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About This Item
Empirical Formula (Hill Notation):
C5H3BrFN
CAS Number:
Molecular Weight:
175.99
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22
Recommended Products
assay
99%
refractive index
n20/D 1.5325 (lit.)
bp
162-164 °C/750 mmHg (lit.)
density
1.71 g/mL at 25 °C (lit.)
functional group
bromo
fluoro
SMILES string
Fc1ccc(Br)cn1
InChI
1S/C5H3BrFN/c6-4-1-2-5(7)8-3-4/h1-3H
InChI key
MYUQKYGWKHTRPG-UHFFFAOYSA-N
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signalword
Warning
hcodes
Hazard Classifications
Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3
target_organs
Respiratory system
Storage Class
10 - Combustible liquids
wgk_germany
WGK 3
flash_point_f
163.4 °F - closed cup
flash_point_c
73 °C - closed cup
ppe
Eyeshields, Gloves, type ABEK (EN14387) respirator filter
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Two racemic fluoropyridine analogues 4 and 5 of the potent nicotinic agonist UB-165 have been synthesized. Halogenated pyridines 7 and 12 provided the organometallic reagents needed for the Negishi and Suzuki coupling reactions used for the preparation of 4 and
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5-bromo-2-fluoro-3-pyridylboronic acid (3) was prepared in high yield by ortho-lithiation of 5-bromo-2-fluoropyridine (1), followed by reaction with trimethylborate. Suzuki reaction of 3 with a range of aryl iodides gave 3-monosubstituted 5-bromo-2-fluoropyridines 4 in excellent yields. A second Suzuki reaction utilizing
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Finger GC, et al.
The Journal of Organic Chemistry, 28(6), 1666-1668 (1963)
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