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196614

Sigma-Aldrich

2,6-Difluoroaniline

≥97%

Synonym(s):

2,6-Difluorobenzenamine, 2,6-Difluorobenzeneamine, 2,6-Difluorophenylamine

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About This Item

Linear Formula:
F2C6H3NH2
CAS Number:
5509-65-9
Molecular Weight:
129.11
Beilstein:
2802697
EC Number:
226-853-0
MDL number:
MFCD00007655
UNSPSC Code:
12352100
PubChem Substance ID:
24851775
NACRES:
NA.22

Assay

≥97%

form

liquid

refractive index

n20/D 1.508 (lit.)

bp

51-52 °C/15 mmHg (lit.)

density

1.199 g/mL at 25 °C (lit.)

SMILES string

Nc1c(F)cccc1F

InChI

1S/C6H5F2N/c7-4-2-1-3-5(8)6(4)9/h1-3H,9H2

InChI key

ODUZJBKKYBQIBX-UHFFFAOYSA-N

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Application

2,6-Difluoroaniline was used in the synthesis of:
  • N-2,6-difluorophenyl-5-methoxy-1,2,4-triazolo[1,5-a]pyrimidine-2-sulfonamide, herbicidal compound
  • series of 2,6,9-trisubstituted purine inhibitors of p38α kinase
  • substituted phenylthiomorpholine dioxide, an active pharmaceutical intermediate

Pictograms

FlameExclamation mark
GHS02,GHS07

Signal Word

Warning

Hazard Classifications

Acute Tox. 4 Dermal - Acute Tox. 4 Inhalation - Acute Tox. 4 Oral - Flam. Liq. 3 - Skin Sens. 1

Storage Class Code

3 - Flammable liquids

WGK

WGK 3

Flash Point(F)

123.8 °F - closed cup

Flash Point(C)

51 °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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Catalyzed double Michael addition of anilines to vinyl sulfone.
Chen JJ, et al.
Tetrahedron Letters, 44(17), 3459-3462 (2003)
Chao-Nan Chen et al.
Bioorganic & medicinal chemistry, 17(8), 3011-3017 (2009-04-04)
Triazolopyrimidine-2-sulfonamide belongs to a herbicide group called acetohydroxyacid synthase inhibitors. With the aim to discover new triazolopyrimidine sulfonanilide compounds with high herbicidal activity and faster degradation rate in soil, the methyl group of Flumetsulam (FS) was modified into a methoxy
Zehong Wan et al.
Bioorganic & medicinal chemistry letters, 13(6), 1191-1194 (2003-03-20)
The design, synthesis and SAR of a series of 2,6,9-trisubstituted purine inhibitors of p38alpha kinase is reported. Synthetic routes were devised to allow for array synthesis in which all three points of diversity could be facilely explored. The binding of
Irudayaraj Bernadette Amali et al.
Applied biochemistry and biotechnology, 190(2), 373-390 (2019-08-01)
In this article, we have reported the preparation and structural characterization of a new Schiff base ligand (E)-2-(((2,6-difluorophenyl)imino)methyl)phenol (HSBL) and its derived metal(II) complexes [Cu(SBL)2] (1), [Ni(SBL)2] (2) and [Pd(SBL)2] (3). Using various analytical and spectroscopic techniques, their structural properties
Simone K Schmidt et al.
Chirality, 29(1), 48-56 (2016-12-27)
For the enantiopure synthesis of novel chiral GABA uptake inhibitors, nipecotic acid (1) is an important key precursor. To characterize accurately the pharmacological activity of these interesting target compounds, the determination of the correct enantiomeric purity of nipecotic acid as
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