532754
2-Bromo-5-fluorobenzonitrile
95%
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About This Item
Linear Formula:
BrC6H3(F)CN
CAS Number:
Molecular Weight:
200.01
NACRES:
NA.22
PubChem Substance ID:
UNSPSC Code:
12352100
EC Number:
260-711-9
MDL number:
Assay:
95%
InChI key
MDHNVHCZDCSTMS-UHFFFAOYSA-N
InChI
1S/C7H3BrFN/c8-7-2-1-6(9)3-5(7)4-10/h1-3H
SMILES string
Fc1ccc(Br)c(c1)C#N
assay
95%
mp
92-95 °C (lit.)
functional group
bromo, fluoro, nitrile
General description
2-Bromo-5-fluorobenzonitrile can be prepared from 3-fluorobenzonitrile vial bromination using 1,3-dibromo-5,5-dimethylhydantoin (DBDMH).. It undergoes palladium-catalyzed Suzuki coupling with boronic acid derivative to form corresponding biaryl.
Application
2-Bromo-5-fluorobenzonitrile may be used in the preparation of 5-chloro-4,2?-difluorobiphenyl-2-carbonitrile.
signalword
Warning
hcodes
Hazard Classifications
Acute Tox. 4 Dermal - Acute Tox. 4 Inhalation - Acute Tox. 4 Oral
Storage Class
11 - Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
ppe
dust mask type N95 (US), Eyeshields, Gloves
Regulatory Information
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Facile synthesis of 2-bromo-3-fluorobenzonitrile: An application and study of the halodeboronation of aryl boronic acids.
Szumigala RH, et al.
The Journal of Organic Chemistry, 69(2), 566-569 (2004)
Large-scale applications of transition metal-catalyzed couplings for the synthesis of pharmaceuticals.
Magano J and Dunetz JR.
Chemical Reviews, 111(3), 2177-2250 (2011)
The Expedient Synthesis of 4, 2'-Difluoro-5'-(7-trifluoromethyl-imidazo [1,2-a] pyrimidin-3-yl) biphenyl-2-carbonitrile, a GABA ?2/3 Agonist.
Cameron M, et al.
Organic Process Research & Development, 10(3), 398-402 (2006)
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