105228
1,1,1,3,3,3-Hexafluoro-2-propanol
≥99%
Synonym(s):
HFP, Hexafluoroisopropanol
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About This Item
Linear Formula:
(CF3)2CHOH
CAS Number:
Molecular Weight:
168.04
Beilstein:
1841007
EC Number:
MDL number:
UNSPSC Code:
12352104
PubChem Substance ID:
NACRES:
NA.22
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Quality Level
Assay
≥99%
refractive index
n20/D 1.275 (lit.)
bp
59 °C (lit.)
mp
−4 °C (lit.)
density
1.596 g/mL at 25 °C (lit.)
SMILES string
OC(C(F)(F)F)C(F)(F)F
InChI
1S/C3H2F6O/c4-2(5,6)1(10)3(7,8)9/h1,10H
InChI key
BYEAHWXPCBROCE-UHFFFAOYSA-N
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General description
1,1,1,3,3,3-Hexafluoro-2-propanol is a solution-phase peptide chemistry solvent. This fluorinated polar solvent of high ionizing power facilitates Friedel–Crafts-type reactions, using covalent reagents in the absence of a Lewis acid catalyst. It also enhances the efficiency of rhodium(I)-catalyzed [4+2] intramolecular cycloaddition of ether-tethered alkynyl dienes and [5+2] cycloaddition of alkynyl vinylcyclopropanes. 1,1,1,3,3,3-Hexafluoro-2-propanol clusters catalyzes the epoxidation of cyclooctene and 1-octene with hydrogen peroxide.
Application
1,1,1,3,3,3-Hexafluoro-2-propanol was used for preparing hexafluoroalcohol-functionalized methacrylate polymers for lithographic/nanopatterning materials.
Signal Word
Danger
Hazard Statements
Precautionary Statements
Hazard Classifications
Eye Dam. 1 - Repr. 2 - Skin Corr. 1A - STOT RE 2 Oral
Target Organs
Central nervous system
Storage Class Code
8B - Non-combustible corrosive hazardous materials
WGK
WGK 2
Flash Point(F)
No data available
Flash Point(C)
No data available
Personal Protective Equipment
dust mask type N95 (US), Eyeshields, Gloves
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Hexafluoroalcohol-functionalized Methacrylate Monomers for Lithographic/Nanopatterning Materials.
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Material Matters, 6(1), 1-7 (2011)
Kinetic Studies of Olefin Epoxidation with Hydrogen Peroxide in 1, 1, 1, 3, 3, 3-Hexafluoro-2-propanol Reveal a Crucial Catalytic Role for Solvent Clusters.
Berkessel A and Adrio JA.
Advanced Synthesis & Catalysis, 346(2-3), 275-280 (2004)
Akio Saito et al.
The Journal of organic chemistry, 71(17), 6437-6443 (2006-08-12)
In fluorinated alcohols, the cationic Rh(I) species, which is derived from [Rh(COD)Cl]2 and AgSbF6, efficiently catalyzed intramolecular [4+2] cycloaddition reactions of ester-tethered 1,3-diene-8-yne derivatives. The catalytic system was also effective in intramolecular [5+2] cycloaddition reactions of ester-tethered omega-alkynyl vinylcyclopropane compounds.
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