3825-26-1

Basic information

• Product Name: PERFLUOROOCTANOIC ACID AMMONIUM SALT
• Synonyms: BRANCHEDAPFO;BRANCHEDAMMONIUMPERFLUOROOCTANOATE;LINEARAPFO;FLUORADFC-118;LINEARAMMONIUMPERFLUOROOCTANOATE;Perfluoroctansure, Ammoniumsalz;AMMONIUM PERFLUOROOCTANOATE: 30% AQUEOUS SOLUTION;Perflurooctane d ammonium
• CAS NO: 3825-26-1
• Molecular Formula: C₈HF₁₅O₂*H₃N
• Molecular Weight: 431.1
• EINECS: 223-320-4
• Product Categories: Organics;Fluorochemical Surfactants;Functional Materials;Surfactants
• Mol File: 3825-26-1.mol
• Article Data: 1

Chemical Properties

• Melting Point: 163-165(dec.)
• Boiling Point: 188°Cat760mmHg
• Flash Point: 62.1°C
• Appearance: /
• Density: 1,163 g/cm3
• Solubility: H2O: 0.1 g/mL, clear, colorless
• BRN: 4286466
• CAS DataBase Reference: PERFLUOROOCTANOIC ACID AMMONIUM SALT(CAS DataBase Reference)
• NIST Chemistry Reference: PERFLUOROOCTANOIC ACID AMMONIUM SALT(3825-26-1)
• EPA Substance Registry System: PERFLUOROOCTANOIC ACID AMMONIUM SALT(3825-26-1)

Safety Data

• Hazard Codes: Xn,Xi,T
• Statements: 20/22-36/37-64-48/23-48/21/22-41-40-23-22-61
• Safety Statements: 26-36-45-53
• RIDADR: UN 2811 6.1/PG 3
• WGK Germany: 2
• RTECS: RH0782000
• F: 3-10
• HazardClass: 6.1(a)
• PackingGroup: II
• Hazardous Substances Data: 3825-26-1(Hazardous Substances Data)

Usage

Chemical Properties

White solid powder

Uses

Different sources of media describe the Uses of 3825-26-1 differently. You can refer to the following data:
1. For polymerization of fluorinated monomers.
2. Polymerization of fluorinated monomers; surfactant

Hazard

Toxic by inhalation and skin contact. Liver damage. Possible carcinogen.

Health Hazard

Ammonium perfluorooctanoate is an hepatotoxin in rats; there are no reports of adverse effects in humans.

Safety Profile

Confirmed carcinogen. Poison by inhalation. Moderately toxic by ingestion. An eye and skin irritant. Experimental reproductive effects. When heated to decomposition it emits toxic fumes of Fand NH3.

InChI:InChI=1/C8H18F2N.CHF3O3S/c1-4-11(5-2,6-3)7-8(9)10;2-1(3,4)8(5,6)7/h8H,4-7H2,1-3H3;(H,5,6,7)/q+1;/p-1

Synthetic route

ammonium perfluorooctanoate (3825-26-1) + [MnCl(C4H8)(CHNCH(C6H3(O)(C6H3(C8F17)2)))2] → [Mn(OC(O)C7F15)(C4H8)(CHNCH(C6H3(O)(C6H3(C8F17)2)))2]

Conditions	Yield
In diethyl ether complex (0.07 mmol) dissolved in ethanol/trifluorotoluene (1/1 (v/v)), C7F15COONH4 (0.5 mmol) added, stirred at room temp. for 4 h, evapd.; dissolved (n-perfluorooctane), washed (water), dried (MgSO4, vac.), elem. anal.;	68%

Upstream product

• 335-67-1 Perfluorooctanoic acid 

Downstream Products

• 335-95-5 sodium perfluorooctanoate 
• 376-27-2 methyl perfluorooctanoate 
• 355-37-3 1,1,1,2,2,3,3,4,4,5,5,6,6-tridecafluorohexane 

Relevant articles and documents

Structural investigation of perfluorocarboxylic acid derivatives formed in the reaction with N,N-dimethylformamide dialkylacetals

A structural investigation of perfluorocarboxylic acid derivatives formed in the reaction with N,N-dimethylformamide dialkylacetals employing several techniques of mass spectrometry (MS) is described. Two derivatizing reagents, dimethylformamide dimethyl acetal (DMF-DMA) and dimethylformamide diethylacetal (DMF-DEA) were used. In contrast to carboxylic acids, perfluorocarboxylic acids are not able to form alkyl esters as the main product in this reaction. We found that perfluorooctanoic acid (PFOA) forms a salt with N,N-dimethylformamide dialkylacetals. This salt undergoes a further reaction inside the injection block of a gas chromatograph (GC) by loss of CO2 and then forms 1,1-perfluorooctane-(N,N,N,N-tetramethyl)-diamine. The GC-MS experiments using both electron ionization (EI) and positive-ion chemical ionization (PCI) revealed that the same reaction products are formed with either derivatizing reagent. Subjecting the perfluorocarboxylic acid derivative to electrospray ionization (ESI) and direct analysis in real time (DART), both positive- and negative-ion modes indicated that cluster ions are formed. In the positive-ion mode, this cluster ion consists of two iminium cations and one PFOA anion, while in the negative-ion mode, it comprises two PFOA anions and one cation. The salt structure was further confirmed by liquid injection field desorption/ionization (LIFDI) as well as infrared (IR) spectroscopy. We propose a simple mechanism of N,N,N′,N′-tetramethylformamidinium cation formation. The structure elucidation is supported by specific fragment ions as obtained by GC-EI-MS and GC-PCI-MS analyses.