4-broMo-2-(difluoroMethoxy)pyridine

4-broMo-2-(difluoroMethoxy)pyridine Property

Boiling point:

198.6±35.0 °C(Predicted)

Density 

1.670±0.06 g/cm3(Predicted)

storage temp. 

under inert gas (nitrogen or Argon) at 2-8°C

pka

0?+-.0.10(Predicted)

Appearance

Colorless to light yellow Liquid

InChI

InChI=1S/C6H4BrF2NO/c7-4-1-2-10-5(3-4)11-6(8)9/h1-3,6H

InChIKey

QKZHLBZNEBCOLM-UHFFFAOYSA-N

SMILES

C1(OC(F)F)=NC=CC(Br)=C1

CAS DataBase Reference

832735-56-5

Safety

HS Code 

2933599590

Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Warning

Hazard statements

H302Harmful if swallowed

H315Causes skin irritation

H319Causes serious eye irritation

H335May cause respiratory irritation

Precautionary statements

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

4-broMo-2-(difluoroMethoxy)pyridine Chemical Properties,Usage,Production

Synthesis

General procedure for the synthesis of 4-bromo-2-difluoromethoxypyridine from 4-bromo-2-hydroxypyridine and sodium 2-chloro-2,2-difluoroacetate: Example 26i: 4-Bromo-2-hydroxypyridine (200 mg, 1.15 mmol) and sodium 2-chloro-2,2-difluoroacetate (210 mg, 1.38 mmol) were suspended in dry acetonitrile (8 mL). The reaction mixture was heated to reflux overnight and subsequently cooled to room temperature. The reaction mixture was extracted directly with pentane (3 × 5 mL). The organic phases were combined and concentrated to afford 219 mg (85% yield) of 4-bromo-2-difluoromethoxypyridine. Product characterization data were as follows: 1H-NMR (500 MHz, DMSO-d6) δ 8.18 (d, 1H), 7.70 (t, 1H), 7.56 (d, 1H), 7.50 (s, 1H); mass spectra (CI+) m/z 226, 224 [M + 1]+.

References

[1] Patent: US2010/125087, 2010, A1. Location in patent: Page/Page column 21
[2] Patent: WO2018/2760, 2018, A1. Location in patent: Page/Page column 100