2,2,2-Trifluoroethyl p-toluenesulfonate

• Catalog No.: A17871
• CAS Number: 433-06-7
• M. F.: C9H9F3O3S
• M. W.: 254.2261696
• Purity: 98+%

SYNONYMS

• Title: 2,2,2-三氟乙基 对甲苯磺酸酯
• IUPAC name: 2,2,2-trifluoroethyl 4-methylbenzene-1-sulfonate
• IUPAC Traditional name: 2,2,2-trifluoroethyl 4-methylbenzenesulfonate
• Synonyms: p-Toluenesulfonic acid 2,2,2-trifluoroethyl ester

DATABASE IDS

• CAS Number: 433-06-7
• EC Number: 207-085-5
• MDL Number: MFCD00000443
• Beilstein Number: 2699394

PROPERTIES

• Purity: 98+%
• Boiling Point: 87-92°C/0.1mm
• Flash Point: >110°C(230°F)
• Melting Point: 37-42°C
• GHS Hazard statements: H315-H319-H335
• European Hazard Symbols: Irritant (Xi)
• GHS Precautionary statements: P261-P305+P351+P338-P302+P352-P321-P405-P501A
• Risk Statements: 36/37/38
• Safety Statements: 26-37
• Storage Warning: Moisture Sensitive
• TSCA Listed: 是

REFERENCES

• Metallation by LDA leads to 2,2-difluoro-1-tosyloxyvinyllithium, which adds quantitatively to carbonyl groups. Acid hydrolysis leads to ɑ-tosyloxy acrylates, which can be hydrolyzed to ɑ-keto acids by base: Tetrahedron Lett., 4809 (1978):
  
• n-BuLi at -78^o has also been used by Ichikawa's group to generate the vinyllithium intermediate, which undergoes boron or copper mediated reactions yielding 2,2-difluorovinyl ketones and other products. See, e.g.: Tetrahedron Lett., 33, 337 (1992); Tetrahedron, 50, 11637 (1994); J. Org. Chem., 60, 2320 (1995).
• Alkylating agent for introduction of the trifluoroethyl group.