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325244

Sigma-Aldrich

1,1,1,3,3,3-esafluoro-2-propanolo

≥99.5%

Sinonimo/i:

HFP, esafluoro-iso-propanolo

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About This Item

Formula condensata:
(CF3)2CHOH
Numero CAS:
920-66-1
Peso molecolare:
168.04
Beilstein:
1841007
Numero CE:
213-059-4
Numero MDL:
MFCD00011651
Codice UNSPSC:
12352104
ID PubChem:
24859495

Saggio

≥99.5%

Indice di rifrazione

n20/D 1.275 (lit.)

P. eboll.

59 °C (lit.)

Punto di fusione

−4 °C (lit.)

Densità

1.596 g/mL at 25 °C (lit.)

Stringa SMILE

OC(C(F)(F)F)C(F)(F)F

InChI

1S/C3H2F6O/c4-2(5,6)1(10)3(7,8)9/h1,10H
BYEAHWXPCBROCE-UHFFFAOYSA-N

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Descrizione generale

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.

Applicazioni

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)

Pittogrammi

Health hazardCorrosion
GHS08,GHS05

Avvertenze

Danger

Indicazioni di pericolo

H314,H361,H373

Classi di pericolo

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

Codice della classe di stoccaggio

8A - Combustible corrosive hazardous materials

Classe di pericolosità dell'acqua (WGK)

WGK 2

Punto d’infiammabilità (°F)

closed cup - boils before flash

Punto d’infiammabilità (°C)

closed cup - boils before flash

Dispositivi di protezione individuale

Faceshields, Gloves, Goggles

Certificati d'analisi (COA)

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Tetrahedron Letters, 48, 835-835 (2007)
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
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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