307-99-3

Basic information

• Product Name: 1H,8H-PERFLUOROOCTANE
• Synonyms: 1H,8H-HEXADECAFLUOROOCTANE;1H,8H-PERFLUOROOCTANE;1,8-dihydrohexadecafluorooctane;octane,1,8-dihydrohexadecafluoro-;Hexadecafluorooctane
• CAS NO: 307-99-3
• Molecular Formula: C₈H₂F₁₆
• Molecular Weight: 402.08
• Mol File: 307-99-3.mol
• Article Data: 7

Chemical Properties

• Boiling Point: 134-138°C
• Flash Point: 43.2 ºC
• Appearance: /
• Density: 1.616 g/cm³
• Vapor Pressure: 7.76mmHg at 25°C
• Refractive Index: 1.264
• CAS DataBase Reference: 1H,8H-PERFLUOROOCTANE(CAS DataBase Reference)
• NIST Chemistry Reference: 1H,8H-PERFLUOROOCTANE(307-99-3)
• EPA Substance Registry System: 1H,8H-PERFLUOROOCTANE(307-99-3)

Safety Data

• Hazard Codes: Xi
• HazardClass: IRRITANT
• Hazardous Substances Data: 307-99-3(Hazardous Substances Data)

Usage

General Description

1H,8H-PERFLUOROOCTANE is a fully fluorinated organic compound with the molecular formula C8F18. It is a colorless and odorless liquid with a high density and low surface tension. 1H,8H-PERFLUOROOCTANE is commonly used as a fluorinated solvent for various applications, including in the production of fluorinated polymers, coatings, and electronics. It is also used as a contrast agent in medical imaging, particularly in the field of ophthalmology where it is used for retinal imaging. Due to its highly fluorinated structure, 1H,8H-PERFLUOROOCTANE is relatively inert, non-toxic, and non-flammable, making it a valuable and versatile chemical in various industrial and medical applications.

InChI:InChI=1/C8H2F16/c9-1(10)3(13,14)5(17,18)7(21,22)8(23,24)6(19,20)4(15,16)2(11)12/h1-2H

Upstream product

• 376-18-1 1H,1H,9H-hexadecafluoro-1-nonanol 
• 376-71-6 2,2,3,3,4,4,5,5-octafluoropentanoyl chloride 
• 376-72-7 2,2,3,3,4,4,5,5-octafluorovaleric acid 
• 813-03-6 5-Hydro-octafluor-valerylfluorid 
• 76-21-1 9H-hexadecafluorononanoic acid 
• 308-35-0 C₁₀H₂F₁₆O₄ 
• 423-53-0 1-chloro-1H,8H-hexadecafluoro-octane 
• 812-58-8 1,8-dibromoperfluorooctane 
• 68-12-2 N,N-dimethyl-formamide 
• 16486-98-9 1-chloro-1H,8H-hexadecafluoro-8-iodo-octane 
• 335-70-6 1,8-diiodoperfluorooctane 
• 375-50-8 1,1,2,2,3,3,4,4-octafluoro-1,4-diiodobutane 

Downstream Products

• 1310492-30-8 diethyl 2,2'-(perfluorooctane-1,8-diyl)dibenzoate 

Relevant articles and documents

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Organofluorine compounds and fluorinating agents part 17: Sonochemical-forced preparation of perfluoroalkanals and their use for non-conventional acetalations of carbohydrates 1, 2

The homologous 1-iodo-perfluoroalkanes 1a-1c and α,ω-dibromo-perfluoroalkanes 4a, 4b were carbonylated with DMF in the presence of Al/SnCl2 or Al/PbBr2 under sonication in a short reaction time. The hydrated aldehydes 2a-2c and 5a, 5b respectively were obtained in good yields allowing dehydration to 3a-3c and 6a, 6b. Some of the fluorinated aldehydes were selected as substrates in a Wittig-Horner olefination assisted by ultrasound and in non-conventional acetalations of methyl α-L-rhamnopyranoside (9). Thus, (E)-1-perfluorooctyl-2-phenylsulphonyl-ethene (8) was prepared from 3c and the phosphonate 7 by Wittig-Horner synthesis. Acetalations of 9 were carried out with the aldehydes (3a, 3b, 6a), hydrated aldehydes (2a, 2b), and the aldehyde hemiacetal 12 respectively, in the presence of dicyclohexylcarbodiimide (DCC). In all cases, a selective epimerization was observed at the C-atom 3 of the monosaccharide, i.e. polyfluoroalkylidenated 6-deoxy-α-L-altropyranosides 10, 11, 13, and 14 were obtained.

A novel synthesis of per(poly)fluoroalkyl aldehydes

A novel synthesis of per(poly)fluoroalkyl aldehydes in high yield by the reaction of per(poly)fluoroalkyl iodides or bromides with dimethylformamide initiated by a PbBr2(catalyst)/Al bimetal redox system is described.