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381322

Sigma-Aldrich

4,4′-Difluorobenzil

98%

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About This Item

Linear Formula:
FC6H4COCOC6H4F
CAS Number:
Molecular Weight:
246.21
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:

Assay

98%

mp

120-122 °C (lit.)

SMILES string

Fc1ccc(cc1)C(=O)C(=O)c2ccc(F)cc2

InChI

1S/C14H8F2O2/c15-11-5-1-9(2-6-11)13(17)14(18)10-3-7-12(16)8-4-10/h1-8H

InChI key

BRKULQOUSCHDGS-UHFFFAOYSA-N

Gene Information

General description

4,4′-Difluorobenzil is a benzil derivative. Its reaction with benzylurea and phenethylurea has been investigated. It is reported to undergo condensation with Fe2(SH)2(CO)6 to afford the adduct Fe2[S2C2(OH)2(C6H4-4-F)2](CO)6.

Application

4,4′-Difluorobenzil is suitable for use in the preparation of 2,3-bis(4-fluorophenyl)thieno[3,4-b]pyrazine. It may be used in the synthesis of following:
  • poly(ether-α-diketone)s, via nucleophilic substitution reaction with bisphenol A
  • 4,4′-difluoro-2,3-diphenylpyrazine (DPPF) and 4,4′-difluoro-5-methyl 2,3-diphenylpyrazine (MDPPF), via direct condensation with ethylenediamine and 1,2-diaminopropane, respectively
  • 2,3-bis(4-fluorophenyl)quinoxaline, via direct condensation with 1,2-phenylenediamine

Pictograms

Exclamation mark

Signal Word

Warning

Hazard Statements

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

Target Organs

Respiratory system

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Jane L Stanley et al.
Organometallics, 26(8), 1907-1911 (2008-07-02)
Reaction of Fe(2)(SH)(2)(CO)(6) and HCHO, which gives Fe(2)[(SCH(2))(2)NH](CO)(6) in the presence of NH(3), affords the possible intermediate Fe(2)(SCH(2)OH)(2)(CO)(6), which has been characterized crystallographically as its axial-equatorial isomer. Fe(2)(SCH(2)OH)(2)(CO)(6) was shown to react with ammonia and amines to give Fe(2)[(SCH(2))(2)NR](CO)(6) (R
Giulio G Muccioli et al.
Organic letters, 5(20), 3599-3602 (2003-09-26)
[reaction: see text] A new access to benzhydryl-phenylureas is described. These new interesting urea derivatives were obtained by reaction of substituted benzils with substituted phenylureas under microwave irradiation. Phenylthiourea, when reacted with benzil, gave 3-phenyl-thiohydantoin. Moreover, benzylurea, as phenethylurea, gave
Synthesis and Characterization of N-(2-Ethylhexyl) carbazole-2, 3-Bis (4-fluorophenyl)) thieno [3, 4-b] pyrazine Copolymer.
Li JC, et al.
Bull. Korean Chem. Soc., 31(7), 2073-2076 (2010)
Yellow organic light-emitting diodes based on phosphorescent iridium (III) pyrazine complexes: Fine tuning of emission color.
Ge G, et al.
Inorgorganica Chimica Acta, 362(7), 2231-2226 (2009)
Fu-Ming Hwang et al.
Inorganic chemistry, 44(5), 1344-1353 (2005-03-01)
Rational design and syntheses of four iridium complexes (1-4) bearing two substituted quinoxalines and an additional 5-(2-pyridyl) pyrazolate or triazolate as the third coordinating ligand are reported. Single-crystal X-ray diffraction studies of 1 reveal a distorted octahedral geometry, in which

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