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A12747 920-66-1 1,1,1,3,3,3-Hexafluoro-2-propanol, 99+% 1,1,1,3,3,3-Hexafluoroisopropanol HFIP Alfa Aesar

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A12747
1,1,1,3,3,3-Hexafluoro-2-propanol, 99+%

CAS: 920-66-1 MDL: MFCD00011651  EINECS: 213-059-4
UN#:UN1760Hazard Class:8Packing Group:II
Alternate Name: 1,1,1,3,3,3-Hexafluoroisopropanol
HFIP

 

Pricing and Availability

Size ($) Price Your Price Quantity Options Availability
5g 35.40 Check Availability Add to Favorites Enter qty and click checkbox
25g 92.10 Check Availability Add to Favorites Enter qty and click checkbox
100g 226.00 Check Availability Add to Favorites Enter qty and click checkbox


Chemical Properties

Formula: C3H2F6O  Boiling point: 59-60°
Formula weight: 168.04  Density: 1.619
Melting point: -4° Refractive Index: 1.2750

Literature References

Valuable solvent of high polarity and low nucleophilicity: Tetrahedron Lett., 2335 (1974). Extremely powerful H bond donor but poor H bond acceptor: anions are highly solvated, but cations poorly. For feature article on the use of this unique solvent in the stabilization of radical cations, with particular application to EPR spectroscopy, see: Chem. Commun., 2105 (1996). Preferred solvent for the direct substitution of phenol ethers promoted by [Bis(trifluoroacetoxy)­iodo]benzene, L15141: Tetrahedron Lett., 32, 4321 (1991). The intermediacy of radical cations in this reaction has been demonstrated: J. Am. Chem. Soc., 116, 3684 (1994). See also: J. Org. Chem., 60, 7144 (1995).

Powerful solvent for oligopeptides: Bull. Chem. Soc. Jpn., 61, 281 (1984); 66, 494 (1993). Used alone as a peptide coupling medium, HFIP gives poor results, but as a cosolvent along with proton acceptors such as DMF, good results, with improved peptide solubility, can be obtained: Tetrahedron Lett., 33, 7007 (1992).

Effective solvent for uncatalyzed epoxidations of alkenes with H2O2 (caution! 60%): Synlett, 248 (2001); or, more conveniently, Urea hydrogen peroxide adduct, L13940: Eur. J. Org. Chem., 3290 (2002). Superior reaction medium for epoxidations, catalyzed by Hexafluoroacetone trihydrate, L10777: Synlett, 1305 (2001). An efficient, selective oxidation of sulfides to sulfoxides with 30% H2O2 employs HFIP as solvent, avoiding over-oxidation to the sulfone: Tetrahedron Lett., 39, 3141 (1998). For a review of fluorinated alcohols as solvents for selective and clean reactions, see: Synlett, 18 (2004).

The esters formed with N-protected amino acids have been investigated as active intermediates in peptide synthesis: J. Org. Chem., 44, 4577 (1979). See Appendix 6.

The mildly acidic character (pKa 9.3) has been exploited in the selective deprotection of the 4,4'-dimethoxytrityl group in acid-sensitive nucleosides and nucleotides without competing N-glycosyl cleavage: Tetrahedron Lett., 36, 7833 (1995).

Lithiation generates the useful synthon lithium perfluoropropenolate: Org. Synth., 76, 151 (1998):


Other References

Beilstein: 1841007
UN#: UN1760
Harmonized Tariff Code: 2905.59

GHS Hazard and Precautionary Statements

Hazard Statements : H314-H318-H302-H332

Causes severe skin burns and eye damage. Causes serious eye damage. Harmful if swallowed. Harmful if inhaled.

Precautionary Statements : P260-P303+P361+P353-P305+P351+P338-P301+P330+P331-P405-P501A

Do not breathe dust/fume/gas/mist/vapours/spray. IF ON SKIN (or hair): Remove/Take off immediately all contaminated clothing. Rinse skin with water/shower. IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continue rinsing. IF SWALLOWED: Rinse mouth. Do NOT induce vomiting. Store locked up. Dispose of contents/container in accordance with local/regional/national/international regulations.

CorrosiveHarmful or Irritant

Risk & Safety

Risk Phrases: 20/22-34
Harmful by inhalation and if swallowed. Causes burns.
Safety Phrases: 9-26-36/37/39-45-60
Keep container in a well ventilated place. In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. Wear suitable protective clothing, gloves and eye/face protection. In case of accident or if you feel unwell, seek medical advice immediately (show the label where possible). This material and/or its container must be disposed of as hazardous waste.
Harmful Corrosive
TSCA: Yes
RTECS: UB6450000