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[1] [2] [3] Introduced by Gilbert N. Lewis in his 1916 article The Atom and the Molecule, a Lewis structure can be drawn for any covalently bonded molecule, as well as coordination compounds. [4] Lewis structures extend the concept of the electron dot diagram by adding lines between atoms to represent shared pairs in a chemical bond.
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.
Bonding in the cyano radical can be described as a combination of two resonance structures: the structure with the unpaired electron on the carbon is the minor contributor, while the structure with the unpaired electron on the nitrogen (the isocyano radical) is the major contributor.
Among the most toxic cyanides are hydrogen cyanide (HCN), sodium cyanide (NaCN), potassium cyanide (KCN), and calcium cyanide (Ca(CN) 2). The cyanide anion is an inhibitor of the enzyme cytochrome c oxidase (also known as aa 3 ), the fourth complex of the electron transport chain found in the inner membrane of the mitochondria of eukaryotic cells.
The unimolecular decompositions that acetyl cyanide undergo have been confirmed to be less energetically favorable than the molecule undergoing isomerization to acetyl isocyanide. However, through other photolysis experiments have resulted in the formation of a CN radical through acetyl cyanide decomposing into CH 3 CO + CN or CH 3 COCN. [4]
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.
The most common Lewis bases are anions. The strength of Lewis basicity correlates with the pK a of the parent acid: acids with high pK a 's give good Lewis bases. As usual, a weaker acid has a stronger conjugate base. Examples of Lewis bases based on the general definition of electron pair donor include: simple anions, such as H − and F −
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.