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It is used as a surrogate in place of HCN, as illustrated by its use as a precursor to lithium cyanide: [8] (CH 3) 2 C(OH)CN + LiH → (CH 3) 2 CO + LiCN + H 2. In transhydrocyanation, an equivalent of HCN is transferred from acetone cyanohydrin to another acceptor, with acetone as byproduct. The transfer is an equilibrium process, initiated by ...
In the laboratory, this liquid serves as a source of HCN, which is inconveniently volatile. [4] Thus, acetone cyanohydrin can be used for the preparation of other cyanohydrins, for the transformation of HCN to Michael acceptors, and for the formylation of arenes. Treatment of this cyanohydrin with lithium hydride affords anhydrous lithium cyanide:
In transhydrocyanation, an equivalent of HCN is transferred from a cyanohydrin, e.g. acetone cyanohydrin, to another HCN acceptor. The transfer is an equilibrium process, initiated by base. The reaction can be driven by trapping reactions or by the use of a superior HCN acceptor, such as an aldehyde. [6]
Cyanohydrin reaction of formaldehyde to hydroxyacetonitrile or glycolonitrile with sodium cyanide in Organic Syntheses Coll. Vol. 2, p. 387; Vol. 13, p. 56 Article ...
The principal route begins with the condensation of acetone and hydrogen cyanide: [4] (CH 3) 2 CO + HCN → (CH 3) 2 C(OH)CN. Sulfuric acid then hydrolyzes acetone cyanohydrin (ACH) to a sulfate ester-adduct, which is cracked to the ester: (CH 3) 2 C(OH)CN + 2H 2 SO 4 → ((CH 3) 2 C(OSO 3 H)C(O)NH 2 ·H 2 SO 4 → (CH 3) 2 C(OSO 3 H)C(O)NH 2 ...
Linamarin is a cyanogenic glucoside found in the leaves and roots of plants such as cassava, lima beans, and flax.It is a glucoside of acetone cyanohydrin.Upon exposure to enzymes and gut flora in the human intestine, linamarin and its methylated relative lotaustralin can decompose to the toxic chemical hydrogen cyanide; hence food uses of plants that contain significant quantities of ...
Acetone (2-propanone or dimethyl ketone) is an organic compound with the formula (CH 3) 2 CO. [22] It is the simplest and smallest ketone ( >C=O ). It is a colorless, highly volatile , and flammable liquid with a characteristic pungent odour, very reminiscent of the smell of pear drops .
Hydrogen cyanide (formerly known as prussic acid) is a chemical compound with the formula HCN and structural formula H−C≡N.It is a highly toxic and flammable liquid that boils slightly above room temperature, at 25.6 °C (78.1 °F).