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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
Recommended Products
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
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
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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)
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.
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