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773-64-8 - Mesitylene-2-sulfonyl chloride, 99% - 2,4,6-Trimethylbenzenesulfonyl chloride - A11775 - Alfa Aesar

A11775 Mesitylene-2-sulfonyl chloride, 99%

Número CAS
773-64-8
Nombre Alternativo
2,4,6-Trimethylbenzenesulfonyl chloride

Tamaño Precio ($) Cantidad Disponibilidad
25g 54,00
100g 149,00
500g 525,00
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Mesitylene-2-sulfonyl chloride, 99%

MDL
MFCD00007434
EINECS
212-257-8

Propiedades químicas

Fórmula
C9H11ClO2S
Peso molecular
218.70
Punto de fusión
53-57°
Punto de ebullición
150°/20mm
Punto de inflamabilidad
>110°(230°F)
Sensibilidad
Moisture Sensitive
Solubilidad
Soluble in toluene (almost transparency).

Aplicaciones

Mesitylene-2-sulfonyl chloride is used as reagent for intramolecular lactamizations and lactonization. It also acts as a reagent for protecting guanidino groups and tryptophan. It is used as coupling reagent in polynucleotide synthesis

Notas

Moisture Sensitive. Store under inert gas. Incompatible with strong bases. Store away from moisture.

Referencias documentales

Chi-Hua Wang; Saul G. Cohen. Mercaptan Catalysis in Thermoneutral Free Radical Exchange.J. Am. Chem. Soc. 1957, 79 (8),1924-1929.

Adeleh Kiania; Batool Akhlaghiniaa; Hamed Rouhi-Saadabada & Mehdi Bakavolia.Journal of Sulfur Chemistry. 2014, 35 119-127.

Selective reagent for sulfonylation of carbohydrates: J. Chem. Soc., Perkin 1, 1373 (1974).

For reviews of the use of hindered sulfonyl chlorides as condensing agents for the formation of the phosphate link of oligonucleotides, see: Angew. Chem. Int. Ed., 11, 451 (1972); Synthesis, 222 (1975); Chem. Rev., 77, 183 (1977). For reviews of oligonucleotide synthesis by the phosphotriester method, see: Heterocycles, 7, 1197 (1977); Tetrahedron, 34, 3143 (1978). Compare 2,4,6-Triisopropyl­benzenesulfonyl­ chloride, A11458.

Reagent for protection of the guanidino function of arginine residues as mesitylenesulfonyl (Mts) derivatives in peptide synthesis: J. Chem. Soc., Chem. Commun., 482 (1978); Chem. Pharm. Bull., 26, 3752 (1978); Int. J. Pept. Prot. Res., 14, 169 (1979). Deprotection can be effected with triflic acid in TFA in the presence of thioanisole as a cation scavenger: J. Chem. Soc., Chem. Commun., 1063 (1980).

The indole nitrogen, e.g. in tryptophan residues, may also be protected as the Mts amide, stable to dilute alkali, hydrazine hydrate, TFA, 4N HCl in dioxane, or HBr in AcOH, but cleaved by MsOH, or TfOH in TFA: Chem. Pharm. Bull., 32, 2660 (1984). See Appendix 6.

Indicaciones de peligro y de precaución del GHS

Indicaciones de peligro (UE): H314-H318

Causes severe skin burns and eye damage. Causes serious eye damage.

Indicaciones de precaución: P260u-P303+P361+P353-P305+P351+P338-P301+P330+P331-P405-P501a

Do not breathe dusts or mists. IF ON SKIN (or hair): Remove/Take off immediately all contaminated clothing. Rinse skin with water/shower. IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continue rinsing. IF SWALLOWED: Rinse mouth. Do NOT induce vomiting. Store locked up. Dispose of contents/container in accordance with local/regional/national/international regulations.

Otras referencias

Beilstein
1107601
Clase de peligro
8
Grupo de embalaje
II
Código de tarifa arancelaria unificado
2904.99
TSCA
No
RTECS
DB8930000

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