94159-88-3

Basic information

• Product Name: 4-(2,2,3,3,4,4,5,5,6,6,7,7,8,8,9,9,9-heptadecafluorononyl)-2,2-dimethyl-1,3-dioxolane
• Synonyms: 4-(2,2,3,3,4,4,5,5,6,6,7,7,8,8,9,9,9-heptadecafluorononyl)-2,2-dimethyl-1,3-dioxolane
• CAS NO: 94159-88-3
• Molecular Formula: C14H11F17O2
• Molecular Weight: 534.2087944
• EINECS: 303-270-0
• Mol File: 94159-88-3.mol
• Article Data: 1

Chemical Properties

• Boiling Point: 251.5°Cat760mmHg
• Flash Point: 113°C
• Appearance: /
• Density: 1.503g/cm³
• Vapor Pressure: 0.032mmHg at 25°C
• Refractive Index: 1.321
• CAS DataBase Reference: 4-(2,2,3,3,4,4,5,5,6,6,7,7,8,8,9,9,9-heptadecafluorononyl)-2,2-dimethyl-1,3-dioxolane(CAS DataBase Reference)
• NIST Chemistry Reference: 4-(2,2,3,3,4,4,5,5,6,6,7,7,8,8,9,9,9-heptadecafluorononyl)-2,2-dimethyl-1,3-dioxolane(94159-88-3)
• EPA Substance Registry System: 4-(2,2,3,3,4,4,5,5,6,6,7,7,8,8,9,9,9-heptadecafluorononyl)-2,2-dimethyl-1,3-dioxolane(94159-88-3)

Safety Data

• Hazardous Substances Data: 94159-88-3(Hazardous Substances Data)

Usage

InChI:InChI=1/C14H11F17O2/c1-6(2)32-4-5(33-6)3-7(15,16)8(17,18)9(19,20)10(21,22)11(23,24)12(25,26)13(27,28)14(29,30)31/h5H,3-4H2,1-2H3

Upstream product

• 38565-53-6 (2,2,3,3,4,4,5,5,6,6,7,7,8,8,9,9,9-heptadecafluorononyl)oxirane 
• 67-64-1 acetone 

Downstream Products

• 94159-84-9 1H,1H,2H,3H,3H-Perfluoro-1,2,-undecanediol 

Relevant articles and documents

Chemistry of [(perfluoroalkyl)methyl] oxiranes. Regioselectivity of ring opening with O-nucleophiles and the preparation of amphiphilic monomers

The reactions of oxiranes RFCH2CH(-O-)CH2 (RF≡C4F9, C6F13, C8F17; 4a-4c) with a series of alkanols in the presence of a Lewis acid took place at the terminal carbon atom with complete regioselectivity. 2-Hydroxyethyl methacrylate and acrylate reacted similarly. The reaction with alkane diols was controlled to proceed with one or two molecules of the oxiranes chemoselectively. Non-regioselective, base-catalysed ring opening by methacrylic acid (83% terminal attack) was discussed on the basis of the hard and soft acids and bases (HSAB) concept. A convenient transformation of the oxiranes to the corresponding diols 13a-13c via dioxolane intermediates, and their conversion to bis-methacrylates, was accomplished with overall yields of 75%-79%. Thiourea converted the oxiranes into the corresponding thiiranes (15a-15c). The reactions afforded products generally in yields of 82%-98%.