533254
2-Fluoro-4-methylpyridine
98%
Synonym(s):
2-Fluoro-4-picoline
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About This Item
Empirical Formula (Hill Notation):
C6H6FN
CAS Number:
Molecular Weight:
111.12
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22
Recommended Products
assay
98%
refractive index
n20/D 1.472 (lit.)
bp
160-161 °C (lit.)
density
1.078 g/mL at 25 °C (lit.)
SMILES string
Cc1ccnc(F)c1
InChI
1S/C6H6FN/c1-5-2-3-8-6(7)4-5/h2-4H,1H3
InChI key
ZBFAXMKJADVOGH-UHFFFAOYSA-N
General description
2-Fluoro-4-methylpyridine, also known as 2-fluoro-4-picoline, can be prepared based on Talik′s procedure from 2-amino-5-methylpyridine via diazotization. [1] The effect of substituents on spectral properties of 2-fluoro-6-methylpyridine has been investigated based on 13C NMR, UV and IR spectral data.[2]
Application
2-Fluoro-4-methylpyridine may be used in the preparation of:
- 2-Fluoro-4-(iodomethyl)pyridine[3]
- 4-(4-fluorophenyl)-5-(2-fluoropyridin-4-yl)-1,3-dihydroimidazol-2-thione[4]
- 2-fluoro-4-pyridinemethanol[1]
- 2-fluoro-4-pyridinemethanol, 4-methylbenzenesulfonate[1]
- 10,10-bis[(2-fluoro-4-pyridinyl)methyl]-9(10H)-anthracenone[1]
- 2-fluoro-3-iodo-5-methylpyridine[5]
- 2-fluoro-4-pyridinecarboxylic acid[6]
signalword
Warning
hcodes
Hazard Classifications
Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3
target_organs
Respiratory system
Storage Class
10 - Combustible liquids
wgk_germany
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
ppe
Eyeshields, Gloves, type ABEK (EN14387) respirator filter
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First metalation of aryl iodides: directed ortho-lithiation of iodopyridines, halogen-dance, and application to synthesis.
Rocca P, et al.
The Journal of Organic Chemistry, 58(27), 7832-7838 (1993)
Efficient Pyridinylmethyl Functionalization: Synthesis of 10,10-Bis[(2-fluoro-4-pyridinyl)methyl]-9(10H)-anthracenone (DMP 543), an Acetylcholine Release Enhancing Agent.
Pesti JA, et al.
Journal of Oral Pathology & Medicine, 65(23), 7718-7722 (2000)
2-Fluoro-4-pyridinylmethyl analogues of linopirdine as orally active acetylcholine release-enhancing agents with good efficacy and duration of action.
Earl RA, et al.
Journal of Medicinal Chemistry, 41(23), 4615-4622 (1998)
Towards the improvement of the synthesis of novel 4 (5)-aryl-5 (4)-heteroaryl-2-thio-substituted imidazoles and their p38 MAP kinase inhibitory activity.
Laufer S and Koch P.
Organic & Biomolecular Chemistry, 6(3), 437-439 (2008)
The synthesis of 2-fluoro-4-and 2-fluoro-6-pyridinecarboxylic acid and derivatives.
Roe A, et al.
Journal of the American Chemical Society, 71(12), 4152-4153 (1949)
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