Heptafluorobutyric anhydride

HCID 67643CAS 336-59-4

Basic information

Standard SMILES
O=C(OC(=O)C(F)(F)C(F)(F)C(F)(F)F)C(F)(F)C(F)(F)C(F)(F)F
InChIKey
UFFSXJKVKBQEHC-UHFFFAOYSA-N
Molecular formula
C8F14O3
Average molar mass
410.06 g/mol
Monoisotopic mass
409.96238894

Overview

Heptafluorobutyric anhydride is an acyclic carboxylic anhydride that is perfluorinated butyric anhydride. It is used as a derivatising reagent for gas chromatographic analyses. It has a role as a chromatographic reagent. It is an acyclic carboxylic anhydride and an organofluorine compound. It is functionally related to a butyric acid.

Names & identifiers

Preferred name
Heptafluorobutyric anhydride
IUPAC
2,2,3,3,4,4,4-heptafluorobutanoyl 2,2,3,3,4,4,4-heptafluorobutanoate
English name
Heptafluorobutyric anhydride
Molecular formula
C8F14O3
Molecular weight
410.06

Names & synonyms

Heptafluorobutyric anhydride336-59-4Heptafluorobutanoic anhydridePerfluorobutanoic anhydrideButanoic acid, heptafluoro-, anhydrideH5L67KPX9ZCHEBI:39424Butanoic acid, 2,2,3,3,4,4,4-heptafluoro-, 1,1'-anhydrideDTXSID10861881RefChem:145634DTXCID30810735206-410-8
Show more names
HFAAAKOS B020344uorobutyric anhydrideHeptafluorotic anhydridePERFLUORO-N-BUTYRIC ANHYDRIDE
Perfluorobutyric anhydride2,2,3,3,4,4,4-heptafluorobutanoic anhydride2,2,3,3,4,4,4-heptafluorobutanoyl 2,2,3,3,4,4,4-heptafluorobutanoateMFCD00000432C8F14O3Heptafluorobutyric anhydride, for GC derivatization, >=99.0%EINECS 206-410-8UNII-H5L67KPX9Z

Database identifiers

CAS
336-59-4
PubChem CID
67643
DTXSID
DTXSID10861881
ChEBI
CHEBI:39424
UNII
H5L67KPX9Z
EC Number
206-410-8
Nikkaji
J193.783I

Properties

Computed structural properties

XLogP
4.8
Topological polar surface area
43.4 Ų
Hydrogen bond donors
0
Hydrogen bond acceptors
17
Rotatable bonds
6
Heavy atoms
25

Experimental & physicochemical properties

PFAS · 5 items

PFAS -> non-polymer

PFAS -> Other/unspecified

PFAS -> OECD Category

PFAS -> Perfluoroalkane carbonyl fluoride (PACF)-based substances

PFAS -> Other/unspecified

SpringerMaterials PropertiesDiamagnetic susceptibility

Physicochemical properties

Melting point
43 °C · −43 °C(lit.)
Boiling point
108 · 108-110 °C(lit.)
Density
1.674 g/mL · 1.674 g/mL at 20 °C(lit.)
refractive index
20 · n20/D 1.287(lit.)
Flash point
None
storage temp.
room temp

Safety & regulation

GHS classification

GHS Classification · 6 items

Danger

H314 (100%): Causes severe skin burns and eye damage [Danger Skin corrosion/irritation]

P260, P264, P280, P301+P330+P331, P302+P361+P354, P304+P340, P305+P354+P338, P316, P321, P363, P405, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 52 reports by companies from 5 notifications to the ECHA C&L Inventory.

Danger

H318: Causes serious eye damage [Danger Serious eye damage/eye irritation]

Hazard information

Regulatory Information · 2 items

Chemical: Butanoic acid, heptafluoro-, anhydride

Bis(heptafluorobutyric) anhydride: Does not have an individual approval but may be used under an appropriate group standard

Other Safety InformationIMAP assessments - Short chain perfluorocarboxylic acids and their direct precursors: Human health tier II assessment
Hazard Classes and Categories · 2 items

Skin Corr. 1B (100%)

Eye damage - category 1

Safety data

F
10-21
PPE
Faceshields, Gloves, Goggles, type ABEK (EN14387) respirator filter
wgk
3
tsca
TSCA listed
ridadr
UN 3265 8/PG 2
hs_code
29159080

Chemistry & industry

Pharmacology

MeSH Pharmacological Classification · 1 item

Substances used for the detection, identification, analysis, etc. of chemical, biological, or pathologic processes or conditions. Indicators are substances that change in physical appearance, e.g., color, at or approaching the endpoint of a chemical titration, e.g., on the passage between acidity and alkalinity. Reagents are substances used for the detection or determination of another substance by chemical or microscopical means, especially analysis. Types of reagents are precipitants, solvents, oxidizers, reducers, fluxes, and colorimetric reagents. (From Grant & Hackh's Chemical Dictionary, 5th ed, p301, p499)

Uses & manufacturing

Uses · 2 items

non-polymer PFAS -> Laboratory Supplies -> Consumable materials

• Laboratory chemicals [Ref: http://www.spin2000.net/spinmyphp/]

Use ClassificationPFAS (per- and polyfluoroalkyl substances) -> OECD Category
General Manufacturing InformationButanoic acid, 2,2,3,3,4,4,4-heptafluoro-, 1,1'-anhydride: ACTIVE
Applications · 4 items

UsesHeptafluorobutyric anhydride (HFAA) is frequently used as an acylating agent for the derivatization of primary and secondary amines (Walle and Ehrsson, 1971). Commercially available Heptafluorobutyric anhydride may afford low yields of the derivative due to the presence of Heptafluorobutyric acid (Moodie et al., 1985). This contaminant may be removed by ditillation over phosphorus pentoxide (Walle and Ehrsson, 1970). HFAA is used to increase volatility of an analyte, and to introduce fluorine atoms for better detection limits in gas chromatography applications. suzuki reaction

UsesHeptafluorobutyric anhydride is used as a derivatization reagent for gas chromatography - mass mass spectrometry analysis of the stereoisomer content of synthetic peptides. It is a GC derivatizing agent used to prepare volatile derivatives of amino acids and other biologically active compounds.

UsesAs a GC derivatizing agent, Heptafluorobutyric anhydride is used to prepare volatile derivatives of amino acids and other biologically active compounds.

General DescriptionHeptafluorobutyric anhydride is a perfluoroacylated acylation reagent, that forms stable, volatile derivatives with alcohols, amines, and phenols. It is majorly used to prepare electron-capturing derivatives for GC/electron capture detection. It 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. It is also used for the frequent testing of drugs of abuse such as, amphetamines and phencyclidine by GC-MS technique.

Suppliers50 total

国药集团化学试剂有限公司86-21-63210123 · [email protected]
梯希爱(上海)化成工业发展有限公司021-67121386 · [email protected]
上海阿拉丁生化科技股份有限公司400-6206333 13167063860 · [email protected]
INTATRADE GmbH+49 3493/605464 · [email protected]
T&W GROUP021-61551611 13296011611 · [email protected]

Additional notes

DefinitionChEBI: An acyclic carboxylic anhydride that is perfluorinated butyric anhydride. It is used as a derivatising reagent for gas chromatographic analyses.

Related reactions

6 records

Linked notes

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