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139416

Sigma-Aldrich

4-Fluorobenzonitrile

99%

Synonym(s):

1-Cyano-4-fluorobenzene, 4-Cyanofluorobenzene, 4-Fluorobenzonitrile, 4-Fluorocyanobenzene, Para-fluorobenzonitrile, p-Cyanofluorobenzene, p-Fluorobenzonitrile, p-Fluorophenyl cyanide

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About This Item

Linear Formula:
FC6H4CN
CAS Number:
1194-02-1
Molecular Weight:
121.11
Beilstein:
2041517
EC Number:
214-784-9
MDL number:
MFCD00001812
UNSPSC Code:
12352100
PubChem Substance ID:
24848410
NACRES:
NA.22

Assay

99%

form

solid

bp

188 °C/750 mmHg (lit.)

mp

32-34 °C (lit.)

SMILES string

Fc1ccc(cc1)C#N

InChI

1S/C7H4FN/c8-7-3-1-6(5-9)2-4-7/h1-4H

InChI key

AEKVBBNGWBBYLL-UHFFFAOYSA-N

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General description

4-Fluorobenzonitrile undergoes metal-mediated coupling to yield eight-membered thorium(IV) tetraazamacrocycle. It undergoes condensation with diphenylamine to yield monomer 4-cyanotriphenylamine.

Pictograms

FlameExclamation mark
GHS02,GHS07

Signal Word

Danger

Hazard Statements

H228,H302 + H312 + H332

Hazard Classifications

Acute Tox. 4 Dermal - Acute Tox. 4 Inhalation - Acute Tox. 4 Oral - Flam. Sol. 1

Storage Class Code

4.1B - Flammable solid hazardous materials

WGK

WGK 3

Flash Point(F)

149.0 °F - closed cup

Flash Point(C)

65 °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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Poly (triphenylamine) s derived from oxidative coupling reaction: Substituent effects on the polymerization, electrochemical, and electro-optical properties.
Lin H-Y and Liou G-S.
Journal of Polymer Science Part A: Polymer Chemistry, 47(1), 285-294 (2009)
Eric J Schelter et al.
Chemical communications (Cambridge, England), (10)(10), 1029-1031 (2007-02-28)
An eight-membered thorium(IV) tetraazamacrocycle is produced by the sequential, metal-mediated coupling of four equivalents of 4-fluorobenzonitrile; its formation is consistent with the involvement of an imido intermediate, generated from a thorium ketimide complex.
Oriol Planas et al.
Science (New York, N.Y.), 367(6475), 313-317 (2020-01-18)
Bismuth catalysis has traditionally relied on the Lewis acidic properties of the element in a fixed oxidation state. In this paper, we report a series of bismuth complexes that can undergo oxidative addition, reductive elimination, and transmetallation in a manner
Soumya Mukherjee et al.
Chemistry (Weinheim an der Bergstrasse, Germany), 24(45), 11771-11778 (2018-05-29)
Fluorous organic building blocks were utilized to develop two self-assembled, hydrophobic, fluorinated porous organic polymers (FPOPs), namely, FPOP-100 and FPOP-101. Comprehensive mechanical analyses of these functionalised triazine network polymers marked the introduction of mechanical stiffness among all porous organic network
Tryfon Zarganes-Tzitzikas et al.
Molecules (Basel, Switzerland), 24(7) (2019-04-17)
Imaging techniques, such as positron emission tomography (PET), represent great progress in the clinical development of drugs and diagnostics. However, the efficient and timely synthesis of appropriately labeled compounds is a largely unsolved problem. Numerous small drug-like molecules with high

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