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2-Fluoro-5-methylpyridine

2-Fluoro-5-methylpyridine structure

2-Fluoro-5-methylpyridine 

structure
  • CAS No:

    2369-19-9

  • Formula:

    C6H6FN

  • Chemical Name:

    2-Fluoro-5-methylpyridine

  • Synonyms:

    Pyridine,2-fluoro-5-methyl-;3-Picoline,6-fluoro-;2-Fluoro-5-methylpyridine;5-Methyl-2-fluoropyridine

  • Categories:

    Pharmaceutical Intermediates  >  Heterocyclic Compound

Description

liquid

2-Fluoro-5-methylpyridine Basic Attributes

111.119

111.12

DTXSID60379143

2933399090

Characteristics

12.9

1.8

1.1±0.1 g/cm3

155-156 °C @ Press: 752 Torr

48.7±21.8 °C

1.477

3.643mmHg at 25°C

Safety Information

3

1993

3

3

S16-S26-S36/37

Xi:Irritant

P261-P305 + P351 + P338

H226-H315-H319-H335

|Warning|H226 (97.87%): Flammable liquid and vapor [Warning Flammable liquids]|P210, P233, P240, P241, P242, P243, P261, P264, P271, P280, P302+P352, P303+P361+P353, P304+P340, P305+P351+P338, P312, P321, P332+P313, P337+P313, P362, P370+P378, P403+P233, P403+P235, P405, and P501|Aggregated GHS information provided by 47 companies from 7 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

2-Fluoro-5-methylpyridine Use and Manufacturing

To a solution of 2-amino-5-methylpyridine (13) (20.0 g, 185 mmol) in fluoroboric acid (50 wtpercent in water, 50 mL), was added portionwise at -10 °C, sodium nitrite (16.6 g, 240 mmol), while maintaining the temperature below 0 °C. The reaction was stirred at 0 °C for 30 min, then at 50 °C for 30 min. After cooling to room temperature, the mixture was basified (pH 9-10) with a saturated aqueous sodium carbonate solution (250 mL) and extracted with dichloromethane (4 x 125 mL). The combined organic layers were dried over magnesium sulfate, filtered and evaporated under reduced pressure. The residue was purified by column chromatography on alumina (dichloromethane) to give 2-fluoro-5-methylpyridine (14) (7.50 g, 69 mmol) as a yellow oil. Yield 37percent; R

Computed Properties

Molecular Weight:111.12
XLogP3:1.8
Hydrogen Bond Acceptor Count:2
Exact Mass:111.048427358
Monoisotopic Mass:111.048427358
Topological Polar Surface Area:12.9
Heavy Atom Count:8
Complexity:74.9
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes

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