718-64-9

Basic information

• Product Name: 1,1,1,3,3,3-HEXAFLUORO-2-PHENYL-2-PROPANOL
• Synonyms: alpha,alpha-bis(trifluoromethyl)-benzenemethano;Benzenemethanol, alpha,alpha-bis(trifluoromethyl)-;Hexafluoro-2-phenyl-2-propanol;2-HYDROXY-2-PHENYLHEXAFLUOROPROPANE;2,2,2,2,2,2,-HEXAFLUOROCUMYL ALCOHOL;2,2,2,2',2',2'-HEXAFLUOROCUMYL ALCOHOL;1,1,1,3,3,3-HEXAFLUORO-2-PHENYL-2-PROPANOL;ALPHA,ALPHA-BIS(TRIFLUOROMETHYL)BENZYL ALCOHOL
• CAS NO: 718-64-9
• Molecular Formula: C₉H₆F₆O
• Molecular Weight: 244.13
• EINECS: 211-943-4
• Mol File: 718-64-9.mol
• Article Data: 16

Chemical Properties

• Boiling Point: 160 °C(lit.)
• Flash Point: 140 °F
• Appearance: colorless liquid
• Density: 1.45 g/mL at 25 °C(lit.)
• Vapor Pressure: 0.0732mmHg at 25°C
• Refractive Index: n20/D 1.415(lit.)
• Storage Temp.: Sealed in dry,Room Temperature
• PKA: 9.20±0.10(Predicted)
• BRN: 2053547
• CAS DataBase Reference: 1,1,1,3,3,3-HEXAFLUORO-2-PHENYL-2-PROPANOL(CAS DataBase Reference)
• NIST Chemistry Reference: 1,1,1,3,3,3-HEXAFLUORO-2-PHENYL-2-PROPANOL(718-64-9)
• EPA Substance Registry System: 1,1,1,3,3,3-HEXAFLUORO-2-PHENYL-2-PROPANOL(718-64-9)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36/37/39
• RIDADR: UN 1987 3/PG 3
• WGK Germany: 3
• TSCA: Yes
• HazardClass: 3
• PackingGroup: III
• Hazardous Substances Data: 718-64-9(Hazardous Substances Data)

Usage

Synthesis Reference(s)

The Journal of Organic Chemistry, 30, p. 998, 1965 DOI: 10.1021/jo01015a009

Biochem/physiol Actions

1,1,1,3,3,3-Hexafluoro-2-phenyl-2-propanol is an effective solvent for Cu(0)-mediated single electron transfer-living radical polymerization of methyl methacrylate and polymerization of styrene.

InChI:InChI=1/C9H6F6O/c10-8(11,12)7(16,9(13,14)15)6-4-2-1-3-5-6/h1-5,16H

Upstream product

• 684-16-2 Hexafluoroacetone 
• 71-43-2 benzene 
• 75-91-2 tert.-butylhydroperoxide 
• 32133-82-7 Martins sulfurane 
• 4198-93-0 trityl hydroperoxide 
• 2314-97-8 iodotrifluoromethane 
• 98-88-4 benzoyl chloride 
• 1548-84-1 pentafluorophenyl benzoate 
• 81290-20-2 (trifluoromethyl)trimethylsilane 
• 93-97-0 benzoic acid anhydride 
• 75-46-7 trifluoromethan 
• 434-45-7 2,2,2-Trifluoroacetophenone 
• 1493-13-6 trifluorormethanesulfonic acid 
• 2648079-79-0 S-(trifluoromethyl)thianthrenium triflate 

Downstream Products

• 378-34-7 (heptafluoro-1-methylethyl)benzene 
• 15232-99-2 cyclohexylbis(trifluoromethyl)carbinol 
• 52936-37-5 1,1,1,3,3,3-Hexafluor-2-phenyl-2-propylperchlorat 
• 16878-50-5 [2,2,2-trifluoro-2-chloro-1-(trifluoromethyl)ethyl]benzene 
• 70430-21-6 (1-Bromo-2,2,2-trifluoro-1-trifluoromethyl-ethyl)-benzene 
• 70091-67-7 lithium 1,1,1,3,3,3-hexafluoro-2-(2-lithiophenyl)-2-propoxide 
• 162843-81-4 Benzoic acid 8-(2,2,2-trifluoro-1-phenyl-1-trifluoromethyl-ethoxy)-octyl ester 
• 187870-00-4 C₂₅H₁₅F₁₂O₂PS 
• 63780-71-2 trifluoromethanesulfonic acid 2,2,2-trifluoro-1-phenyl-1-trifluoromethyl-ethyl ester 

Relevant articles and documents

Trifluoromethyl Thianthrenium Triflate: A Readily Available Trifluoromethylating Reagent with Formal CF3+, CF3?, and CF3-Reactivity

Here we report the synthesis and application of trifluoromethyl thianthrenium triflate (TT-CF3+OTf-) as a novel trifluoromethylating reagent, which is conveniently accessible in a single step from thianthrene and triflic anhydride. We demonstrate the use of TT-CF3+OTf- in electrophilic, radical, and nucleophilic trifluoromethylation reactions.

Design, synthesis and evaluation of novel 19F magnetic resonance sensitive protein tyrosine phosphatase inhibitors

Fluorine is a highly attractive element for both medicinal chemistry and imaging technologies. To facilitate protein tyrosine phosphatase (PTP)-targeted drug discovery and imaging-guided PTP research on fluorine, several highly potent and 19F MR sensitive PTP inhibitors were discovered through a structure-based focused library strategy.

Trifluoromethylation of ketones and aldehydes with Bu3SnCF 3

The (trifluoromethyl)stannane reagent, Bu3SnCF3, was found to react under CsF activation with ketones and aldehydes to the corresponding trifluoromethylated stannane ether intermediates at room temperature in high yield. Only a mildly acidic extraction (aqueous NH 4Cl) is required to release the corresponding trifluoromethyl alcohol products. The protocol is compatible with acid-sensitive functional groups.