Methyl 2-fluoro-4-pyridinecarboxylate
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Methyl 2-fluoro-4-pyridinecarboxylate
structure -
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CAS No:
455-69-6
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Formula:
C7H6FNO2
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Chemical Name:
Methyl 2-fluoro-4-pyridinecarboxylate
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Synonyms:
4-Pyridinecarboxylic acid,2-fluoro-,methyl ester;Isonicotinic acid,2-fluoro-,methyl ester;Methyl 2-fluoro-4-pyridinecarboxylate;NSC 402994
- Categories:
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CAS No:
Methyl 2-fluoro-4-pyridinecarboxylate Basic Attributes
155.128
155.13
402994
DTXSID80323082
2933399090
Characteristics
39.2
1.1
1.251 g/mL at25 °C
82-85 °C @ Press: 8 Torr
93 °C
n20/D1.488
0.0764mmHg at 25°C
Safety Information
NONH for all modes of transport
3
41
26
Xi
P280-P305 + P351 + P338
H318
|Danger|H318 (100%): Causes serious eye damage [Danger Serious eye damage/eye irritation]|P280, P305+P351+P338, and P310|Aggregated GHS information provided by 39 companies from 2 notifications to the ECHA C&L Inventory.
Methyl 2-fluoro-4-pyridinecarboxylate Use and Manufacturing
To a mixture of sodium hydride (60% dispersion in mineral oil, 64.5 mg, 1.61 mmol) in tetrahydrofuran (8 mL) at ambient temperature was added cyclopropanol (94.0 mg, 1.61 mmol) dropwise and the reaction mixture was allowed to stir for 15 min after cessation of gas evolution. Methyl 2-fluoroisonicotinate (250 mg, 1.61 mmol) was added dropwise and the reaction mixture was allowed to stir for 16 h at ambient temperature. The reaction mixture was diluted with ethyl acetate and water and the layers separated and the aqueous layer adjusted to pH = 1 with an aqueous solution of hydrochloric acid (1 M). The layers were separated and the organic layer concentrated under reduced pressure. The residue was purified by preparative HPLC, eluting with acetonitrile:water - 0:100 to 95:5 to afford the title compound. MS: m/z = 180.0 [M+H]
Computed Properties
Molecular Weight:155.13
XLogP3:1.1
Hydrogen Bond Acceptor Count:4
Rotatable Bond Count:2
Exact Mass:155.03825660
Monoisotopic Mass:155.03825660
Topological Polar Surface Area:39.2
Heavy Atom Count:11
Complexity:151
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes
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Methyl 2-fluoro-4-pyridinecarboxylate
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