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641375

Sigma-Aldrich

4-Fluorophthalic anhydride

97%

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About This Item

Fórmula empírica (notación de Hill):
C8H3FO3
Número de CAS:
319-03-9
Peso molecular:
166.11
MDL number:
MFCD00191363
UNSPSC Code:
12352100
PubChem Substance ID:
24883115
NACRES:
NA.22

Quality Level

200

assay

97%

form

solid

mp

75-79 °C (lit.)

SMILES string

Fc1ccc2C(=O)OC(=O)c2c1

InChI

1S/C8H3FO3/c9-4-1-2-5-6(3-4)8(11)12-7(5)10/h1-3H

Inchi Key

XVMKZAAFVWXIII-UHFFFAOYSA-N

General description

4-Fluorophthalic anhydride is a fluorinated building block commonly used in chemical synthesis for the preparation of polyimide, pesticides, herbicides, and fungicides. It can be synthesized by treating 4-chlorophthalic anhydride with potassium fluoride.

Application

4-Fluorophthalic anhydride can be used as a reactant to prepare:
  • 4-amino substituted phthalimides applicable as potential fluorescent probes and fluorescent bioactive compounds.
  • 4,4′-bis(4-fluorophthalimido)diphenyl ether monomer, which is used in the synthesis of cardo polymers via nucleophilic substitution polymerization reaction.
  • Asymmetric polyimides by a solution polycondensation reaction.

pictograms

Skull and crossbones
GHS06

signalword

Danger

Hazard Classifications

Acute Tox. 3 Oral - Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

target_organs

Respiratory system

Storage Class

6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects

wgk_germany

WGK 2

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Faceshields, Gloves

Certificados de análisis (COA)

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Synthesis of cardo containing asymmetric poly (ether-naphthalimide-phthalimide) s
Mushtaq N, et al.
Polymer International, 66(11), 1633-1639 (2017)
Synthesis of high performance phenolphthalein-based cardo poly (ether ketone imide) s via aromatic nucleophilic substitution polymerization
Liu Jiangtao, et al.
Polymer, 70, 30-37 (2015)
Saturated vapor pressure of 4-fluorophthalic anhydride and 4-chlorophthalic anhydride and isobaric vapor-liquid phase equilibrium of 4-fluorophthalic anhydride+ 4-chlorophthalic anhydride: Measurement and modeling
LiRongRong, et al.
Fluid Phase Equilibria, 396, 35-42 (2015)
Efficient one-step synthesis of 4-amino substituted phthalimides and evaluation of their potential as fluorescent probes
Kindahl T and Chorell E
Organic & Biomolecular Chemistry, 12(25), 4461-4470 (2014)
Vu H Nguyen et al.
EJNMMI research, 3(1), 80-80 (2013-12-18)
Sigma2 (σ2) receptors are highly expressed in cancer cell lines and in tumours. Two novel selective 18F-phthalimido σ2 ligands, 18F-SIG343 and 18F-SIG353, were prepared and characterised for their potential tumour imaging properties. Preparation of 18F-SIG343 and 18F-SIG353 was achieved via
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