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292478

Sigma-Aldrich

4,5-Difluoro-2-nitroaniline

98%

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About This Item

Linear Formula:
F2C6H2(NO2)NH2
CAS Number:
78056-39-0
Molecular Weight:
174.10
Beilstein:
2723242
MDL number:
MFCD00010876
UNSPSC Code:
12352100
PubChem Substance ID:
24857587
NACRES:
NA.22

Assay

98%

mp

107-108 °C (lit.)

SMILES string

Nc1cc(F)c(F)cc1[N+]([O-])=O

InChI

1S/C6H4F2N2O2/c7-3-1-5(9)6(10(11)12)2-4(3)8/h1-2H,9H2

InChI key

WDMCABATCGQAKK-UHFFFAOYSA-N

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Application

4,5-Difluoro-2-nitroaniline has been used in the preparation of:
  • 2-chloro-5,6-difluorobenzimidazole
  • 1-(4,5-difluoro-2-nitrophenyl)pyrene via diazotization reaction with isoamyl nitrite in the presence of pyrene
  • 5-ethoxy-6-fluorobenzofuroxan

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H315,H319,H335

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

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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European journal of medicinal chemistry, 37(5), 355-366 (2002-05-15)
Thirty-six 6(7)-substituted-3-methyl- or 3-halogenomethyl-2-phenylthio-phenylsulphonyl-chloro-quinoxaline 1,4-dioxides belonging to series 3-6 were synthesised and submitted to a preliminary in vitro evaluation for antimycobacterial, anticandida and antibacterial activities. Antitubercular screening showed a generally good activity of 3-methyl-2-phenylthioquinoxaline 1,4-dioxides (3d,e,h-j) against Mycobacterium tuberculosis, and
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Rice JE, et al.
The Journal of Organic Chemistry, 53(8), 1775-1779 (1988)
R Zou et al.
Journal of medicinal chemistry, 40(5), 811-818 (1997-02-28)
2-Chloro-5,6-difluorobenzimidazole (8) was prepared from 4,5-difluoro-2-nitroaniline (5) via successive reduction, cyclization, and diazotization reactions. 2-Chloro-5,6-dibromobenzimidazole (10) was obtained by a direct bromination of 2-chlorobenzimidazole (9) with bromine-water. 2-Chloro-5,6-diiodobenzimidazole (15) was synthesized by a stepwise transformation of the nitro functions of

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