ChemicalBook--->CAS DataBase List--->941-55-9

941-55-9

941-55-9 Structure

941-55-9 Structure
IdentificationBack Directory
[Name]

Tosyl azide
[CAS]

941-55-9
[Synonyms]

Tosyl azide
Tosyl azide solution
p-Toluenesulfonyl azide
P-toluenesulfonyl azide or
4-methyl-benzenesulfonylazid
4-Methylbenzenesulfonyl azide
p-Methylbenzenesulfonyl azide
p-Toluenesulfonazide solution
Benzenesulfonylazide,4-methyl-
p-Toluenesulfonyl azide solution
4-Methylbenzenesulfonic acid azide
p-Methylbenzenesulfonic acid azide
Tosyl azide (75% in ethyl acetate)
p-Toluenesulfonyl azide,Tosyl azide
p-Toluenesulfonyl azide solution, 98%+
4-Methylbenzenesulfonyl azide solution
p-Toluenesulfonyl azide, 99%, 25% in Ethyl acetate
P-TOLUENESULFONYL AZIDE OR 4-METHYLBENZENESULFONYL AZIDE
p-Toluenesulfonyl azide solution11-15 % (w/w) in Toluene, ≥ 99% (HPLC)
[EINECS(EC#)]

213-381-5
[Molecular Formula]

C7H7N3O2S
[MDL Number]

MFCD00180767
[MOL File]

941-55-9.mol
[Molecular Weight]

197.21
Questions And AnswerBack Directory
[Synthesis]

Tosyl azide

At room temperature, 13.8 g of p-toluenesulfonyl chloride (73 mmol), 50 mL of water, and 5.7 g of sodium azide (87 mmol) were added sequentially to a 500 mL flask. The mixture was stirred for 2 hours, and the reaction was monitored by TLC until complete. The mixture was then extracted three times with 50 mL of dichloromethane. The organic phases were combined, dried over anhydrous sodium sulfate, and concentrated to obtain 12.7 g of Tosyl azide product, with a yield of 88%.

[Description]

Tosyl azide is a reagent used in organic synthesis. It is prepared by the reaction of tosyl chloride with sodium azide in aqueous acetone.
[Applications]

Tosyl 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.
[Safety]

Tosyl azide is a very volatile chemical that should be carefully stored and handled.
Chemical PropertiesBack Directory
[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
[form ]

liquid
[InChI]

InChI=1S/C7H7N3O2S/c1-6-2-4-7(5-3-6)13(11,12)10-9-8/h2-5H,1H3
[InChIKey]

NDLIRBZKZSDGSO-UHFFFAOYSA-N
[SMILES]

C1(C=CC(C)=CC=1)S(=O)(=O)N=[N+]=[N-]
[EPA Substance Registry System]

Benzenesulfonyl azide, 4-methyl-(941-55-9)
Hazard InformationBack Directory
[Chemical Properties]

Colorless to slight yellow liquid
[Uses]

Used 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.
[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
Safety DataBack Directory
[Symbol(GHS) ]

Flame (GHS02)Skull and Crossbones (GHS06)Health Hazard (GHS08)
GHS02,GHS06,GHS08
[Signal word ]

Danger
[Hazard statements ]

H225-H300-H304-H315-H336-H361d-H373-H412
[Precautionary statements ]

P201-P210-P273-P301+P310-P303+P361+P353-P331
[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
[TSCA ]

TSCA listed
[HS Code ]

29299090
[Storage Class]

3 - Flammable liquids
[Hazard Classifications]

Acute Tox. 2 Oral
Aquatic Chronic 3
Asp. Tox. 1
Flam. Liq. 2
Repr. 2
Skin Irrit. 2
STOT RE 2
STOT SE 3
Raw materials And Preparation ProductsBack Directory
[Preparation Products]

3-Amino-2,2-dimethyl-4-oxo-azetidine-1-sulfonic acid-->2-Acetyl-3-aminothiophene-->N-Cyclohexyl-4-methylbenzenesulfonamide
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