:98-59-9
Mei Lan Industrial (Shanghai) Co., Ltd. Gold
Tel:
021-61500788
Email:
wouchina@126.com
Products Intro:
Product Name:Tosyl chloride
CAS:98-59-9
Purity:99% Package:面议
Heze Kingvolt Chemical Co., Ltd Gold
Tel:
+86-15157335533 13505737768
Email:
richard@kingvoltchem.com
Products Intro:
Product Name:P-Toluene Sulfonyl Chloride; PTSC; P-Toluenesulfonyl Chloride; Tosyl Chloride; Para Toluene Sulfonyl Chloride; P-Toluene Sulphonyl Chloride
CAS:98-59-9
Purity:99% Package:25KG
Shanghai Aladdin Bio-Chem Technology Co.,LTD Gold
Tel:
400-620-6333 021-20337333-801
Email:
market@aladdin-e.com
Products Intro:
Product Name:p-Toluenesulfonyl chloride(PTSC)
CAS:98-59-9
Purity:CP,98% Package:84.55RMB/500G
Shanghai Bojing Chemical Co., Ltd Gold
Tel:
13681836088
Email:
bj@bj-chem.com
Products Intro:
Product Name:p-Toluenesulfonyl chloride
CAS:98-59-9
Purity:99% Package:25KG/1.00;
Basic information Tosyl chloride Chemical Properties Usage Production method Safety Related Supplier