2,4,6-Triisopropylbenzenesulfonyl chloride

• Catalog No.: A11458
• CAS Number: 6553-96-4
• M. F.: C15H23ClO2S
• M. W.: 302.85992
• Purity: 98%

SYNONYMS

• Title: 2,4,6-三异丙基苯磺酰氯
• IUPAC name: 2,4,6-tris(propan-2-yl)benzene-1-sulfonyl chloride
• IUPAC Traditional name: 2,4,6-triisopropylbenzenesulfonyl chloride
• Synonyms: Trisyl chloride

DATABASE IDS

• EC Number: 229-479-6
• Beilstein Number: 1218575
• MDL Number: MFCD00007433
• CAS Number: 6553-96-4

PROPERTIES

• Purity: 98%
• Melting Point: 94-97°C
• GHS Hazard statements: H314-H318
• European Hazard Symbols: Corrosive (C)
• GHS Precautionary statements: P260-P303+P361+P353-P305+P351+P338-P301+P330+P331-P405-P501A
• Risk Statements: 34
• Safety Statements: 20-26-36/37/39-45
• Storage Warning: Moisture Sensitive
• TSCA Listed: 否
• Hazard Class: 8
• UN Number: UN3096
• Packing Group: II

REFERENCES

• Hindered sulfonyl chlorides have found use as condensing agents for the formation of the phosphate link of oligonucleotides. For reviews, 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). For use as a condensing agent in the synthesis of H-phosphonate diesters, see: Nucleosides Nucleotides, 7, 23 (1988). More hindered in comparison with, e.g. Mesitylene-2-sulfonyl chloride, A11775, and so has less tendency to react with the free 5'-hydroxyl group of sugars: J. Am. Chem. Soc., 88, 829 (1966).
• For examples of the utility of the triisopropylbenzenesulfonyl group in the protection of OH groups, see: J. Am. Chem. Soc., 117, 5693, 5776 (1995): (first synthesis of a digitalis saponin and asymmetric synthesis of (-) and (+)-strychnine, respectively).