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001272 - Trifluoroacetic anhydride

CAS Number 407-25-0 MDL Number MFCD00000416
Boiling Point 39.5-40° Melting Point
Density 1.487 Purity 99%
Molecular Formula C4F6O3 Molecular Weight 210.031
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Hazards and Precautions

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Hazard Statements

EUH014: Reacts violently with water.
H314: Causes severe skin burns and eye damage.
H332: Harmful if inhaled.
H412: Harmful to aquatic life with long lasting effects.

Precautionary Statements

P260: Do not breathe .
P261: Avoid breathing .
P264: Wash hands thoroughly after handling.
P271: Use only outdoors or in a well-ventilated area.
P273: Avoid release to the environment.
P280: Wear .
P301 + P330 + P331: IF SWALLOWED: Rinse mouth. Do NOT induce vomiting.
P303 + P361 + P353: IF ON SKIN (or hair): Remove/Take off immediately all contaminated clothing. Rinse skin with water/shower.
P304 + P340: IF INHALED: Remove victim to fresh air and keep at rest in a position comfortable for breathing.
P305 + P351 + P338: IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continue rinsing.
P310: Immediately call a POISON CENTER or doctor/physician.
P312: Call a POISON CENTER or doctor/physician if you feel unwell.
P321: Specific treatment (see MSDS. on this label).
P363: Wash contaminated clothing before reuse.
P405: Store locked up.
P501: Dispose of contents/container to in accordance with local/regional/ national/international regulation.

Transport Hazards

UN Number 3265
Packing Group I
Shipping Name corrosive liquid, acidic, organic, n.o.s. «
Class
Sub Class
Limited Qty Forbidden
Excepted Qty Inner(Not Permitted)  Outer(Not Permitted)
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Technical Information

Abbreviated as TFAA. A reagent to introduce a trifluoromethyl group into an organic compounds. A trifluoroacetylating agent for protection of alcohols and amines, often used in trifluoacylation reactions like o-acylation, n-acylation or c-trifluoro-acylation.1 Applied as a catalyst in a smooth and efficient oxidation of isonitriles to isocyanates by sulfoxides,2 and for activating N,N'-di-Boc-substituted thiourea to thioacylate nucleophiles, such as amines, alcohols, thiols, sodium benzene­thiolate, and sodium malonates.3 Also used in synthesis of [1,2,4]Triazolo[1,5- a]pyridines,4 oxidation of alkyl aryl ketones to α-hydroxyalkyl aryl ketones in good yield 5 and catalyzing a highly enantioselective rearrangement of β-amino alcohols.6
References
1.        Tetrahedron 1987, 43, 5583.
2.        Org. Lett. 2011, 13, 2584.
3.        Synthesis 2010, 991.
4.        J. Org. Chem. 2005, 70, 3761.
5.        Synthesis, 2008, 3205.
6.        J. Org. Chem., 2007, 72, 6556.