Tosyl azide

Tosyl azide Basic information
Description Applications Safety
Product Name:Tosyl azide
Synonyms:Tosyl azide, 30% w/w in toluene;Tosyl azide (75% in ethyl acetate);p-Toluenesulfonazide solution;p-Toluenesulfonyl azide solution11-15 % (w/w) in Toluene, ≥ 99% (HPLC);4-methylbenzene-1-sulfonyl azide;p-Toluenesulfonyl azide, 99%, 25% in Ethyl acetate;4-methyl-benzenesulfonylazid;Benzenesulfonylazide,4-methyl-
CAS:941-55-9
MF:C7H7N3O2S
MW:197.21
EINECS:213-381-5
Product Categories:bc0001
Mol File:941-55-9.mol
Tosyl azide Structure
Tosyl azide Chemical Properties
Melting point 22 °C
density ~0.90 g/mL at 20 °C
refractive index n20/D 1.548
Fp 4℃
storage temp. 2-8°C
InChIKeyNDLIRBZKZSDGSO-UHFFFAOYSA-N
EPA Substance Registry SystemBenzenesulfonyl azide, 4-methyl- (941-55-9)
Safety Information
Hazard Codes F,T+
Risk Statements 5-67-65-48/20-38-28-11-63
Safety Statements 16-35-45-36/37-28-9
RIDADR UN REST
WGK Germany 3
HS Code 29299090
MSDS Information
Tosyl azide Usage And Synthesis
DescriptionTosyl azide is a reagent used in organic synthesis. It is prepared by the reaction of tosyl chloride with sodium azide in aqueous acetone.
ApplicationsTosyl azide is utilized for the introduction of diazo and azide functional groups. Moreover, it is used as a nitrene and a substrate for [3+2] cycloaddition reactions.
SafetyTosyl azide is a very volatile chemical that should be carefully stored and handled.
Chemical PropertiesColorless to slight yellow liquid
UsesUsed for the introduction of azide and diazo functional groups. It is also used as a nitrene source and as a substrate for [3+2] cycloaddition reactions.
Uses4-Methylbenzenesulfonyl Azide can be used to target Bcl-2 family proteins to potentially treat cancer.
Usesp-Toluenesulfonyl azide solution can be employed as a reagent along with alkyne, and amine in the three-component coupling reaction for the synthesis of N-sulfonylamidines in presence of copper catalyst.
It can also be used in the synthesis of N-sulfonyl-1,2,3-triazoles by azide-alkyne cycloaddition reaction in the presence of copper catalyst.
Synthesis Reference(s)Synthetic Communications, 17, p. 1015, 1987 DOI: 10.1080/00397918708063962
Tetrahedron Letters, 28, p. 5091, 1987 DOI: 10.1016/S0040-4039(00)95598-9
Tosyl azide Preparation Products And Raw materials
Preparation Products3-AMINO-2,2-DIMETHYL-4-OXO-AZETIDINE-1-SULFONIC ACID-->2-ACETYL-3-AMINOTHIOPHENE-->N-Cyclohexyl-4-methylbenzenesulfonamide
Sodium p-toluenesulfonate p-Toluenesulfonic acid 1H-Benzotriazole p-Toluenesulfonamide Dimethyl sulfoxide Tosyl cyanide Chloral hydrate 2,4,6-Triisopropylbenzene-sulfonyl azide 1-((4-[2-METHYL-5-(4-NITROPHENYL)-1,3-OXAZOL-4-YL]PHENYL)SULFONYL)TRIAZA-1,2-DIEN-2-IUM Dodecylbenzenesulfonyl azide Sodium azide Azide TOLBUTAMIDE Tosylmethyl isocyanide Tosyl azide Fibroblast Growth Factor 2 (basic), Rabbit anti-Human 4-CARBOXYBENZENESULFONYL AZIDE 2-(TRIMETHOXYSILYL)ETHYLPHENYLSULFONYL AZIDE

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