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754131-60-7

754131-60-7 Structure

754131-60-7 Structure
IdentificationBack Directory
[Name]

3-bromo-2-(bromomethyl)pyridine
[CAS]

754131-60-7
[Synonyms]

3-bromo-2-(bromomethyl)pyridine
Pyridine, 3-bromo-2-(bromomethyl)-
[Molecular Formula]

C6H5Br2N
[MDL Number]

MFCD09999976
[MOL File]

754131-60-7.mol
[Molecular Weight]

250.92
Chemical PropertiesBack Directory
[Boiling point ]

250.9±25.0 °C(Predicted)
[density ]

1.955±0.06 g/cm3(Predicted)
[storage temp. ]

Inert atmosphere,Store in freezer, under -20°C
[pka]

1.08±0.22(Predicted)
[Appearance]

Pink to red Solid
[InChI]

InChI=1S/C6H5Br2N/c7-4-6-5(8)2-1-3-9-6/h1-3H,4H2
[InChIKey]

FVIZOBDAEIFYGH-UHFFFAOYSA-N
[SMILES]

C1(CBr)=NC=CC=C1Br
Safety DataBack Directory
[Symbol(GHS) ]


GHS07
[Signal word ]

Warning
[Hazard statements ]

H302-H315-H319-H332-H335
[Precautionary statements ]

P280-P305+P351+P338-P310
Spectrum DetailBack Directory
[Spectrum Detail]

3-bromo-2-(bromomethyl)pyridine(754131-60-7)1HNMR
Hazard InformationBack Directory
[Synthesis]

3-Bromo-2-methylpyridine

38749-79-0

3-bromo-2-(bromomethyl)pyridine

754131-60-7

General procedure for the synthesis of 3-bromo-2-(bromomethyl)pyridine from 2-methyl-3-bromopyridine: a mixture of 2-methyl-3-bromopyridine (1 g, 5.8 mmol), benzoyl peroxide (101 mg, 0.4 mmol) and N-bromosuccinimide (NBS, 1.1 g, 6.39 mmol) in carbon tetrachloride (CCI4, 58 mL) was was heated under reflux conditions for 4 hours. Upon completion of the reaction, the mixture was cooled to room temperature, the reaction was quenched with water (H2O) and extracted with dichloromethane (DCM, 3 x 30 mL). The organic layers were combined, dried with anhydrous sodium sulfate (Na2SO4), filtered and concentrated under reduced pressure. The residue was purified by silica gel column chromatography (CC), and 3-bromo-2-(bromomethyl)pyridine (1.1 g, 78% yield) was obtained as a yellow oil using a solvent mixture of petroleum ether (PE) and ethyl acetate (EA) (15:1) as eluent.

[References]

[1] Patent: WO2011/107248, 2011, A1. Location in patent: Page/Page column 43
[2] Patent: EP2784077, 2014, A1. Location in patent: Paragraph 0060; 0061
[3] Patent: US2014/343089, 2014, A1. Location in patent: Paragraph 0066
[4] Patent: WO2009/51715, 2009, A1. Location in patent: Page/Page column 33
[5] Patent: WO2004/98607, 2004, A1. Location in patent: Page/Page column 51
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