| Identification | More | [Name]
2,4,6-Triisopropylbenzene-sulfonyl azide | [CAS]
36982-84-0 | [Synonyms]
2,4,6-TRIISOPROPYLBENZENESULFONYL AZIDE
2,4,6-Triisopropylbenzenesulphonylazide
Trisyl azide
2,4,6-Triisopropylbenzenesulfonyl azide, 98%, stab. with ca 10% water
2,4,6-Triisopropylbenzenesulfonyl azide ,90% [stab. With ca 10% water]
2,4,6-Triisopropylbenzenesulfonic acid azide | [Molecular Formula]
C15H23N3O2S | [MDL Number]
MFCD00859286 | [Molecular Weight]
309.43 | [MOL File]
36982-84-0.mol |
| Chemical Properties | Back Directory | [Melting point ]
39-44 °C | [refractive index ]
n20/D1.499 | [Fp ]
4℃ | [storage temp. ]
2-8°C | [solubility ]
Chloroform (Slightly), Ethyl Acetate (Slightly) | [form ]
Solid | [color ]
White to Off-White | [Water Solubility ]
Insoluble in water. | [Detection Methods]
HPLC,NMR | [BRN ]
2391566 | [InChI]
InChI=1S/C15H23N3O2S/c1-9(2)12-7-13(10(3)4)15(14(8-12)11(5)6)21(19,20)18-17-16/h7-11H,1-6H3 | [InChIKey]
AEMWUHCKKDPRSK-UHFFFAOYSA-N | [SMILES]
S(C1C(=CC(C(C)C)=CC=1C(C)C)C(C)C)(=O)(=O)N=[N+]=[N-] | [CAS DataBase Reference]
36982-84-0(CAS DataBase Reference) |
| Safety Data | Back Directory | [Hazard Codes ]
T,Xn,F | [Risk Statements ]
R36/37/38:Irritating to eyes, respiratory system and skin . | [Safety Statements ]
S15:Keep away from heat .
S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice .
S36:Wear suitable protective clothing . | [RIDADR ]
UN1294 - class 3 - PG 2 - Toluene, solution | [WGK Germany ]
3 | [HS Code ]
29350090 |
| Hazard Information | Back Directory | [Chemical Properties]
White wet solid | [Uses]
2,4,6-Triisopropylbenzenesulfonyl azide is used as a reagent for diazo transfer to ketones, e.g. under phase-transfer conditions, giving better yields of sterically-hindered ?-diazo ketones than other methods. It is also used for azide transfer to potassium enolates (KHMDS) to form the ?-azido derivatives. | [Uses]
Reagent for:• ;Stereoselective diversity-oriented synthesis of functionalized saccharides1• ;Meyer′s lactamization2Reagent for synthesis of:• ;Antidote to anthrax lethal factor intoxication3• ;Bacterial RNA polymerase inhibitor4• ;Bicyclic extended dipeptide surrogates5• ;Single enantiomers of mycobacterial keomycolic acids6 | [Preparation]
2,4,6-Triisopropylbenzene-sulfonyl azide is readily prepared by treatment of the commercially available triisopropylbenzenesulfonyl chloride (trisyl
chloride) with sodium azide.[1] | [References]
1. Leffler, J. E.; Tsuno, Y. JOC 1962, 28, 902. |
|
|