cas 104819-48-9, 2-BROMO-3-METHOXYPYRIDINE-N-OXIDE | Articles data ｜lookchem

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104819-48-9

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Total synthesis of orellanine. The lethal toxin of Cortinarius orellanus Fries mushroom
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Tiecco,Tingoli,Testaferri,et al.
p. 1475 - 1485
(2007/10/02)

NEW REACTIONS OF PYRIDINES AND TOTAL SYNTHESIS OF THE FUNGAL TOXIN ORELLANINE
Dihalogenated pyridines react easily with sulphur nucleophiles, in dipolar aprotic solvents (DMF), to afford the products of mono- or of bis-substitution depending on the experimental conditions.On the contrary, with oxygen nucleophiles the bis-substituted products can be obtained only with some particular substrates.A new and efficient procedure to effect the homo-coupling of halogenoarenes will be presented.This reaction, wich occurs under the influence of low-valent nickel complexes, allowed us to effect the total synthesis of Orellanine, the lethal toxin of Cortinarius orellanus mushroom, as well as the syntheses of its decompositionproducts Orellinine and Orelline.The chemical properties of these three products and their behaviour towards UV irradiation will be presented and discussed.
Tiecco, Marcello
p. 1009 - 1020
(2007/10/02)

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Chemical Properties

Boiling Point: 360.9 °C at 760 mmHg
Flash Point:172.1 °C
Density: 1.61 g/cm³
Vapor Pressure: 4.46E-05mmHg at 25°C
Refractive Index: 1.564
PSA: 34.69000
LogP: 1.88620

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