ChemicalBook--->CAS DataBase List--->13472-59-8

13472-59-8

13472-59-8 Structure

13472-59-8 Structure
IdentificationMore
[Name]

3-Bromo-2-methoxypyridine
[CAS]

13472-59-8
[Synonyms]

3-BROMO-2-METHOXYPYRIDINE
3-BROWN-2-METHOXYPYRIDINE
2-METHOXY-3-BROMOPYRIDINE
3-BROMO-2-METHOXYPYRIDINE ,98%
[EINECS(EC#)]

624-026-2
[Molecular Formula]

C6H6BrNO
[MDL Number]

MFCD03095349
[Molecular Weight]

188.02
[MOL File]

13472-59-8.mol
Chemical PropertiesBack Directory
[Boiling point ]

87 °C(Press: 16 Torr)
[density ]

1.5856
[refractive index ]

1.566
[Fp ]

93 °C
[storage temp. ]

Store under inert gas
[form ]

clear liquid
[pka]

1.04±0.10(Predicted)
[color ]

Colorless to Light yellow
[Water Solubility ]

Not miscible or difficult to mix in water.
[Sensitive ]

Moisture Sensitive/Light Sensitive
[InChIKey]

PORGLLGXCAQORO-UHFFFAOYSA-N
[CAS DataBase Reference]

13472-59-8(CAS DataBase Reference)
Safety DataBack Directory
[Hazard Codes ]

Xn
[Risk Statements ]

R22:Harmful if swallowed.
R37/38:Irritating to respiratory system and skin .
R41:Risk of serious damage to eyes.
[Safety Statements ]

S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice .
S36/37/39:Wear suitable protective clothing, gloves and eye/face protection .
[WGK Germany ]

3
[HS Code ]

29333990
Hazard InformationBack Directory
[Uses]

It is employed in the facile synthesis of 2-unsubstituted benzofuran-3-carboxylates using diazo(trimethylsilyl)methyl magnesium bromide.
[Synthesis]

3-Bromo-2-chloropyridine

52200-48-3

Sodium Methoxide

124-41-4

3-Bromo-2-methoxypyridine

13472-59-8

A) 3-bromo-2-chloropyridine (4.76 g) was dissolved in N,N-dimethylformamide (DMF, 30 mL) under argon protection. Subsequently, a methanolic solution of 28% sodium methanol (5.73 g) was added to this solution. The reaction mixture was stirred at 80°C for 30 minutes. After completion of the reaction, the mixture was cooled to room temperature and the reaction was quenched by the addition of water. The reaction mixture was extracted with ethyl acetate and the organic phases were combined. The organic phase was washed sequentially with water and saturated sodium chloride solution and dried over anhydrous magnesium sulfate. The solvent was removed by concentration under reduced pressure to give the crude product 3-bromo-2-methoxypyridine (4.43 g) as a light yellow oil.

[References]

[1] Patent: EP2816023, 2014, A1. Location in patent: Paragraph 0393; 0394
Spectrum DetailBack Directory
[Spectrum Detail]

3-Bromo-2-methoxypyridine(13472-59-8)1HNMR
Well-known Reagent Company Product InformationBack Directory
[Alfa Aesar]

3-Bromo-2-methoxypyridine, 95%(13472-59-8)
[Sigma Aldrich]

13472-59-8(sigmaaldrich)
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