Chemistry:Benzoyl fluoride
From HandWiki
| |
| Identifiers | |
|---|---|
3D model (JSmol)
|
|
| ChemSpider | |
| EC Number |
|
PubChem CID
|
|
| UNII | |
CompTox Dashboard (EPA)
|
|
| |
| |
| Properties | |
| C7H5FO | |
| Molar mass | 124.114 g·mol−1 |
| Appearance | colorless liquid |
| Density | 1.14 g/cm3 |
| Melting point | -28 °C |
| Boiling point | 160 °C |
| hydrolysis | |
| Hazards | |
| GHS pictograms |  
|
| GHS Signal word | Danger |
| H226, H314 | |
| P210, P233, P240, P241, P242, P243, P260, P264, P280, P301+330+331, P302+361+354Script error: No such module "Preview warning".Category:GHS errors, P303+361+353, P304+340, P305+354+338Script error: No such module "Preview warning".Category:GHS errors, P316Script error: No such module "Preview warning".Category:GHS errors, P321, P363, P370+378, P403+235, P405, P501 | |
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). | |
| Infobox references | |
Tracking categories (test):
Benzoyl fluoride is an organic, aromatic compound of carbon, hydrogen, fluorine, and oxygen. It is the acyl fluoride of benzoic acid; its chemical formula is C
7H
5FO. It was initially isolated by Alexander Borodin in 1863.[2][3][4]
Synthesis
Benzoyl fluoride can be prepared by the reaction of benzoyl chloride or benzoic anhydride with potassium fluoride,[5] or by using trifluorotoluene as a precoursor in presence of niobium pentoxide as a catalyst.[6]
Chemical properties
Benzoyl fluoride hydrolyzes in water to benzoic acid and reacts with alkalis to form salts:[7]
- C
6H
5COF + H
2O → C
6H
5COOH + HF - C
6H
5COF + 2NaOH → C
6H
5COONa + NaF + H
2O
- C
Physical properties
Benzoyl fluoride is a colorless liquid that is soluble in ethanol, diethyl ether, and acetone.
Uses
The compound can be used as an ionic liquid[8] and as a silicone depolymerization agent.
See also
References
- ↑ "Benzoyl fluoride" (in en). https://pubchem.ncbi.nlm.nih.gov/compound/67999#section=Safety-and-Hazards.
- ↑ Borodine, A. (January 1863). "Zur Geschichte der Fluorverbindungen und über das Fluorbenzoyl". Justus Liebigs Annalen der Chemie 126 (1): 58–62. doi:10.1002/jlac.18631260105. https://chemistry-europe.onlinelibrary.wiley.com/doi/10.1002/jlac.18631260105. Retrieved 22 August 2025.
- ↑ Olah, G. A.; Ohannesian, L.; Arvanaghi, M. (1987). "Formylating Agents". Chemical Reviews 87 (4): 671–686. doi:10.1021/cr00080a001.
- ↑ Roscoe, Henry Enfield; Schorlemmer, Karl (1892) (in en). A Treatise on Chemistry. D. Appleton and Company. p. 170. https://www.google.ru/books/edition/A_Treatise_on_Chemistry/1VpKAAAAYAAJ?hl=en&gbpv=1&dq=%22Benzoyl+fluoride%22&pg=PA170&printsec=frontcover. Retrieved 23 August 2025.
- ↑ Döhlert, Peter; Pfrommer, Johannes; Enthaler, Stephan (5 January 2015). "Recycling Concept for End-of-Life Silicones: Boron Trifluoride Diethyl Etherate as Depolymerization Reagent to Produce Difluorodimethylsilane as Useful Commodity". ACS Sustainable Chemistry & Engineering 3 (1): 163–169. doi:10.1021/sc500666d. Bibcode: 2015ASCE....3..163D. https://pubs.acs.org/doi/10.1021/sc500666d. Retrieved 22 August 2025.
- ↑ Zakzeski, Joseph; Fan, Irene S.; Bell, Alexis T. (May 2009). "Preparation of benzoyl fluoride from benzotrifluoride catalyzed by niobium oxide". Chemistry:Applied Catalysis A: General 360 (1): 33–37. doi:10.1016/j.apcata.2009.02.042. Bibcode: 2009AppCA.360...33Z. https://www.cchem.berkeley.edu/~atbgrp/files/App%20Cat%20A%202009%20360%2034.pdf.
- ↑ (in en) Nature: The International Journal of Science. Macmillan Publishers Limited, part of Springer Nature. 1891. p. 64. https://www.google.ru/books/edition/Nature/ubBWCDlfMZcC?hl=en&gbpv=1&dq=%22Benzoyl+fluoride%22&pg=PA64&printsec=frontcover. Retrieved 23 August 2025.
- ↑ Jander, Gerhart; Schwiegk, Lothar (May 1961). "Benzoylfluorid als ionisierendes Lösungsmittel. I" (in de). Zeitschrift für anorganische und allgemeine Chemie 310 (1–2): 1–11. doi:10.1002/zaac.19613100102. ISSN 0044-2313. Bibcode: 1961ZAACh.310....1J. https://onlinelibrary.wiley.com/doi/10.1002/zaac.19613100102. Retrieved 22 August 2025.
 |  |
