678-39-7

Basic information

• Product Name: 1H,1H,2H,2H-Perfluoro-1-decanol
• Synonyms: 1,1,2,2-Tetrahydroperfluoro-1-decanol;3,3,4,4,5,5,6,6,7,7,8,8,9,9,10,10,10-heptadecafluoro-1-decano;DAIKIN A-1820;8:2 FTOH;1H,1H,2H,2H-HEPTADECAFLUORO-1-DECANOL;1H,1H,2H,2H-HEPTADECAFLUORO-N-DECANOL;1H,1H,2H,2H-PERFLUORODECAN-1-OL;1H,1H,2H,2H-PERFLUORODECANOL
• CAS NO: 678-39-7
• Molecular Formula: C10H5F17O
• Molecular Weight: 464.12
• EINECS: 211-648-0
• Product Categories: Organics;Organic Fluorides;Fluorous Chemistry;Fluorous Compounds;Synthetic Organic Chemistry;organofluorine compounds
• Mol File: 678-39-7.mol
• Article Data: 12

Chemical Properties

• Melting Point: 50 °C
• Boiling Point: 113°C 10mm
• Flash Point: None
• Appearance: tan waxy/solid
• Density: 1.633g/cm³
• Vapor Pressure: 0.000484mmHg at 25°C
• Refractive Index: 1.33
• Storage Temp.: 2-8°C
• Solubility: Soluble in chloroform and methanol.
• PKA: 14.28±0.10(Predicted)
• BRN: 2227487
• CAS DataBase Reference: 1H,1H,2H,2H-Perfluoro-1-decanol(CAS DataBase Reference)
• NIST Chemistry Reference: 1H,1H,2H,2H-Perfluoro-1-decanol(678-39-7)
• EPA Substance Registry System: 1H,1H,2H,2H-Perfluoro-1-decanol(678-39-7)

Safety Data

• Hazard Codes: Xi
• Safety Statements: 24/25
• WGK Germany: 1
• TSCA: Yes
• HazardClass: IRRITANT
• Hazardous Substances Data: 678-39-7(Hazardous Substances Data)

Usage

Chemical Properties

White to light yellow solid

Uses

Different sources of media describe the Uses of 678-39-7 differently. You can refer to the following data:
1. 1,1,2,2-Tetrahydroperfluorodecanol is applied to the formation of a barrier and self-healing coating on zinc metal materials. This compound has also been seen to induce cell death and formation of oxi dative or reactive oxygen species in cerebellar granule cells.
2. 1,1,2,2-Tetrahydroperfluorodecanol is applied to the formation of a barrier and self-healing coating on zinc metal materials. This compound has also been seen to induce cell death and formation of oxidative or reactive oxygen species in cerebellar granule cells.
3. 1H,1H,2H,2H-Perfluoro-1-decanol (8:2 FTOH) may be used in the preparation of 8:2 FTOH sulfate and 8:2 FTOH glucuronide.

Definition

ChEBI: A fluorotelomer alcohol that is ethanol substituted at position 2 by a perfluorooctyl group.

General Description

1H,1H,2H,2H-Perfluoro-1-decanol (8:2 FTOH) is an 8:2 fluorotelomer alcohol. The quantitative analysis of 8:2 FTOH in soil can be done using GC/MS with instrument detection limit (IDL) of 10fg/L. Studies indicate that hydroxyl radical causes indirect photodegradation of 8:2 FTOH in aqueous media.

InChI:InChI=1/C8H2F12O4/c9-3(10,1(21)22)5(13,14)7(17,18)8(19,20)6(15,16)4(11,12)2(23)24/h(H,21,22)(H,23,24)

Upstream product

• 74-85-1 ethene 
• 77758-89-5 phenyl(perfluorooctyl)iodonium triflate 
• 2043-53-0 2-(n-perfluorooctyl)ethyl iodide 
• 117068-31-2 (3,3,4,4,5,5,6,6,7,7,8,8,9,9,10,10,10-heptadecafluoro-n-decyl)trifluoroacetate 
• 65510-55-6 1-iodo-1H,1H,2H,2H-perfluorohexadecane 
• 2043-55-2 3,3,4,4,5,5,6,6,6-nonafluorohexyliodide 
• 2043-57-4 1,1,1,2,2,3,3,4,4,5,5,6,6-Tridecafluoro-8-iodooctane 
• 2043-54-1 1-iodo-1H,1H,2H,2H-perfluorododecane 
• 30046-31-2 1-iodo-1H,1H,2H,2H-perfluorotetradecane 
• 79-10-7 acrylic acid 
• 5651-26-3 acrylic acid silver salt 
• 79-41-4 poly(methacrylic acid) 
• 116-14-3 polytetrafluoroethylene 
• 354-64-3 Pentafluoroethyl iodide 

