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274-40-8

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Chemistry of α-Amino Nitriles. Exploratory Experiments on Thermal Reactions of α-Amino Nitriles
The paper extends a previously published report on chemical properties of α-amino nitriles and of members of the C3H4N2 ensemble (Scheme 1) as observed in experiments carried out under non-aqueous conditions.The reactions investigated and the observations made are summarized in some detail in the English footnotes (*) referring to Schemes 1-17 and Fig. 1.
Xiang, Yi-Bin,Drenkard, Susanne,Baumann, Karl,Hickey, Deirdre,Eschenmoser, Albert
p. 2209 - 2250
(2007/10/02)

THE FIRST PHOTOCYCLOADDITIONS OF INDOLIZINE
(2-Methyl)indolizine upon photoexcitation is trapped by stilbenes with fluorescence quenching and gives regio- and stereoselectively only the 1:1 adducts 3 (6) and the 1:2-adduct 4 in good yields.The surprising results are rationalized in terms of the well-documented diradical mechanism and quantum chemical data.
Kaupp, Gerd,Ringer, Ernst
p. 6155 - 6158
(2007/10/02)

REACTIONS OF NITROGEN CONTAINING AROMATIC ANIONS WITH CHLOROCARBENE
It is shown that the 4-azapentalene anion (1) and the dipyrroloimidazolyl anion (2) (Li salts) undergo eliminative ring fission upon reaction with chlorocarbene in tetrahydrofuran.Acetylenes (12 and 18) are the result.The reaction of 1 is accompanied by ring enlargement to indolizine (7).When the reaction of 1 with chlorocarbene is performed in diethylether, again 7 is produced, this time accompanied by a tetracyclic valence isomer, the pyrroloazabenzvalene (8).Mechanistic implications, based on the finding that the site of label incorporation in the enlarged products is solvent dependent, are discussed and compared with the corresponding reactions of carboaromatic anions.Use of intramolecular oxidative coupling for the synthesis of new pyrrolo annellated heterocyclic systems is made throughout this work.
Burger, U.,Dreier, F.
p. 2065 - 2072
(2007/10/02)

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Chemical Properties

Melting Point: 75°C
Boiling Point: °Cat760mmHg
Flash Point:°C
Density: 1.02g/cm³
Storage Temp.:<0°C
Refractive Index: 1.5211 (estimate)
PSA: 4.41000
LogP: 1.93930

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