196622
2,5-Difluoronitrobenzene
97%
Synonym(s):
1,4-Difluoro-2-nitrobenzene
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About This Item
Linear Formula:
F2C6H3NO2
CAS Number:
Molecular Weight:
159.09
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22
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Quality Level
Assay
97%
form
liquid
refractive index
n20/D 1.509 (lit.)
bp
206.5 °C (lit.)
mp
−11.7 °C (lit.)
density
1.467 g/mL at 25 °C (lit.)
SMILES string
[O-][N+](=O)c1cc(F)ccc1F
InChI
1S/C6H3F2NO2/c7-4-1-2-5(8)6(3-4)9(10)11/h1-3H
InChI key
XNJAYQHWXYJBBD-UHFFFAOYSA-N
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Application
2,5-Difluoronitrobenzene was used in the synthesis of :
- N-alkylated 2-arylaminobenzimidazoles
- quinoxalinones
- N-(2-nitro-4-fluorophenyl)-l,2,3,4-tetrahydroisoquinoline
Signal Word
Warning
Hazard Statements
Precautionary Statements
Hazard Classifications
Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3
Target Organs
Respiratory system
Storage Class Code
10 - Combustible liquids
WGK
WGK 3
Flash Point(F)
194.0 °F - closed cup
Flash Point(C)
90 °C - closed cup
Personal Protective Equipment
dust mask type N95 (US), Eyeshields, Gloves
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H E Haenen et al.
Chemico-biological interactions, 98(2), 97-112 (1995-11-17)
Proximal tubular biotransformation of the glutathionyl (GSH) conjugate derived from 2,5-difluoronitrobenzene (5-fluoro-2-glutathionyl-nitrobenzene) was studied by means of 19F-NMR. This method allows a direct and specific detection of the fluorinated metabolites formed, at a detection limit of 1 microM for an
A solid phase traceless synthesis of quinoxalinones.
Krchnak V, et al.
Tetrahedron Letters, 41(16), 2835-2838 (2000)
Ring-opening reactions of N-aryl-, 1, 2, 3, 4-tetrahydroisoquinoline derivatives.
Andrew HK and Stanforth SP.
Tetrahedron, 48(4), 743-750 (1992)
I M Rietjens et al.
Chemico-biological interactions, 94(1), 49-72 (1995-01-01)
The in vivo metabolite patterns of 2,5-difluoroaminobenzene and of its nitrobenzene analogue, 2,5-difluoronitrobenzene, were determined using 19F NMR analysis of urine samples. Results obtained demonstrate significant differences between the biotransformation patterns of these two analogues. For the aminobenzene, cytochrome P450
Manuel A V Ribeiro da Silva et al.
The journal of physical chemistry. B, 114(40), 12914-12925 (2010-09-24)
This work reports the experimental and computational thermochemical study performed on three difluorinated nitrobenzene isomers: 2,4-difluoronitrobenzene (2,4-DFNB), 2,5-difluoronitrobenzene (2,5-DFNB), and 3,4-difluoronitrobenzene (3,4-DFNB). The standard (p° = 0.1 MPa) molar enthalpies of formation in the liquid phase of these compounds were
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