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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.)

functional group

fluoro
nitro

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]
  • 1-(4,5-difluoro-2-nitrophenyl)pyrene via diazotization reaction with isoamyl nitrite in the presence of pyrene[2]
  • 5-ethoxy-6-fluorobenzofuroxan[3]

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

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Certificates of Analysis (COA)

Lot/Batch Number
MKBD2026
02927HH
01702HW
15511KD
14806ED

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Synthesis of fluorinated derivatives of benzo [k] fluoranthene and indeno [1, 2, 3-cd] pyrene and 8, 9-dihydro-8, 9-epoxybenzo [k] fluoranthene.
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
Antonio Carta et al.
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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