Heptafluorobutyric anhydride

Base Information

• Chemical Name: Heptafluorobutyric anhydride
• CAS No.: 336-59-4
• Molecular Formula: C8F14O3
• Molecular Weight: 410.064
• Hs Code.: 29159080
• European Community (EC) Number: 206-410-8
• UNII: H5L67KPX9Z
• DSSTox Substance ID: DTXSID10861881
• Nikkaji Number: J193.783I
• Wikidata: Q27119860
• Metabolomics Workbench ID: 56301
• Mol file: 336-59-4.mol

Synonyms:heptafluorobutyric anhydride

Chemical Property of Heptafluorobutyric anhydride

Chemical Property:

• Appearance/Colour: clear colorless liquid
• Vapor Pressure: 1.5mmHg at 25°C
• Melting Point: ?43 °C(lit.)
• Refractive Index: n20/D 1.287(lit.)
• Boiling Point: 106.7 °C at 760 mmHg
• Flash Point: 18.9 °C
• PSA: 43.37000
• Density: 1.724 g/cm³
• LogP: 3.72200
• Storage Temp.: Room temp
• Sensitive.: Hygroscopic
• Solubility.: Miscible with halogenated solvents. Immiscible with polar solven
• Water Solubility.: REACTS
• XLogP3: 4.8
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 17
• Rotatable Bond Count: 6
• Exact Mass: 409.9623881
• Heavy Atom Count: 25
• Complexity: 493

Purity/Quality:

98% ^*data from raw suppliers

Heptafluorobutyric Anhydride ^*data from reagent suppliers

Safty Information:

• Pictogram(s): C
• Hazard Codes: C
• Statements: 34
• Safety Statements: 26-36/37/39-45

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C(=O)(C(C(C(F)(F)F)(F)F)(F)F)OC(=O)C(C(C(F)(F)F)(F)F)(F)F
• General Description: Heptafluorobutyric anhydride (HFBA) is a fluorinated acid anhydride used as a derivatization reagent in chiral gas chromatography to reduce the polarity and basicity of compounds such as ephedrine, pseudoephedrine, and methylamphetamine, thereby improving enantiomeric separation. While the study primarily highlights pentafluoropropanoic anhydride (PFPA) and trifluoroacetic anhydride (TFAA) as more effective for specific enantiomeric separations, HFBA serves a similar role in modifying target analytes to enhance chromatographic resolution, aiding in the analysis of synthetic routes in illicit drug manufacturing.

Technology Process of Heptafluorobutyric anhydride

There total 10 articles about Heptafluorobutyric anhydride which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield:

heptafluorobutyric Acid (375-22-4) → perfluoropropylene (116-15-4,13429-24-8,25120-07-4,6792-31-0) + perfluorobutyryl fluoride (335-42-2) + heptafluorobutyric anhydride (336-59-4)

Guidance literature:

Pyrolyse von Lithium-, Calcium-, Strontium-, Blei- und Aluminium-Salz_.Pyrolysis;

DOI:10.1021/ja01114a040

Reference yield:

silver heptafluorobutyrate (3794-64-7) → heptafluorobutyric anhydride (336-59-4)

Guidance literature:

With sulfur; at 255 ℃;

DOI:10.1021/ja01109a029

Reference yield:

heptafluorobutyric Acid (375-22-4) → heptafluorobutyric anhydride (336-59-4)

Guidance literature:

With phosphorus pentoxide;

DOI:10.1039/jr9500002789 DOI:10.1021/jo01109a612

upstream raw materials:

heptafluorobutyric Acid

silver heptafluorobutyrate

heptafluorobutyryl chloride

Trifluoromethylsulfenyl chloride

Downstream raw materials:

heptafluoro-butyric acid biphenyl-2-ylamide

heptafluoro-butyric acid-(4-nitro-anilide)

heptafluoro-butyric acid-[2]naphthylamide

heptafluoro-butyric acid-[N-(1H,1H-heptafluoro-butyl)-anilide]

Refernces

Chiral gas chromatography as a tool for investigations into illicitly manufactured methylamphetamine

10.1002/chir.20957

The study aims to develop a chiral gas chromatographic method for separating compounds involved in the EMDE synthesis of methylamphetamine, a widely abused stimulant drug. The chemicals involved include ephedrine, pseudoephedrine, chlorinated intermediates, and methylamphetamine, which are the primary compounds of interest in the synthesis process. The researchers used fluorinated acid anhydrides such as trifluoroacetic anhydride (TFAA), pentafluoropropanoic anhydride (PFPA), and heptafluorobutyric anhydride (HFBA) as chemical derivatization reagents to reduce the polarity and basicity of these compounds, thereby improving enantiomeric separations. The study focused on separating the enantiomers of these compounds using a 2,3-di-O-methyl-6-t-butyl silyl-b-cyclodextrin stationary phase (CHIRALDEXTM B-DM) in a gas chromatograph. The results showed that PFPA derivatization effectively separated the enantiomers of pseudoephedrine, methylamphetamine, and chlorinated intermediates within 40 minutes, while TFAA was used for ephedrine enantiomers. The study concludes that this method can help identify the source of starting materials and synthetic routes used in the illicit manufacture of methylamphetamine, particularly distinguishing the Emde route from other methods like Birch reduction and Nagai methods.