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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 33.20
A17871-22 100g 112.00
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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.

/n

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

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-P264b-P271-P280-P302+P352-P304+P340-P305+P351+P338-P312-P332+P313-P337+P313-P362-P501c

Avoid breathing dust/fume/gas/mist/vapours/spray. Wash face, hands and any exposed skin thoroughly after handling Use only outdoors or in a well-ventilated area. Wear protective gloves/protective clothing/eye protection/face protection. IF ON SKIN: Wash with plenty of soap and water. IF INHALED: Remove to fresh air and keep at rest in a position comfortable for breathing. IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continue rinsing. Call a POISON CENTER or doctor/physician if you feel unwell. If skin irritation occurs: Get medical advice/attention. If eye irritation persists: Take off contaminated clothing and wash before reuse. Dispose of contents/ container to an approved waste disposal plant

Other References

Beilstein
2699394
Harmonized Tariff Code
2904.99
TSCA
Yes

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