336-59-4

Basic information

• Product Name: Heptafluorobutyric anhydride
• Synonyms: AKOS B020344;PERFLUOROBUTYRIC ANHYDRIDE;PERFLUORO-N-BUTYRIC ANHYDRIDE;HEPTAFLUOROBUTYRIC ANHYDRIDE SET WITH 10 X 1 ML;HEPTAFLUOROBUTYRIC ANHYDRIDE, DERIVATIZA TION GRADE;Heptafluorobutyric anhydride, 98+%;Heptafluorobutyric anhydride 98%;Heptafluorobutyric anhydride 99+%
• CAS NO: 336-59-4
• Molecular Formula: C₈F₁₄O₃
• Molecular Weight: 410.06
• EINECS: 206-410-8
• Product Categories: Small molecule;Acylation (GC Derivatizing Reagents);Analytical Chemistry;GC Derivatizing Reagents;βAnalytical Enzymes;-Glucuronidase;-Glucuronidase Drug Analysis Bundle;HFBA - Heptafluorobutyric anhydride;Alkyl Fluorinated Building Blocks;and Substrates;Biochemicals and Reagents;Building Blocks;Carbonyl Compounds;Carboxylic Acid Anhydrides;Chemical Synthesis;Enzymes;Fluorinated Building Blocks;Inhibitors;Organic Building Blocks;Organic Fluorinated Building Blocks;Other Fluorinated Organic Building Blocks;Trifluoromethyl;Acylation Reagent
• Mol File: 336-59-4.mol
• Article Data: 3

Chemical Properties

• Melting Point: −43 °C(lit.)
• Boiling Point: 108-110 °C(lit.)
• Flash Point: None
• Appearance: /Liquid
• Density: 1.674 g/mL at 20 °C(lit.)
• Vapor Pressure: 1.5mmHg at 25°C
• Refractive Index: n20/D 1.287(lit.)
• Storage Temp.: Room temp
• Solubility: Miscible with halogenated solvents. Immiscible with polar solven
• Water Solubility: REACTS
• Sensitive: Hygroscopic
• BRN: 856036
• CAS DataBase Reference: Heptafluorobutyric anhydride(CAS DataBase Reference)
• NIST Chemistry Reference: Heptafluorobutyric anhydride(336-59-4)
• EPA Substance Registry System: Heptafluorobutyric anhydride(336-59-4)

Safety Data

• Hazard Codes: C
• Statements: 34
• Safety Statements: 26-36/37/39-45
• RIDADR: UN 3265 8/PG 2
• WGK Germany: 3
• F: 10-21
• TSCA: T
• HazardClass: 8
• PackingGroup: III
• Hazardous Substances Data: 336-59-4(Hazardous Substances Data)

Usage

Description

Heptafluorobutyric anhydride (HFAA) is a perfluoroacylated acylation reagent that forms stable, volatile derivatives with alcohols, amines, and phenols. It is a clear colorless liquid and is majorly used to prepare electron-capturing derivatives for gas chromatography (GC) and electron capture detection. HFAA is generally used with an acid scavenger to help drive the reaction to completion and to prevent column damage from acidic by-products of the derivatization reaction.

Uses

Used in Gas Chromatography (GC) Applications:
Heptafluorobutyric anhydride is used as a GC derivatizing agent for the preparation of volatile derivatives of amino acids and other biologically active compounds. It increases the volatility of an analyte and introduces fluorine atoms for better detection limits in GC applications.
Used in Derivatization of Primary and Secondary Amines:
HFAA is frequently used as an acylating agent for the derivatization of primary and secondary amines. It helps in the formation of stable, volatile derivatives, which are useful for gas chromatographic analyses.
Used in Suzuki Reaction:
Heptafluorobutyric anhydride is used in the Suzuki reaction, a type of organoboron cross-coupling reaction, to form stable, volatile derivatives that can be analyzed using gas chromatography.
Used in Gas Chromatography Mass Spectrometry (GC-MS) Analysis:
HFAA is used as a derivatization reagent for GC-MS analysis of the stereoisomer content of synthetic peptides. It helps in the preparation of volatile derivatives that can be easily analyzed using this technique.
Used in Drug Testing:
Heptafluorobutyric anhydride is also used for the frequent testing of drugs of abuse, such as amphetamines and phencyclidine, by the GC-MS technique. It aids in the preparation of volatile derivatives that can be easily detected and analyzed.

InChI:InChI=1/C8H7F7O3/c1-2-18-5(17)3-4(16)6(9,10)7(11,12)8(13,14)15/h2-3H2,1H3

Upstream product

• 59239-88-2 bis(trifluoromethyl)phosphinous heptafluorobutyric anhydride 
• 421-17-0 Trifluoromethylsulfenyl chloride 
• 3794-64-7 silver heptafluorobutyrate 
• 375-22-4 heptafluorobutyric Acid 
• 375-16-6 heptafluorobutyryl chloride 

Downstream Products

• 390-68-1 heptafluoro-butyric acid biphenyl-2-ylamide 
• 3869-06-5 heptafluoro-butyric acid-(4-nitro-anilide) 
• 582-00-3 heptafluoro-butyric acid-[2]naphthylamide 
• 97745-81-8 m-perfluoropropylanisole 
• 97745-82-9 1-methoxy-4-(perfluoropropyl)benzene 
• 97745-77-2 1-methoxy-2-(perfluoropropyl)benzene 
• 157584-45-7 2,2,3,3,4,4,4-Heptafluoro-N,N-diphenyl-butyramide 
• 2192-60-1 Estron-heptafluorbuttersaeure 
• 18072-22-5 Testosteron-diheptafluorbutyrat 
• 2252-84-8 HFC-227ca 
• 356-27-4 ethyl heptafluorobutyrate 
• 375-22-4 heptafluorobutyric Acid 
• 559-96-6 3,3,4,4,5,5,5-heptafluoro-1-phenylpentan-2-one 
• 81664-99-5 1,1,1,2,2,3,3-heptafluoro-4-phenylbutane 

Relevant articles and documents

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Reaction of Bis(heptafluorobutyryl) Peroxide with Carbanions and a Thiolate Anion

In the reaction of bis(heptafluorobutyryl) peroxide with carbanions and a thiolate anion, two types of reactions were observed; one is an electron transfer reaction to give perfluoropropylated compounds and the other is a nucleophilic substitution.