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A17871 2,2,2-Trifluoroethyl p-toluenesulfonate, 98+%

CAS Number
433-06-7
Synonyms
p-Toluenesulfonic acid 2,2,2-trifluoroethyl ester

Stock No. Size Price ($) Quantity Availability
A17871-14 25g 31.70
A17871-22 100g 109.00
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2,2,2-Trifluoroethyl p-toluenesulfonate, 98+%

MDL
MFCD00000443
EINECS
207-085-5

Chemical Properties

Formula
C9H9F3O3S
Formula Weight
254.23
Melting point
37-42°
Boiling Point
87-92°/0.1mm
Flash Point
>110°(230°F)
Storage & Sensitivity
Moisture Sensitive. Ambient temperatures.

Literature References

Alkylating agent for introduction of the trifluoroethyl group.

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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):

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n-BuLi at -78o 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).

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GHS Hazard and Precautionary Statements

Hazard Statements: H315-H319-H335

Causes skin irritation. Causes serious eye irritation. May cause respiratory irritation.

Precautionary Statements: P261-P280a-P305+P351+P338-P304+P340-P405-P501a

Avoid breathing dust/fume/gas/mist/vapours/spray. Wear protective gloves and eye/face protection. IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continue rinsing. IF INHALED: Remove to fresh air and keep at rest in a position comfortable for breathing. Store locked up. Dispose of contents/container in accordance with local/regional/national/international regulations.

Other References

Beilstein
2699394
Harmonized Tariff Code
2904.99
TSCA
Yes

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