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About This Item
Linear Formula:
(CF3)2CHOH
CAS Number:
Molecular Weight:
168.04
EC Number:
213-059-4
UNSPSC Code:
12352104
PubChem Substance ID:
Beilstein/REAXYS Number:
1841007
MDL number:
InChI key
BYEAHWXPCBROCE-UHFFFAOYSA-N
InChI
1S/C3H2F6O/c4-2(5,6)1(10)3(7,8)9/h1,10H
SMILES string
OC(C(F)(F)F)C(F)(F)F
assay
≥99.5%
refractive index
n20/D 1.275 (lit.)
bp
59 °C (lit.)
mp
−4 °C (lit.)
density
1.596 g/mL at 25 °C (lit.)
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General description
1,1,1,3,3,3-Hexafluoro-2-propanol (HFIP) is an efficient hydrogen-bond donor and highly polar solvent for a reactions with Si-capped Π donors. HFIP is a solvent and its ability to induce self-assembly of an aromatic dipeptide was evaluated. HFIP-induced coacervation in aqueous mixed systems of catanionic surfactants of dodecyltrimethylammonium bromide (DTAB) and sodium dodecyl sulfate (SDS) was investigated.
Application
1,1,1,3,3,3-Hexafluoro-2-propanol (Hexafluoroisopropanol) was used as:
- a crucial additive to improve the enantioselectivity of Friedel-Crafts alkylation of pyrrole with isatins
- esterification reagent for the determination of aromatic acids in tissue by GLC and electron capture detection
- additive which accelerates the Pictet-Spengler synthesis of tetrahydroisoquinolines in water catalyzed by a Bronsted acid-surfactant combined catalyst (BASC)
signalword
Danger
hcodes
Hazard Classifications
Eye Dam. 1 - Repr. 2 - Skin Corr. 1A - STOT RE 2
Storage Class
8A - Combustible corrosive hazardous materials
wgk
WGK 2
flash_point_f
closed cup - boils before flash
flash_point_c
closed cup - boils before flash
ppe
Faceshields, Gloves, Goggles
Regulatory Information
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Paul A Novick et al.
Journal of medicinal chemistry, 55(7), 3002-3010 (2012-03-17)
Drug design studies targeting one of the primary toxic agents in Alzheimer's disease, soluble oligomers of amyloid β-protein (Aβ), have been complicated by the rapid, heterogeneous aggregation of Aβ and the resulting difficulty to structurally characterize the peptide. To address
Tetrahedron Letters, 48, 835-835 (2007)
Chong Li et al.
Organic letters, 16(12), 3192-3195 (2014-06-10)
The highly enantioselective Friedel-Crafts alkylation of pyrrole with isatins catalyzed by the tridentate Schiff base/Cu catalyst was developed. Hexafluoroisopropanol (HFIP) was used as a crucial additive to improve the enantioselectivity. In the case of N-unprotected isatins, an innovative substrate slow-releasing
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)
Amit U Joshi et al.
Nature neuroscience, 22(10), 1635-1648 (2019-09-26)
In neurodegenerative diseases, debris of dead neurons are thought to trigger glia-mediated neuroinflammation, thus increasing neuronal death. Here we show that the expression of neurotoxic proteins associated with these diseases in microglia alone is sufficient to directly trigger death of
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