107-16-4Relevant articles and documents
EQUILIBRIUM OF α-AMINOACETONITRILE FORMATION FROM FORMALDEHYDE, HYDROGEN CYANIDE AND AMMONIA IN AQUEOUS SOLUTION: INDUSTRIAL AND PREBIOTIC SIGNIFICANCE
Moutou, G.,Taillades, J.,Benefice-Malouet, S.,Commeyras, A.,Messina, G.,Mansani, R.
, p. 721 - 730 (1995)
The equilibrium constant, Kan(H2CO), for the formation of α-aminoacetonitrile from formaldehyde, ammonia and hydrogen cyanide was evaluated at 25 deg C.A first estimation of Kan(H2CO) was obtained from extrathermodynamic relationships of the type log K' vs Σ?*.The final value was then obtained from a comparison of the experimental and calculated pH dependences of α-hydroxy- and α-aminoacetonitrile concentrations.From these results, it appears that, after equilibrium, the ratio between the concentrations of the two precursors glycine and hydroxyethanoic acid, is a linear function of the concentration of free ammonia, i.e. /=21 at 25 deg C.
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Mowry
, p. 372 (1944)
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Matrix Reactions of Oxygen Atoms with CH3CN. Infrared Spectra of HOCH2CN and CH3CNO
Mielke, Zofia,Hawkins, Michael,Andrews, Lester
, p. 558 - 564 (1989)
Reactions of oxygen atoms and acetonitrile have been investigated in solid argon at 14-17 K.Primary photoproducts include hydroxyacetonitrile (HOCH2CN) and acetonitrile N-oxide (CH3CNO).Hydroxyacetonitrile forms hydrogen-bonded complexes with acetonitrile and acetonitrile N-oxide as the secondary products.Acetonitrile N-oxide is suggested to be formed by a simple bimolecular addition reaction of atomic oxygen with the nitrile nitrogen.The participation of O(1D) atoms is considered to increase the yield of hydroxyacetonitrile as compared to acetonitrile N-oxide via H-atom abstraction or insertion reactions.The spectral characteristics of hydroxyacetonitrile, acetonitrile N-oxide, and hydrogen-bonded hydroxyacetonitrile-acetonitrile complex isolated in argon matrices are given.
Synthesis of α-aminonitriles using aliphatic nitriles, α-amino acids, and hexacyanoferrate as universally applicable non-toxic cyanide sources
Nauth, Alexander M.,Konrad, Tim,Papadopulu, Zaneta,Vierengel, Nina,Lipp, Benjamin,Opatz, Till
, p. 4217 - 4223 (2018)
In cyanation reactions, the cyanide source is often directly added to the reaction mixture, which restricts the choice of conditions. The spatial separation of cyanide release and consumption offers higher flexibility instead. Such a setting was used for the cyanation of iminium ions with a variety of different easy-to-handle HCN sources such as hexacyanoferrate, acetonitrile or α-amino acids. The latter substrates were first converted to their corresponding nitriles through oxidative decarboxylation. While glycine directly furnishes HCN in the oxidation step, the aliphatic nitriles derived from α-substituted amino acids can be further converted into the corresponding cyanohydrins in an oxidative C-H functionalization. Mn(OAc)2 was found to catalyze the efficient release of HCN from these cyanohydrins or from acetone cyanohydrin under acidic conditions and, in combination with the two previous transformations, permits the use of protein biomass as a non-toxic source of HCN.
Reactions with Betaines, XXIV: Reactions of Trimethylammonium Acetic Acid Betaine with Reactive Halides
Ziegler, Erich,Wittmann, Helga,Sterk, Heinz
, p. 907 - 912 (1989)
Diethyl bromomalonate and bromoacetonitrile, respectively, react with trimethylammonium acetic acid betaine in ethanol to give diethyl tartronate and glycolic acid nitrile, respectively.By analogy, ethyl α-chloroacetonate and ethyl bromopyruvate yield the respective hydroxy derivatives which were identified by their osazones 2 and 3.Under the same experimental conditions, mesoxalic acid and its dimethyl ester, respectively, are formed from dibromo malonic acid and its dimethyl ester and were characterized by their known hydrazones 8 and 9. - Keywords: Trimethylammonium acetic acid betaine; Diethyl tartronate; 1-Carbethoxy-2-methyl-(2,4-dinitrophenyl) osazone; 1-Carbetoxy-(2,4-dinitrophenyl) osazone; Glycolic acid nitrile.
Preparation method of 2-hydroxy acid ester
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Paragraph 0031-0032, (2017/04/11)
The invention relates to a preparation method of 2-hydroxy acid ester and belongs to the technical field of organic synthesis. According to the preparation method of 2-hydroxy acid ester, 2-hydroxy alkyl cyanogens is taken as a raw material to be added to a reaction solution formed by hydrogen chloride, alcohol and water, and after reaction, 2-hydroxy acid ester is obtained. According to the preparation method of 2-hydroxy acid ester, use of a large amount of nonpolar solvent is not needed, and a target product can be obtained by a one-pot method, thus lowering production cost, improving production efficiency and the purify of the target product, and having energy-saving and environment-friendly effects.
Preparation and pre-use treatment method for glycolonitrile with cyanide-containing tail gas as raw material
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Paragraph 0009; 0020; 0021, (2017/03/17)
The invention relates to a preparation and pre-use treatment method for glycolonitrile with cyanide-containing tail gas as the raw material. According to the method, the cyanide-containing tail gas is introduced into multiple stages of reaction stills containing formaldehyde and a catalyst to be directly subjected to an addition reaction, and a glycolonitrile product with a certain concentration is obtained; after material transferring, the glycolonitrile product is stored under the effect of a stabilizer for use, and before use, the pH is regulated with base or weak base till the glycolonitrile product is neutral. The catalyst is one of basic compounds including Na2SO3, Na2CO3, NaHCO3 and NaOH, the mass concentration of formaldehyde is 35%-37%, the mol ratio of formaldehyde to the catalyst is 1:(0.001-0.05), and the reaction temperature is 5-20 DEG C. According to the method, HCN in industrial waste gas of a steroid drug is chemically absorbed through formaldehyde, the catalyst and the stabilizer, glycolonitrile is generated through the reaction and serves as a raw material for biological preparation of glycollic acid, and therefore the cyanide-containing tail gas is fully absorbed and utilized and prevented from being directly exhausted to the atmosphere and polluting the environment.
