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105228

Sigma-Aldrich

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:
920-66-1
Molecular Weight:
168.04
Beilstein/REAXYS Number:
1841007
EC Number:
213-059-4
MDL number:
MFCD00011651
UNSPSC Code:
12352104
PubChem Substance ID:
24846695
NACRES:
NA.22

Quality Level

200

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.)

functional group

fluoro
hydroxyl

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.

pictograms

Health hazardCorrosion
GHS08,GHS05

signalword

Danger

Hazard Classifications

Eye Dam. 1 - Repr. 2 - Skin Corr. 1A - STOT RE 2 Oral

target_organs

Central nervous system

Storage Class

8B - Non-combustible corrosive hazardous materials

wgk_germany

WGK 2

flash_point_f

No data available

flash_point_c

No data available

ppe

Faceshields, Gloves, Goggles

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Certificates of Analysis (COA)

Lot/Batch Number
WXBF3887V
WXBF2560V
WXBF3127V
MKCW5219
WXBF4427V

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Rita Sobreiro-Almeida et al.
Materials science & engineering. C, Materials for biological applications, 103, 109866-109866 (2019-07-28)
Kidney diseases are recognized as a major health problem, which affect 10% of the population. Because currently available therapies have many limitations, some tissue engineering strategies have been emerging as promising approaches in this field. In this work, porcine kidneys
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.
Hexafluoroalcohol-functionalized Methacrylate Monomers for Lithographic/Nanopatterning Materials.
Sanders DP, et al.
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)
Lewis acid catalyst free electrophilic alkylation of silicon-capped pi donors in 1,1,1,3,3,3-hexafluoro-2-propanol.
Maxim O Ratnikov et al.
Angewandte Chemie (International ed. in English), 47(50), 9739-9742 (2008-11-05)
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Articles

Hexafluoroalcohol-functionalized Methacrylate Monomers for Lithographic/nanopatterning materials

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