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126152

Sigma-Aldrich

1,2-Difluorobenzene

98%

Synonym(s):

o-Difluorobenzene

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About This Item

Empirical Formula (Hill Notation):
C6H4F2
CAS Number:
367-11-3
Molecular Weight:
114.09
Beilstein:
1905113
EC Number:
206-680-7
MDL number:
MFCD00000284
UNSPSC Code:
12352100
PubChem Substance ID:
24847704
NACRES:
NA.22

Assay

98%

form

liquid

refractive index

n20/D 1.443 (lit.)

bp

92 °C (lit.)

mp

−34 °C (lit.)

density

1.158 g/mL at 25 °C (lit.)

SMILES string

Fc1ccccc1F

InChI

1S/C6H4F2/c7-5-3-1-2-4-6(5)8/h1-4H

InChI key

GOYDNIKZWGIXJT-UHFFFAOYSA-N

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General description

1,2-Difluorobenzene undergoes defluorination under very mild conditions by H2 in the presence of NaOAc over rhodium pyridylphosphine and bipyridyl complexes tethered on a silica-supported palladium catalyst.

Application

1,2-Difluorobenzene(1,2-DFB) has been used to study the mechanism of dissociation of o-, m- and p-difluorobenzene ions by threshold photoelectron photoion coincidence spectroscopy. It has been used to study the room temperature adsorption of 1,2-DFB, 1,2-dichlorobenzene and 1,2-dibromobenzene on Si(100)2x1 by X-ray photoelectron spectroscopy and temperature programmed desorption. It was used as solvent in electrochemical studies on transition metal complexes.
Solvent useful for electrochemical studies on transition metal complexes.

Pictograms

Flame
GHS02

Signal Word

Danger

Hazard Statements

H225

Precautionary Statements

P210

Hazard Classifications

Flam. Liq. 2

Storage Class Code

3 - Flammable liquids

WGK

WGK 3

Flash Point(F)

33.8 °F - closed cup

Flash Point(C)

1 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Inorganic Chemistry, 28, 3923-3923 (1989)
Anne-Marie Boulanger et al.
Journal of the American Society for Mass Spectrometry, 20(1), 20-24 (2008-10-18)
Threshold photoelectron photoion coincidence (TPEPICO) experiments have shown that o-, m-, and p-difluorobenzene ions dissociate via a common, ring-opened intermediate and not via ionized p-difluorobenzene. Rice-Ramsperger-Kassel-Marcus (RRKM) modeling of the experimental breakdown curves yields activation energies for the initial isomerization
Hydrodefluorination of fluorobenzene and 1, 2-difluorobenzene under mild conditions over rhodium pyridylphosphine and bipyridyl complexes tethered on a silica-supported palladium catalyst.
Yang H, et al.
Organometallics, 18(12), 2285-2287 (1999)
I M Rietjens et al.
Biochemistry, 32(18), 4801-4812 (1993-05-11)
In the present study, a hypothesis is presented for the prediction of the regioselectivity of cytochrome P-450 catalyzed hydroxylation of fluorobenzenes. The regioselectivity of the in vivo hydroxylation of fluorobenzene, 1,2-difluorobenzene, 1,3-difluorobenzene, 1,2,3-triluorobenzene, and 1,2,4-triflurobenzene could be predicted within 6%
Competition between associative and dissociative adsorption of 1, 2-dihalogenated benzenes on Si (100) 2? 1: Formation of dihalocyclohexadiene, halophenyl and phenylene adstructures.
Zhou XJ and Leung KT.
Surface Science, 600(16), 3285-3296 (2006)
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