463-11-6

Basic information

• Product Name: 1-Fluorooctane
• Synonyms: 1-fluoro-octan;1-octylfluoride;Octane, 1-fluoro-;OCTYL FLUORIDE;N-OCTYL FLUORIDE;1-FLUOROOCTANE;1-Fluorooctane98%;Octyl fluoride 98%
• CAS NO: 463-11-6
• Molecular Formula: C₈H₁₇F
• Molecular Weight: 132.22
• EINECS: 207-333-2
• Mol File: 463-11-6.mol
• Article Data: 54

Chemical Properties

• Melting Point: -64°C
• Boiling Point: 143 °C
• Flash Point: 107 °F
• Appearance: /
• Density: 0.814 g/mL at 25 °C(lit.)
• Vapor Pressure: 7.09mmHg at 25°C
• Refractive Index: n20/D 1.396(lit.)
• CAS DataBase Reference: 1-Fluorooctane(CAS DataBase Reference)
• NIST Chemistry Reference: 1-Fluorooctane(463-11-6)
• EPA Substance Registry System: 1-Fluorooctane(463-11-6)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36
• RIDADR: UN 1993 3/PG 3
• WGK Germany: 3
• RTECS: RG9700000
• Hazardous Substances Data: 463-11-6(Hazardous Substances Data)

Usage

Uses

1-Fluorooctane has been used as a molecular probe in evaluations of gas chromatographic stationary phases consisting of bromo- and chloro-derivatives of a C78 branched alkane.

Synthesis Reference(s)

Tetrahedron Letters, 27, p. 1499, 1986 DOI: 10.1016/S0040-4039(00)84296-3

General Description

1-Fluorooctane undergoes C-F bond-cleavage reaction with phenyl magnesium chloride to give n-octylbenzene. It reacts rapidly with trimethylsilyl iodide to give corresponding octyl iodides and trimethylsilyl fluoride.

InChI:InChI=1/C8H17F/c1-2-3-4-5-6-7-8-9/h2-8H2,1H3

Upstream product

• 3386-35-4 1-octyl p-toluenesulfonate 
• 16156-52-8 n-octyl methanesulfonate 
• 111-65-9 octane 
• 66217-56-9 4,4,5,5-tetramethyl-2-octyl-[1,3,2]dioxaborolane 
• 71091-89-9 n-octyl triflate 
• 220405-40-3 2,2-difluoro-1,3-dimethyl-imidazolidine 
• 111-86-4 n-Octylamine 
• 13910-16-2 n-octylsulfanylbenzene 
• 111-87-5 octanol 
• 104483-19-4 Octyl carbonofluoridate 
• 81290-20-2 (trifluoromethyl)trimethylsilane 
• 629-27-6 1-Iodooctane 
• 111-85-3 n-chlorooctane 
• 71742-03-5 1-Octyl-2,4,6-triphenyl-pyridinium; fluoride 

Downstream Products

• 111-85-3 n-chlorooctane 
• 629-27-6 1-Iodooctane 
• 111-83-1 1-bromo-octane 
• 7664-39-3 hydrogen fluoride 
• 85293-39-6 octyl benzyl sulfide 
• 3429-76-3 trimethyl-octyl-silane 
• 4537-13-7 2-phenyldecane 
• 628-61-5 2-chlorooctane 
• 7378-99-6 N,N-dimethyloctanamide 
• 2189-60-8 Octylbenzene 
• 872-05-9 1-Decene 

Relevant articles and documents

Halogen-Exchange Fluorination of Primary Alkyl Halides Using 1B Metal Fluorides-Pyridine Derivatives

Deep purplish red semicrystalline precipitates were obtained by the treatment of Cu2O with HF.After calcination at 100 deg C or higher temperature, this compound was successfully used as a highly effective halogen-exchange fluorination reagent for primary alkyl halides in the presence of pyridine derivatives.AgF and a mixture of CuF2 with copper powder also exhibited high activity in the reaction.

METHOD AND REAGENT FOR DEOXYFLUORINATION

A safe, simple, and selective method and reagent for deoxyfluorination is disclosed. With the method and reagent disclosed herein, organic compounds such as carboxylic acids, carboxylates, carboxylic acid anhydrides, aldehydes, and alcohols can be fluorinated by using the most common nucleophilic fluorinating reagents and electron deficient fluoroarenes as mediators under mild conditions, giving corresponding fluoroorganic compounds in excellent yield with a wide range of functional group compatibility and easy product purification. For example, directly utilizing KF for deoxyfluorination of carboxylic acids provides the most economical and the safest pathway to access acyl fluorides, key intermediates for syntheses of peptide, amide, ester, and dry fluoride salts.

A Series of Deoxyfluorination Reagents Featuring OCF2Functional Groups

Research on perfluoroalkyl ether carboxylic acids (PFECAs) as alternatives for perfluoroalkyl substances continues with the goal of protecting the environment. However, very little is known about the utilization of decomposition products of PFECAs. We report herein a new series of deoxyfluorination reagents featuring OCF2 functional groups derived from certain PFECAs. Alkyl fluorides were generated from various alcohols in ≤97% yield by these novel reagents. The mechanistic experiment verified in situ generation of carbonic difluoride (COF2).

Photochemical activation of SF6 by N-heterocyclic carbenes to provide a deoxyfluorinating reagent

The activation of the greenhouse gas SF6 using electron-rich N-heterocyclic carbenes gave 2,2-difluoroimidazolines or 2,2-difluoroimidazolidines as well as 2-thio derivatives of the carbene precursors. The N-heterocyclic carbenes can also convert SF4 to give similar products. The difluoroimidazolidine derivatives were applied in deoxyfluorination reactions. Furthermore, the activation of SF6 and the fluorination can be coupled in a one-pot process to convert 1-octanol into 1-fluorooctane.