Downstream Products

• 27854-31-5 acide 2-perfluorooctylethanoieque 
• 201593-46-6 ethyl 4-<2-(perfluorooctyl)ethoxy>benzoate 
• 145476-54-6 4-Butyl-benzoic acid 3,3,4,4,5,5,6,6,7,7,8,8,9,9,10,10,10-heptadecafluoro-decyl ester 
• 243645-12-7 tert-butyldiphenylsilyl 1H,1H,2H,2H-perfluorodecyl ether 
• 171182-85-7 3,3,4,4,5,5,6,6,7,7,8,8,9,9,10,10,10-heptadecafluorodecyl trifluoromethanesulfonate 
• 353-50-4 Carbonyl fluoride 
• 135984-68-8 1H,1H,2H,2H-perfluoro-1-nonanal 
• 63967-40-8 perfluorononanal 
• 361448-55-7 4,4,5,5,6,6,7,7,8,8,9,9,10,10,11,11,11-heptadecafluoro-undecanoic acid 1-phenyl-ethyl ester 

Relevant articles and documents

Electrochemical Oxidation of Polyfluoroalkyl Iodides: Direct Anodic Transformation of C8F17CH2CH2I to Amides, Esters, and Ethers

The cyclic voltammetry of polyfluoroalkyl iodides of the type RfCH2CH2I (Rf = n-C6F13, n-C8F17, n-C10F21) and RfI (Rf = n-C4F9, n-C6F13,n-C8F17, n-C10F21) was investigated in nonaqueous media.All the iodides exhibited one distinctive oxidation peak, but only C8F17CH2CH2I was suitable for surveying preparative-scale electrosynthetic reactions because the other iodides either had poor solubility or caused severe filming of the anode.The direct anodic transformations of the iodide to the corresponding amides (C8F17CH2CH2NHCOR; R = CH3, CH=CH2, C(Me)=CH2), esters (C8F17CH2CH2OCOR; R = CH3, CF3, CH=CH2, C(Me)=CH2, C6H5), ethers (mainly C8F17CH2CH2OCH2CF3), and alcohol (C8F17CH2CH2OH) were observed and a general mechanistic scheme involving a hypervalent iodanyl radical intermediate is proposed.

Method for preparing perfluoroalkyl alcohol from perfluoroalkyl ethylene

The invention discloses a method for preparing perfluoroalkyl alcohol from perfluoroalkyl ethylene.The method comprises the main steps that 1, a borane tetrahydrofuran solution is dropwise added into a dry three-opening bottle containing a perfluoroalkyl vinyl ether solution under the protection of nitrogen atmosphere; the mixture is stirred at the temperature of -20-25 DEG C, the reaction time is 8-24 h, after the reaction is finished, deionized water is added to decompose unreacted borane, and a reaction intermediate product is obtained; 2, inorganic strong base and a hydrogen peroxide aqueous solution are added into the reaction intermediate product, a reaction is performed for 0.5-3 h at the temperature of 0-50 DEG C, a solvent is removed after the reaction is finished, deionized water is used for washing, liquid separation is carried out, anhydrous magnesium sulfate is used for drying, and the perfluoroalkyl alcohol is prepared.The technological method is easy, the reaction can be performed under the normal pressure, the raw materials are rich and easy to obtain, the reaction efficiency is 100%, the yield is larger than 75%, and the method is suitable for industrial production.

Synthesis of 2-(perfluoroalkyl)ethyl potassium sulfates based on perfluorinated Grignard reagents

The first example of nucleophilic substitution with perfluoroalkyl Grignard reagents on the sp3 carbon centre is described. Thus, a series of organometals RF-MgBr, prepared from perfluorinated alkyl iodides RF-I with RF = C4F9, C 6F13, C8F17, C10F 21 and C12F25, reacted with 1,3,2-dioxathiolane-2,2-dioxide to afford the corresponding 2-(perfluoroalkyl) ethyl magnesium sulfates, which were isolated after metathesis to the corresponding potassium salts. In the model reaction, perfluorohexylmagnesium iodide was reacted with methyl triflate yielding polyfluorinated alkane. The attempts to extend the reaction to 1,3,2-dioxathiane-2,2-dioxide were unsuccessful due to its inferior reactivity and only reduced polyfluoroalkane and the product of coupling were detected in the reaction mixture. Polyfluorinated sulfates are easily hydrolyzed with hydrochloric or triflic acid to the corresponding alcohols, which is an alternative to standard transformation of perfluoroalkyl iodides to 2-(perfluoroalkyl)ethanols. Quantum-chemical calculations of the PES of the reaction with both sulfur-containing heterocycles found that the failure of the reaction with 1,3,2-dioxathiane-2,2-dioxide is caused by higher activation energy of the process.