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196649

Sigma-Aldrich

2-Fluorobenzonitrile

98%

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About This Item

Linear Formula:
FC6H4CN
CAS Number:
Molecular Weight:
121.11
Beilstein:
2042184
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22

Quality Level

Assay

98%

form

liquid

refractive index

n20/D 1.505 (lit.)

bp

90 °C/21 mmHg (lit.)

density

1.116 g/mL at 25 °C (lit.)

functional group

fluoro
nitrile

SMILES string

Fc1ccccc1C#N

InChI

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

InChI key

GDHXJNRAJRCGMX-UHFFFAOYSA-N

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General description

2-Fluorobenzonitrile reacts with lithium N,N-dialkylaminoborohydride reagent to yield 2-(N,N-dialkylamino)benzylamines.

Application

2-Fluorobenzonitrile was used in the synthesis of :
  • 3-amino-1,2-benzisoxazoles
  • 6-(acetylaminomethyl)-3-amino-1,2-benzisoxazole
  • 5-(4′-methyl [1, 1′-biphenyl]-2-yl)-1H-tetrazole
  • xanthone-iminium triflates

Pictograms

CorrosionExclamation mark

Signal Word

Danger

Hazard Statements

Precautionary Statements

Hazard Classifications

Acute Tox. 4 Oral - Eye Dam. 1 - Skin Irrit. 2 - STOT SE 3

Target Organs

Respiratory system

Storage Class Code

10 - Combustible liquids

WGK

WGK 3

Flash Point(F)

165.2 °F - closed cup

Flash Point(C)

74 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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H M Colquhoun et al.
Organic letters, 3(15), 2337-2340 (2001-07-21)
[reaction: see text] Condensation of 2-fluorobenzonitriles with phenoxides affords 2-aryloxybenzonitriles that cyclize cleanly in trifluoromethanesulfonic acid at room temperature to give xanthone-iminium triflates. The C=N bond in these compounds is remarkably resistant to hydrolysis, but prolonged reaction with strong aqueous
S Thomas et al.
The Journal of organic chemistry, 66(6), 1999-2004 (2001-04-13)
A novel tandem amination-reduction reaction has been developed in which 2-(N,N-dialkylamino)benzylamines are generated from 2-halobenzonitriles and lithium N,N-dialkylaminoborohydride (LAB) reagents. These reactions are believed to occur through a tandem S(N)Ar amination-reduction mechanism wherein the LAB reagent promotes halide displacement by
S D Lepore et al.
The Journal of organic chemistry, 65(10), 2924-2932 (2000-05-18)
Further exploration of the scope of our solid-phase method for the synthesis of 3-aminobenzisoxazoles (using the Kaiser oxime resin 1) is described. The effects of base, leaving group, and solvent on the nucleophilic aromatic substitution based resin-loading reaction are discussed.
Efficient synthesis of 5-(4'-methyl [1, 1'-biphenyl]-2-yl)-1H-tetrazole.
Russell RK and Murray WV.
The Journal of Organic Chemistry, 58(18), 5023-5024 (1993)
Edmund J Norris et al.
PLoS neglected tropical diseases, 14(9), e0008365-e0008365 (2020-09-09)
Insecticide resistance poses a significant threat to the control of arthropods that transmit disease agents. Nanoparticle carriers offer exciting opportunities to expand the armamentarium of insecticides available for public health and other pests. Most chemical insecticides are delivered by contact

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