196649
2-Fluorobenzonitrile
98%
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Fórmula lineal:
FC6H4CN
Número CAS:
Peso molecular:
121.11
UNSPSC Code:
12352100
NACRES:
NA.22
PubChem Substance ID:
EC Number:
206-897-7
Beilstein/REAXYS Number:
2042184
MDL number:
Assay:
98%
Form:
liquid
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Permítanos ayudarleInChI key
GDHXJNRAJRCGMX-UHFFFAOYSA-N
InChI
1S/C7H4FN/c8-7-4-2-1-3-6(7)5-9/h1-4H
SMILES string
Fc1ccccc1C#N
assay
98%
form
liquid
Quality Level
bp
90 °C/21 mmHg (lit.)
density
1.116 g/mL at 25 °C (lit.)
functional group
fluoro, nitrile
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
signalword
Danger
hcodes
Hazard Classifications
Acute Tox. 4 Oral - Eye Dam. 1 - Skin Irrit. 2 - STOT SE 3
target_organs
Respiratory system
Clase de almacenamiento
10 - Combustible liquids
wgk
WGK 3
flash_point_f
165.2 °F - closed cup
flash_point_c
74 °C - closed cup
ppe
Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter
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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
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
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)
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