58380-92-0

Basic information

• Product Name: 2,2,3,4,4,4-HEXAFLUORO-1,1-DIMETHYLBUTANOL
• Synonyms: 2,2,3,4,4,4-HEXAFLUORO-1,1-DIMETHYLBUTANOL;3,3,4,5,5,5-HEXAFLUORO-2-METHYL-PENTAN-2-OL
• CAS NO: 58380-92-0
• Molecular Formula: C₆H₈F₆O
• Molecular Weight: 210.12
• Mol File: 58380-92-0.mol
• Article Data: 3

Chemical Properties

• Boiling Point: 126.843°C at 760 mmHg
• Flash Point: 30.514°C
• Appearance: /
• Density: 1.327g/cm³
• Vapor Pressure: 5.256mmHg at 25°C
• Refractive Index: 1.329
• PKA: 13.23±0.29(Predicted)
• CAS DataBase Reference: 2,2,3,4,4,4-HEXAFLUORO-1,1-DIMETHYLBUTANOL(CAS DataBase Reference)
• NIST Chemistry Reference: 2,2,3,4,4,4-HEXAFLUORO-1,1-DIMETHYLBUTANOL(58380-92-0)
• EPA Substance Registry System: 2,2,3,4,4,4-HEXAFLUORO-1,1-DIMETHYLBUTANOL(58380-92-0)

Safety Data

• Statements: 10
• Safety Statements: 16
• RIDADR: 1987
• Hazardous Substances Data: 58380-92-0(Hazardous Substances Data)

Usage

Physical state

Colorless liquid

Odor

Slightly sweet

Usage

Solvent, production of pharmaceuticals, agrochemicals, and electronic materials

Chemical resistance

Highly fluorinated, resistant to chemical and thermal degradation

Toxicity

Non-toxic

Flammability

Non-flammable

Environmental impact

Considered environmentally friendly

Safety

Relatively safe for industrial applications.

InChI:InChI=1/C6H8F6O/c1-4(2,13)5(8,9)3(7)6(10,11)12/h3,13H,1-2H3

Upstream product

• 53005-42-8 2-(1,1,2,3,3,3-hexafluoropropyl)tetrahydrofuran 
• 116-15-4 perfluoropropylene 
• 67-63-0 isopropyl alcohol 

Relevant articles and documents

Promising prospects for using partially fluorinated alcohols as O-nucleophilic reagents in organofluoric synthesis

Perfluoroolefins react with isopropyl alcohol under the conditions of radical initiation to form partially fluorinated aliphatic alcohols. The reactions of these alcohols with hexafluoropropylene and compounds containing labile halogen atoms (in particular, with allyl bromide and epichlorohydrin) were studied.

Radical additions to fluoro-olefins. Photochemical mono-fluoroalkylation and sequential bis-fluoroalkylation of oxolane

Oxolane was fluoroalkylated by its photoadditions under atmospheric pressure. Monofluoro-alkylations were carried out with hexafluoropropene (1) and perfluorovinyl ethers C3F7O-[CF(CF3)CF2O]n-CF=CF2 (2-4, n=0-2) by direct photoexcitation of the oleflns to give high yields of addition products 9-12 (81-94%). The reactions were completely regioselective at the oxolane molecule and almost completely regioselective (93-99%) at the double bond of fluoro-olefins; no bis-fluoroalkylated oxolanes were detected. The completely selective introduction of a second fluoroalkyl into position 5 of the oxolane molecule was accomplished by acetone-sensitised photoaddition of 2-fluoroalkylated oxolanes 9, 10 to fluoro-olefins 1 and 2. Byproducts from reactions of the dimethylketyl radical which is formed in the initiation step were isolated and have given some evidence about the reaction mechanism that is discussed.