Ueber einen neuen aus Aldehyd ‐ Ammoniak und Blausäure entstehenden Körper

“…The photochemical pathways have been experimentally studied, but only very low yields have been obtained . The Strecker synthesis (Strecker 1854) is another reaction that might lead to aminoacetonitrile formation in astrophysical-like conditions (Bernstein et al 2002;Elsila et al 2007Elsila et al , 2009). This reaction is well-known in prebiotic chemistry and considered the main pathway to the formation of amino acids in the Urey-Miller experiments (Miller 1955).…”

Section: Introductionmentioning

confidence: 99%

Experimental investigation of aminoacetonitrile formation through the Strecker synthesis in astrophysical-like conditions: reactivity of methanimine (CH₂NH), ammonia (NH₃), and hydrogen cyanide (HCN)

Danger

Borget

Chomat

et al. 2011

A&A

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Context. Studing chemical reactivity in astrophysical environments is an important means for improving our understanding of the origin of the organic matter in molecular clouds, in protoplanetary disks, and possibly, as a final destination, in our solar system. Laboratory simulations of the reactivity of ice analogs provide important insight into the reactivity in these environments. Here, we use these experimental simulations to investigate the Strecker synthesis leading to the formation of aminoacetonitrile in astrophysicallike conditions. The aminoacetonitrile is an interesting compound because it was detected in SgrB2, hence could be a precursor of the smallest amino acid molecule, glycine, in astrophysical environments. Aims. We present the first experimental investigation of the formation of aminoacetonitrile NH 2 CH 2 CN from the thermal processing of ices including methanimine (CH 2 NH), ammonia (NH 3 ), and hydrogen cyanide (HCN) in interstellar-like conditions without VUV photons or particules. Methods. We use Fourier Transform InfraRed (FTIR) spectroscopy to monitor the ice evolution during its warming. Infrared spectroscopy and mass spectroscopy are then used to identify the aminoacetonitrile formation. Results. We demonstrate that methanimine can react with − CN during the warming of ice analogs containing at 20 K methanimine, ammonia, and [NH + 4− CN] salt. During the ice warming, this reaction leads to the formation of poly(methylene-imine) polymers. The polymer length depend on the initial ratio of mass contained in methanimine to that in the [NH + 4− CN] salt. In a methanimine excess, long polymers are formed. As the methanimine is progressively diluted in the [NH + 4− CN] salt, the polymer length decreases until the aminoacetonitrile formation at 135 K. Therefore, these results demonstrate that aminoacetonitrile can be formed through the second step of the Strecker synthesis in astrophysical-like conditions.

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“…The utility and importance of MCRs have been recognized by chemists [20–23]. Several MCRs are now well-established reactions, such as Ugi [24], Passerini [25], Van Leusen [26], Strecker [27], Hantzsch [28], and Biginelli [29–31]. …”

Section: Resultsmentioning

confidence: 99%