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
Show more names
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
- Formal charge
- 0
- Complexity
- 493
Experimental & physicochemical properties
PFAS
PFAS -> non-polymer
PFAS -> Other/unspecified
PFAS -> OECD Category
PFAS -> Perfluoroalkane carbonyl fluoride (PACF)-based substances
PFAS -> Other/unspecified
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
- solubility
- Miscible with halogenated solvents. Immiscible with polar solvents.
- form
- Liquid
- Specific Gravity
- 1.653 · 1.653
- color
- Colorless to Almost colorless
- Water Solubility
- REACTS
- Sensitive
- Hygroscopic
- BRN
- 856036 · 856036
- Stability
- Moisture Sensitive
- InChI
- 1S/C8F14O3/c9-3(10,5(13,14)7(17,18)19)1(23)25-2(24)4(11,12)6(15,16)8(20,21)22
- InChIKey
- UFFSXJKVKBQEHC-UHFFFAOYSA-N
- SMILES
- FC(F)(F)C(F)(F)C(F)(F)C(=O)OC(=O)C(F)(F)C(F)(F)C(F)(F)F
- CAS DataBase Reference
- 336 · 336-59-4(CAS DataBase Reference)
- FDA UNII
- 5 L67KPX9Z · H5L67KPX9Z
- NIST Chemistry Reference
- Heptafluorobutyric anhydride(336-59-4)
- EPA Substance Registry System
- Heptafluorobutyric anhydride (336-59-4)
- UNSPSC Code
- 12352100 · 12352100
- NACRES
- 22 · NA.22
- Symbol(GHS)
- 5 · GHS05
- Signal word
- Danger
- Hazard statements
- 314 · H314
- Precautionary statements
- 280 · P280-P303+P361+P353-P304+P340+P310-P305+P351+P338-P363-P405
- PPE
- Faceshields, Gloves, Goggles, type ABEK (EN14387) respirator filter
- Hazard Codes
- C
- Risk Statements
- 34 · 34
- Safety Statements
- 26 · 26-36/37/39-45
- RIDADR
- 3265 · UN 3265 8/PG 2
- WGK Germany
- 3 · 3
- F
- 10 · 10-21
- Hazard Note
- Corrosive/Hygroscopic
- TSCA
- TSCA listed
- HazardClass
- 8 · 8
- PackingGroup
- III
- HS Code
- 29159080 · 29159080
- Storage Class
- 8 A · 8A - Combustible corrosive hazardous materials
- Hazard Classifications
- 1 B · Skin Corr. 1B
Safety & regulation
GHS classification
GHS Classification
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
Chemical: Butanoic acid, heptafluoro-, anhydride
Bis(heptafluorobutyric) anhydride: Does not have an individual approval but may be used under an appropriate group standard
Hazard Classes and Categories
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
- risk_code
- 34
- Signal word
- Danger
- Symbol(GHS)
- GHS05
- hazard_code
- C
- hazard_note
- Corrosive/Hygroscopic
- safety_code
- 26-36/37/39-45
- hazard_class
- 8
- Storage Class
- 8A - Combustible corrosive hazardous materials
- packing_group
- III
- Hazard statements
- H314
- Hazard Classifications
- Skin Corr. 1B
- Precautionary statements
- P280-P303+P361+P353-P304+P340+P310-P305+P351+P338-P363-P405
Chemistry & industry
Pharmacology
MeSH Pharmacological Classification
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
non-polymer PFAS -> Laboratory Supplies -> Consumable materials
• Laboratory chemicals [Ref: http://www.spin2000.net/spinmyphp/]
Applications
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.
Upstream & downstream products
Upstream raw materials
Downstream products
Suppliers50 total
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
Linked notes
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