2-Bromo-3-methyl-5-nitropyridine Chemical Properties

Melting point:

57-58°C

Boiling point:

305.1±37.0 °C(Predicted)

Density 

1.709±0.06 g/cm3(Predicted)

storage temp. 

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

solubility 

soluble in Methanol

pka

-2.95±0.20(Predicted)

Appearance

Light yellow to yellow Solid

BRN 

1565441

InChI

InChI=1S/C6H5BrN2O2/c1-4-2-5(9(10)11)3-8-6(4)7/h2-3H,1H3

InChIKey

FZIQHPKXSLHGBZ-UHFFFAOYSA-N

SMILES

C1(Br)=NC=C([N+]([O-])=O)C=C1C

CAS DataBase Reference

23132-21-0(CAS DataBase Reference)

Safety Information

Hazard Codes 

Xi

Risk Statements 

36/37/38-21/22

Safety Statements 

26-36-36/37

HazardClass 

IRRITANT

HS Code 

29333990

MSDS

• Language:English Provider:ALFA

2-Bromo-3-methyl-5-nitropyridine Usage And Synthesis

Chemical Properties

off-white solid

Synthesis

General procedure for the synthesis of 2-bromo-5-nitro-3-methylpyridine from 3-methyl-5-nitropyridin-2(1H)-one: Synthesis of common intermediates of Scheme 4 Step 1: Synthesis of 2-bromo-3-(bromomethyl)-5-nitropyridine (Scheme 4, compound 27) A sample of 3-methyl-5-nitropyridin-2-ol (1.44 g, 9.34 mmol) was placed in a 35 mL pressure vessel and dissolved in a solvent mixture of toluene/DMF (10:1 v/v; 15 mL). The container was sealed with a septum, and after argon replacement, phosphorus tribromide (1.32 mL, 14.0 mmol) was added via syringe. The septum was replaced with a polytetrafluoroethylene cap and the mixture was stirred at 120°C for 20 minutes. Upon completion of the reaction, the mixture was cooled to room temperature, neutralized with 3M NaOH solution, and extracted with toluene (3 x 15 mL). The organic phases were combined, dried with anhydrous magnesium sulfate and concentrated in vacuum to give 2.00 g of the target product 2-bromo-3-methyl-5-nitropyridine as an orange solid in 99% yield. 1H NMR (400MHz, CDCl3) δ 9.04 (d, J = 2.7Hz, 1H), 8.29 (d, J = 2.5Hz, 1H), 2.54 (s, 3H). 13C NMR (126 MHz, CDCl3) δ 150.65, 142.47, 136.76, 132.75, 22.20.

References

[1] Patent: WO2011/147038, 2011, A1. Location in patent: Page/Page column 57

2-Bromo-3-methyl-5-nitropyridine(23132-21-0)Related Product Information

• 4-Methylpyridine
• 2-Bromo-3-methylpyridine
• Methyl acrylate
• 1-Hexadecylpyridinium bromide
• 2,6-Lutidine
• Azamethiphos
• 4-Nitrobenzyl bromide
• 2,4,6-Collidine
• Kresoxim-methyl
• Bensulfuron methyl
• Methylparaben
• Methyl acetate
• 2-Bromo-5-nitropyridine
• 5-Amino-2-bromo-3-methylpyridine
• 2-BROMO-3-NITRO-5-PICOLINE (2-BROMO-5-METHYL-3-NITROPYRIDINE),2-Bromo-5-methyl-3-nitropyridine
• 2-BROMO-5-NITRO-4-PICOLINE (2-BROMO-4-METHYL-5-NITROPYRIDINE),2-BROMO-4-METHYL-5-NITROPYRIDINE
• Thiophanate-methyl
• 2-Bromo-4-methylpyridine