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Cyanide is unstable in water, but the reaction is slow until about 170 °C. It undergoes hydrolysis to give ammonia and formate, which are far less toxic than cyanide: [14] CN − + 2 H 2 O → HCO − 2 + NH 3. Cyanide hydrolase is an enzyme that catalyzes this reaction.
Cyanogen is typically generated from cyanide compounds. One laboratory method entails thermal decomposition of mercuric cyanide: . 2 Hg(CN) 2 → (CN) 2 + Hg 2 (CN) 2 Or, one can combine solutions of copper(II) salts (such as copper(II) sulfate) with cyanides; an unstable copper(II) cyanide is formed which rapidly decomposes into copper(I) cyanide and cyanogen.
A CN bond is strongly polarized towards nitrogen (the electronegativities of C and N are 2.55 and 3.04, respectively) and subsequently molecular dipole moments can be high: cyanamide 4.27 D, diazomethane 1.5 D, methyl azide 2.17, pyridine 2.19. For this reason many compounds containing CN bonds are water-soluble.
Upon hydrolysis, an amide converts into a carboxylic acid and an amine or ammonia (which in the presence of acid are immediately converted to ammonium salts). One of the two oxygen groups on the carboxylic acid are derived from a water molecule and the amine (or ammonia) gains the hydrogen ion. The hydrolysis of peptides gives amino acids.
Cyanogen bromide is the inorganic compound with the formula (CN)Br or BrCN. It is a colorless solid that is widely used to modify biopolymers, fragment proteins and peptides (cuts the C-terminus of methionine), and synthesize other compounds. The compound is classified as a pseudohalogen.
Hydrolysis explains why basic salts such as basic zinc acetate and basic zinc carbonate, Zn 3 (OH) 4 (CO 3)•H 2 O are easy to obtain. The reason for the hydrolysis is the high electrical charge density on the zinc ion, which pulls electrons away from an OH bond of a coordinated water molecule and releases a hydrogen ion
The cyanate ion is an ambidentate ligand, forming complexes with a metal ion in which either the nitrogen or oxygen atom may be the electron-pair donor. It can also act as a bridging ligand . Compounds that contain the cyanate functional group , −O−C≡N, are known as cyanates or cyanate esters .
One example is naphthylcyanamide, C 10 H 7 N(CH 3)CN, which has been produced by the von Braun reaction, [19] a general method for the conversion of tertiary amines to cyanamides using cyanogen bromide as reagent. [20] Alternatively, secondary amines can attack an aryl cyanate to give a carbamimidate; heating then eliminates the arenol to give ...