Dimethyldiethoxysilane

Last updated
Dimethyldiethoxysilane
DMDEOS.png
Dimethyldiethoxysilane-3D-balls.png
Names
Preferred IUPAC name
Diethoxydi(methyl)silane
Identifiers
3D model (JSmol)
AbbreviationsDMDEOS
1736110
ChemSpider
ECHA InfoCard 100.001.025 OOjs UI icon edit-ltr-progressive.svg
EC Number
  • 201-127-6
PubChem CID
RTECS number
  • VV3590000
UNII
UN number 2380
  • InChI=1S/C6H16O2Si/c1-5-7-9(3,4)8-6-2/h5-6H2,1-4H3 Yes check.svgY
    Key: YYLGKUPAFFKGRQ-UHFFFAOYSA-N Yes check.svgY
  • InChI=1/C6H16O2Si/c1-5-7-9(3,4)8-6-2/h5-6H2,1-4H3
    Key: YYLGKUPAFFKGRQ-UHFFFAOYAK
  • O(CC)[Si](OCC)(C)C
  • O(CC)[Si](OCC)(C)C
Properties
C6H16O2Si
Molar mass 148.277 g·mol−1
AppearanceColourless liquid
Density 0.865 g cm−3
Melting point −87 °C (−125 °F; 186 K)
Boiling point 114 °C (237 °F; 387 K)
Solubility soluble in carbon tetrachloride [1]
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Infobox references

Dimethyldiethoxysilane, sometimes abbreviated DMDEOS or DMDES, is an organosilicon compound. DMDEOS is a precursor in the production of the silicone polymer polydimethylsiloxane (PDMS).

DMDEOS is an intermediate silane useful for blocking hydroxyl and amino groups in organic synthesis reactions. This silylating step allows subsequent reactions to be carried out which would be adversely affected by the presence of active hydrogen in the hydroxyl or amine groups. Following the reaction step, hydroxyl or amine groups blocked with DMDEOS may be recovered by a hydrolysis procedure. DMDEOS is also used for preparing hydrophobic and release materials as well as enhancing flow of powders. [2] [3]

Related Research Articles

Amide Chemical compound

In organic chemistry, an amide ( or or, also known as an organic amide or a carboxamide, is a compound with the general formula RC NR′R″, where R, R', and R″ represent organic groups or hydrogen atoms. The amide group is called a peptide bond when it is part of the main chain of a protein, and an isopeptide bond when it occurs in a side chain, such as in the amino acids asparagine and glutamine. It can be viewed as a derivative of a carboxylic acid RC OH with the hydroxyl group –OH replaced by an amine group −NR′R″; or, equivalently, an acyl group RC − joined to an amine group.

Alkene Type of chemical compound

In chemistry, an alkene is a hydrocarbon containing a carbon–carbon double bond.

Carboxylic acid Organic compound

A carboxylic acid is an organic acid that contains a carboxyl group (C(=O)OH) attached to an R-group. The general formula of a carboxylic acid is R−COOH or R−CO2H, with R referring to the alkyl, alkenyl, aryl, or other group. Carboxylic acids occur widely. Important examples include the amino acids and fatty acids. Deprotonation of a carboxylic acid gives a carboxylate anion.

Hydrolysis is any chemical reaction in which a molecule of water breaks one or more chemical bonds. The term is used broadly for substitution, elimination, and solvation reactions in which water is the nucleophile.

In polymer chemistry, polymerization, or polymerisation, is a process of reacting monomer molecules together in a chemical reaction to form polymer chains or three-dimensional networks. There are many forms of polymerization and different systems exist to categorize them.

Peptidoglycan or murein is a polymer consisting of sugars and amino acids that forms a mesh-like peptidoglycan layer outside the plasma membrane of most bacteria, forming the cell wall. The sugar component consists of alternating residues of β-(1,4) linked N-acetylglucosamine (NAG) and N-acetylmuramic acid (NAM). Attached to the N-acetylmuramic acid is a peptide chain of three to five amino acids. The peptide chain can be cross-linked to the peptide chain of another strand forming the 3D mesh-like layer. Peptidoglycan serves a structural role in the bacterial cell wall, giving structural strength, as well as counteracting the osmotic pressure of the cytoplasm. Peptidoglycan is also involved in binary fission during bacterial cell reproduction.

Polyurethane Polymer composed of a chain of organic units joined by carbamate (urethane) links

Polyurethane refers to a class of polymers composed of organic units joined by carbamate (urethane) links. In contrast to other common polymers such as polyethylene and polystyrene, polyurethane is produced from a wide range of starting materials (monomers) and is therefore a class of polymers, rather than a distinct compound. This chemical variety allows for polyurethanes with very different physical properties, leading to an equally wide range of different applications. These include: rigid and flexible foams, varnishes and coatings, adhesives, electrical potting compounds, and fibres such as spandex and PUL. Of these, foams are the largest single application, accounting for 67% of all polyurethane produced in 2016.

