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The length of the carbonhydrogen bond varies slightly with the hybridisation of the carbon atom. A bond between a hydrogen atom and an sp 2 hybridised carbon atom is about 0.6% shorter than between hydrogen and sp 3 hybridised carbon. A bond between hydrogen and sp hybridised carbon is shorter still, about 3% shorter than sp 3 C-H.
In ethene, the two carbon atoms form a σ bond by overlapping one sp 2 orbital from each carbon atom. The π bond between the carbon atoms perpendicular to the molecular plane is formed by 2p–2p overlap. Each carbon atom forms covalent C–H bonds with two hydrogens by s–sp 2 overlap, all with 120° bond angles. The hydrogen–carbon bonds ...
In 1916, chemist Gilbert N. Lewis developed the concept of electron-pair bonds, in which two atoms may share one to six electrons, thus forming the single electron bond, a single bond, a double bond, or a triple bond; in Lewis's own words, "An electron may form a part of the shell of two different atoms and cannot be said to belong to either ...
One or more of the hydrogen atoms can be replaced with other atoms, for example chlorine or another halogen: this is called a substitution reaction. An example is the conversion of methane to chloroform using a chlorination reaction. Halogenating a hydrocarbon produces something that is not a hydrocarbon. It is a very common and useful process.
The smallest molecule, hydrogen gas exists as dihydrogen (H-H) with a single covalent bond between two hydrogen atoms. As each hydrogen atom has a single 1s atomic orbital for its electron, the bond forms by overlap of these two atomic orbitals. In the figure the two atomic orbitals are depicted on the left and on the right.
Water is unique because its oxygen atom has two lone pairs and two hydrogen atoms, meaning that the total number of bonds of a water molecule is up to four. [41] The number of hydrogen bonds formed by a molecule of liquid water fluctuates with time and temperature. [42]
The bond length between similar atoms also shortens with increasing s character. For example, the C−H bond length is 110.2 pm in ethane, 108.5 pm in ethylene and 106.1 pm in acetylene, with carbon hybridizations sp 3 (25% s), sp 2 (33% s) and sp (50% s) respectively.
The carbon hybrid orbitals have greater overlap with the hydrogen orbitals, and can therefore form stronger C–H bonds. [ 2 ] A quantitative measure of the overlap of two atomic orbitals Ψ A and Ψ B on atoms A and B is their overlap integral , defined as