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In chemistry, the carbon–hydrogen bond (C−H bond) is a chemical bond between carbon and hydrogen atoms that can be found in many organic compounds. [1] This bond is a covalent, single bond, meaning that carbon shares its outer valence electrons with up to four hydrogens.
In organic chemistry and organometallic chemistry, carbon–hydrogen bond activation (C−H activation) is a type of organic reaction in which a carbon–hydrogen bond is cleaved and replaced with a C−X bond (X ≠ H is typically a main group element, like carbon, oxygen, or nitrogen).
Ball-and-stick model of the methane molecule, CH 4.Methane is part of a homologous series known as the alkanes, which contain single bonds only.. In organic chemistry, a hydrocarbon is an organic compound consisting entirely of hydrogen and carbon.
In weaker hydrogen bonds, [13] hydrogen atoms tend to bond to elements such as sulfur (S) or chlorine (Cl); even carbon (C) can serve as a donor, particularly when the carbon or one of its neighbors is electronegative (e.g., in chloroform, aldehydes and terminal acetylenes).
By some definitions, "organic" compounds are only required to contain carbon. However, most of them also contain hydrogen, and because it is the carbon-hydrogen bond that gives this class of compounds most of its particular chemical characteristics, carbon-hydrogen bonds are required in some definitions of the word "organic" in chemistry. [89]
For example, carbon-containing compounds such as alkanes (e.g. methane CH 4) and its derivatives are universally considered organic, but many others are sometimes considered inorganic, such as halides of carbon without carbon-hydrogen and carbon-carbon bonds (e.g. carbon tetrachloride CCl 4), and certain compounds of carbon with nitrogen and ...
By some definitions, "organic" compounds are only required to contain carbon. However, most of them also contain hydrogen, and because it is the carbon-hydrogen bond that gives this class of compounds most of its particular chemical characteristics, carbon-hydrogen bonds are required in some definitions of the word "organic" in chemistry. [12]
Carbene insertions into carbon-hydrogen bonds can also occur intermolecularly: Carbenoids are reactive intermediates that behave similarly to carbenes. [19] One example is the chloroalkyllithium carbenoid reagent prepared in situ from a sulfoxide and t-BuLi which inserts into the carbon-boron bond of a pinacol boronic ester: [20]