Epoxy Type of material

Epoxy is the family of basic components or cured end products of epoxy resins. Epoxy resins, also known as polyepoxides, are a class of reactive prepolymers and polymers which contain epoxide groups. The epoxide functional group is also collectively called epoxy. The IUPAC name for an epoxide group is an oxirane.

Hydroboration–oxidation reaction is a two-step hydration reaction that converts an alkene into an alcohol. The process results in the syn addition of a hydrogen and a hydroxyl group where the double bond had been. Hydroboration–oxidation is an anti-Markovnikov reaction, with the hydroxyl group attaching to the less-substituted carbon. The reaction thus provides a more stereospecific and complementary regiochemical alternative to other hydration reactions such as acid-catalyzed addition and the oxymercuration–reduction process. The reaction was first reported by Herbert C. Brown in the late 1950s and it was recognized in his receiving the Nobel Prize in Chemistry in 1979.

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A polyamide is a polymer with repeating units linked by amide bonds.

Polyurea Class of elastomers

Polyurea is a type of elastomer that is derived from the reaction product of an isocyanate component and a synthetic resin blend component through step-growth polymerization. The isocyanate can be aromatic or aliphatic in nature. It can be monomer, polymer, or any variant reaction of isocyanates, quasi-prepolymer or a prepolymer. The prepolymer, or quasi-prepolymer, can be made of an amine-terminated polymer resin, or a hydroxyl-terminated polymer resin.

The Knoevenagel condensation reaction is an organic reaction named after Emil Knoevenagel. It is a modification of the aldol condensation.

Anionic addition polymerization is a form of chain-growth polymerization or addition polymerization that involves the polymerization of monomers initiated with anions. The type of reaction has many manifestations, but traditionally vinyl monomers are used. Often anionic polymerization involves living polymerizations, which allows control of structure and composition.

Maleimide Chemical compound

Maleimide is a chemical compound with the formula H2C2(CO)2NH (see diagram). This unsaturated imide is an important building block in organic synthesis. The name is a contraction of maleic acid and imide, the -C(O)NHC(O)- functional group. Maleimides also describes a class of derivatives of the parent maleimide where the NH group is replaced with alkyl or aryl groups such as a methyl or phenyl, respectively. The substituent can also be a small molecule (such as biotin, a fluorescent dye, an oligosaccharide, or a nucleic acid), a reactive group, or a synthetic polymer such as polyethylene glycol. Human hemoglobin chemically modified with maleimide-polyethylene glycol is a blood substitute called MP4.

Hindered amine light stabilizers

Hindered amine light stabilizers (HALS) are chemical compounds containing an amine functional group that are used as stabilizers in plastics and polymers. These compounds are typically derivatives of tetramethylpiperidine and are primarily used to protect the polymers from the effects of photo-oxidation; as opposed to other forms of polymer degradation such as ozonolysis. They are also increasingly being used as thermal stabilizers, particularly for low and moderate level of heat, however during the high temperature processing of polymers they remain less effective than traditional phenolic antioxidants.

Photoinitiator

A photoinitiator is a molecule that creates reactive species when exposed to radiation. Synthetic photoinitiators are key components in photopolymers.

Polymer stabilizers are chemical additives which may be added to polymeric materials, such as plastics and rubbers, to inhibit or retard their degradation. Common polymer degradation processes include oxidation, UV-damage, thermal degradation, ozonolysis, combinations thereof such as photo-oxidation, as well as reactions with catalyst residues, dyes, or impurities. All of these degrade the polymer at a chemical level, via chain scission, uncontrolled recombination and cross-linking, which adversely affects many key properties such as strength, malleability, appearance and colour.

TEMPO Chemical compound

(2,2,6,6-Tetramethylpiperidin-1-yl)oxyl or (2,2,6,6-tetramethylpiperidin-1-yl)oxidanyl, commonly known as TEMPO, is a chemical compound with the formula (CH2)3(CMe2)2NO. This heterocyclic compound is a red-orange, sublimable solid. As a stable aminoxyl radical, it has applications in chemistry and biochemistry. TEMPO is used as a radical marker, as a structural probe for biological systems in conjunction with electron spin resonance spectroscopy, as a reagent in organic synthesis, and as a mediator in controlled radical polymerization.

Alkyl ketene dimer

Alkyl ketene dimers (AKDs) are a family of organic compounds based on the 4-membered ring system of oxetan-2-one, which is also the central structural element of propiolactone and diketene. Attached to the oxetane ring of technically relevant alkyl ketene dimers there is a C12 – C16 alkyl group in the 3-position and a C13 – C17 alkylidene group in the 4-position.

References

  1. Lide, David R. (1998), Handbook of Chemistry and Physics (87 ed.), Boca Raton, FL: CRC Press, pp. 3–180, ISBN   0-8493-0594-2
  2. Merhari, Lhadi (2009), Hybrid Nanocomposites for Nanotechnology, Springer, pp. 184–185, ISBN   978-0-387-72398-3 , retrieved 2009-07-19
  3. "GP-49 Dimethyldiethoxysilane | Genesee Polymers Corporation".