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520438

Sigma-Aldrich

5-Bromo-2-fluoropyridine

99%

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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

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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Pictograms

Exclamation mark

Signal Word

Warning

Hazard Statements

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

Target Organs

Respiratory system

Storage Class Code

10 - Combustible liquids

WGK

WGK 3

Flash Point(F)

163.4 °F - closed cup

Flash Point(C)

73 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Andrew Sutherland et al.
The Journal of organic chemistry, 68(6), 2475-2478 (2003-03-15)
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
Andrew Sutherland et al.
The Journal of organic chemistry, 68(8), 3352-3355 (2003-04-12)
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
Aromatic fluorine compounds. XI. Replacement of chlorine by fluorine in halopyridines.
Finger GC, et al.
The Journal of Organic Chemistry, 28(6), 1666-1668 (1963)

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