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103713

Sigma-Aldrich

2,3,4,5,6-Pentafluoroaniline

99%

Synonym(s):

Pentafluoroaniline

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About This Item

Linear Formula:
C6F5NH2
CAS Number:
771-60-8
Molecular Weight:
183.08
Beilstein:
1819387
EC Number:
212-234-2
MDL number:
MFCD00007643
UNSPSC Code:
12352100
PubChem Substance ID:
24846618
NACRES:
NA.22

Quality Level

100

Assay

99%

form

solid

bp

153 °C (lit.)

mp

33-35 °C (lit.)

solubility

toluene: soluble

SMILES string

Nc1c(F)c(F)c(F)c(F)c1F

InChI

1S/C6H2F5N/c7-1-2(8)4(10)6(12)5(11)3(1)9/h12H2

InChI key

NOXLGCOSAFGMDV-UHFFFAOYSA-N

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General description

2,3,4,5,6-Pentafluoroaniline forms metal-drug complexes, cis-Pt-(2,3,4,5,6-pentafluoroaniline)2-Br2 which has been tested against the promastigote forms of Leishmania donovani.

Application

2,3,4,5,6-Pentafluoroaniline may be used in the preparation of pentafluorophenylammonium triflate, an efficient catalyst for esterification and thioesterification. 2,3,4,5,6-Pentafluoroaniline was used in synthesis of various titanium complexes having two anionic [N, O–] bidentate salicylaldiminato ligands.

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H315 - H319

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

163.4 °F

Flash Point(C)

73 °C

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

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C M Mesa-Valle et al.
The Journal of antimicrobial chemotherapy, 40(1), 47-57 (1997-07-01)
The action of 16 newly synthesized metal complexes having the general structure cis-Pt-(II)-Xn-Ln have been tested in vitro against the promastigote forms of Leishmania donovani. The metal complexes at 24 h and maximum dosages inhibited growth from 0%, e.g. in
Bis (salicylaldiminato) titanium complexes containing bulky imine substituents: Synthesis, characterization and ethene polymerization studies.
Parssinen A, et al.
European Journal of Inorganic Chemistry, 2005(11), 2100-2109 (2005)
Pentafluorophenylammonium triflate (PFPAT): an efficient, practical, and cost-effective catalyst for esterification, thioesterification, transesterification, and macrolactone formation.
Funatomi T, et al.
Green Chemistry, 8(12), 1022-1027 (2006)
Vasily A Ilichev et al.
Dalton transactions (Cambridge, England : 2003), 48(3), 1060-1066 (2019-01-03)
To obtain new efficient lanthanide-based NIR luminophores perfluorinated 2-mercaptobenzothiazole was used as a ligand. The ate-complexes [(Ln(mbtF)4)-(Na(DME)3)+] of Nd (1), Sm (2), Tb (3), Er (4), Yb (5) and [(Y(mbtF)4)-(Li(DME)3)+] (6) were synthesized in high yields by the reactions of
I M Rietjens et al.
Chemico-biological interactions, 77(3), 263-281 (1991-01-01)
Metabolism and bioactivation of fluoroanilines was studied both in vitro in microsomal systems and in vivo. 4-Fluoroaniline and pentafluoroaniline and their non-para fluorinated analogues were used as the model compounds. Special attention was focussed on bioactivation to reactive benzoquinoneimines. Cytochrome
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