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Concept
Organosilicon chemistry
Summary
Organosilicon chemistry is the study of organometallic compounds containing carbon–silicon bonds, to which they are called organosilicon compounds. Most organosilicon compounds are similar to the ordinary organic compounds, being colourless, flammable, hydrophobic, and stable to air. Silicon carbide is an inorganic compound.
Organometallic chemistry
In 1863 Charles Friedel and James Crafts made the first organochlorosilane compound. The same year they also described a «polysilicic acid ether» in the preparation of ethyl- and methyl-o-silicic acid. Extensive research in the field of organosilicon compounds was pioneered in the beginning of 20th century by Frederic S. Kipping. He also had coined the term "silicone" (resembling ketones, this is errorneous though) in relation to these materials in 1904. In recognition of Kipping's achievements the Dow Chemical Company had established an award in 1960s that is given for significant contributions into the silicon chemistry. In his works Kipping was noted for using Grignard reagents to make alkylsilanes and arylsilanes and the preparation of silicone oligomers and polymers for the first time.
In 1945 Eugene G. Rochow also made a significant contribution into the organosilicon chemistry by first describing Müller-Rochow process.
Organosilicon compounds are widely encountered in commercial products. Most common are antifoamers, caulks (sealant), adhesives, and coatings made from silicones. Other important uses include agricultural and plant control adjuvants commonly used in conjunction with herbicides and fungicides.
Carbon–silicon bonds are absent in biology, however enzymes have been used to artificially create carbon-silicon bonds in living microbes. Silicates, on the other hand, have known existence in diatoms. Silafluofen is an organosilicon compound that functions as a pyrethroid insecticide. Several organosilicon compounds have been investigated as pharmaceuticals.
In the great majority of organosilicon compounds, Si is tetravalent with tetrahedral molecular geometry.
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Organotin chemistry
Organotin chemistry is the scientific study of the synthesis and properties of organotin compounds or stannanes, which are organometallic compounds containing tin carbon bonds. The first organotin compound was diethyltin diiodide (), discovered by Edward Frankland in 1849. The area grew rapidly in the 1900s, especially after the discovery of the Grignard reagents, which are useful for producing Sn–C bonds. The area remains rich with many applications in industry and continuing activity in the research laboratory.
Silylation
Silylation is the introduction of one or more (usually) substituted silyl groups (R3Si) to a molecule. Silylations are core methods for production of organosilicon chemistry. Silanization involves similar methods but usually refers to attachment of silyl groups to solids. Alcohols, carboxylic acids, amines, thiols, and phosphates can be silylated. The process involves the replacement of a proton or an anion with a trialkylsilyl group, typically trimethylsilyl (-SiMe3), as illustrated by the synthesis of a trimethylsilyl ethers from alcohols and trimethylsilyl chloride (Me = CH3): Generally a base is employed to absorb the HCl coproduct.
Double bond rule
In chemistry, the double bond rule states that elements with a principal quantum number (n) greater than 2 for their valence electrons (period 3 elements and higher) tend not to form multiple bonds (e.g. double bonds and triple bonds). The double bonds, when they exist, are often weak due to poor orbital overlap between the n>2 orbitals of the two atoms. Although such compounds are not intrinsically unstable, they instead tend to polymerize. An example is the rapid polymerization that occurs upon condensation of disulfur, the heavy analogue of .