Benzoyl fluoride

from Wikipedia, the free encyclopedia
Structural formula
Structural formula of benzoyl fluoride
General
Surname Benzoyl fluoride
Molecular formula C 7 H 5 FO
Brief description

colorless liquid

External identifiers / databases
CAS number 455-32-3
EC number 207-244-9
ECHA InfoCard 100.006.587
PubChem 67999
Wikidata Q4493246
properties
Molar mass 124.11 g mol −1
Physical state

liquid

density

1.14 g cm −3 (at 25 ° C)

Melting point

−28.5 ° C

boiling point

155 ° C

solubility

hydrolyzed in water

safety instructions
GHS labeling of hazardous substances
02 - Highly / extremely flammable 05 - Corrosive

danger

H and P phrases H: 226-314
P: 280-305 + 351 + 338-310
As far as possible and customary, SI units are used. Unless otherwise noted, the data given apply to standard conditions .

Benzoyl fluoride is a chemical compound that formally represents the fluoride of benzoic acid . It was first described by Alexander Borodin in 1863 .

Extraction and presentation

Benzoyl fluoride can be obtained from benzoyl chloride or benzoic anhydride and potassium fluoride . Alternatively, it can be prepared from benzotrifluoride with high yield with niobium (V) oxide as a catalyst .

use

Benzoyl fluoride can be used as an ionic liquid , as a depolymerization reagent for silicones and as a synthesis base.

Individual evidence

  1. ↑ a b c d Gerhart Jander , Lothar Schwiegk: Benzoyl fluoride as an ionizing solvent. I . In: Journal of Inorganic and General Chemistry . tape 310 , no. 1-2 , May 1961, pp. 1-11 , doi : 10.1002 / zaac.19613100102 .
  2. ↑ a b c Datasheet Benzoyl fluoride 99% from Sigma-Aldrich , accessed on July 30, 2018 ( PDF ).
  3. ↑ Data sheet Benzoyl fluoride, 97% from AlfaAesar, accessed on August 1, 2018 ( PDF )(JavaScript required) .
  4. ↑ A. Borodine: To the history of the fluorine compounds and over the fluorobenzoyl . In: Justus Liebig's Annals of Chemistry . tape 126 , no. 1 , 1863, p. 58-62 , doi : 10.1002 / jlac.18631260105 .
  5. ↑ a b Peter Döhlert, Johannes Pfrommer, Stephan Enthaler: Recycling Concept for End-of-Life Silicones: Boron Trifluoride Diethyl Etherate as Depolymerization Reagent to Produce Difluorodimethylsilane as Useful Commodity . In: ACS Sustainable Chemistry & Engineering . tape 3 , no. 1 , December 17, 2014, p. 163-169 , doi : 10.1021 / sc500666d .
  6. ↑ a b Joseph Zakzeski, Irene S. Fan, Alexis T. Bell: Preparation of benzoyl fluoride from benzotrifluoride catalyzed by niobium oxide . In: Applied Catalysis A: General . tape 360 , no. 1 , May 31, 2009, p. 33-37 , doi : 10.1016 / j.apcata.2009.02.042 ( PDF ).
  7. ↑ Gerhart Jander, Lothar Schwiegk: Benzoyl fluoride as an ionizing solvent. II . In: Journal of Inorganic and General Chemistry . tape 310 , no. 1-2 , May 1961, pp. 12-25 , doi : 10.1002 / zaac.19613100103 .