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1,4-Butanedithiol
1,4-Butanedithiol is an organosulfur compound with the formula . It is a malodorous, colorless liquid that is highly soluble in organic solvents. The compound has found applications in biodegradable polymers. Reactions Alkylation with geminal dihalides gives 1,3-di thiepanes. Oxidation gives the cyclic disulfide 1,2-dithiane: : It forms self-assembled monolayers on gold. It is also used in polyadditions along with 1,4-butanediol to form sulfur-containing polyester and polyurethanes containing diisocyanate. Several of these polymers are considered biodegradable and many of their components are sourced from non-petroleum oils. Related compounds * Dithiothreitol * 1,3-Propanedithiol 1,3-Propanedithiol is the chemical compound with the formula HSCH2CH2CH2SH. This dithiol is a useful reagent in organic synthesis. This liquid, which is readily available commercially, has an intense stench. Reactions 1,3-Propanedithiol has be ... References {{DEFAULTSORT:Butanedithiol, 1, ...
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Dithiane
A dithiane is a heterocyclic compound composed of a cyclohexane core structure wherein two methylene bridges ( units) are replaced by sulfur. The three isomeric parent heterocycles are 1,2-dithiane, 1,3-dithiane and 1,4-dithiane. They are all colorless solids. 1,2-Dithiane 1,2-Dithiane is an organosulfur compound with the formula . It is one of three isomers of the formula . The 1,2-isomer, a disulfide, arises by the oxidation of 1,4-butanedithiol. 1,3-Dithiane 1,3-Dithiane is an organosulfur compound with the formula . It is one of three isomers of the formula . The 1,3-isomer arises by the reaction of 1,3-propanedithiol with formaldehyde. 1,3-Dithianes are sometimes used as protecting group of carbonyl-containing compounds. They form by treatment of the carbonyl compound with 1,3-propanedithiol under conditions that remove water from the system. The protecting group can be removed with mercuric reagents, a process that exploits the high affinity of Hg(II) for thiola ...
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Organosulfur Compound
Organosulfur chemistry is the study of the properties and synthesis of organosulfur compounds, which are organic compounds that contain sulfur. They are often associated with foul odors, but many of the sweetest compounds known are organosulfur derivatives, e.g., saccharin. Nature is abound with organosulfur compounds—sulfur is vital for life. Of the 20 common amino acids, two ( cysteine and methionine) are organosulfur compounds, and the antibiotics penicillin and sulfa drugs both contain sulfur. While sulfur-containing antibiotics save many lives, sulfur mustard is a deadly chemical warfare agent. Fossil fuels, coal, petroleum, and natural gas, which are derived from ancient organisms, necessarily contain organosulfur compounds, the removal of which is a major focus of oil refineries. Sulfur shares the chalcogen group with oxygen, selenium, and tellurium, and it is expected that organosulfur compounds have similarities with carbon–oxygen, carbon–selenium, and car ...
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Bioplastic
Bioplastics are plastic materials produced from renewable biomass sources. Timeline of plastic development, Historically, bioplastics made from natural materials like shellac or Celluloid, cellulose had been the first plastics. Since the end of the 19th century they have been increasingly superseded by fossil-fuel plastics derived from petroleum or natural gas (''fossilized'' biomass is not considered to be Renewable resource, renewable in reasonable short time). Today, in the context of bioeconomy and circular economy, bioplastics are gaining interest again. Conventional petro-based polymers are increasingly blended with bioplastics to manufacture "bio-attributed" or "mass-balanced" plastic products - so the difference between bio- and other plastics might be difficult to define. Bioplastics can be produced by: * processing directly from Biopolymer, natural biopolymers including polysaccharides (e.g., corn starch or rice starch, cellulose, chitosan, and alginate) and proteins ( ...
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Thiepane
Thiepane (also hexathiophane) is the organosulfur compound with the formula (CH2)6S. Thiepanes are seven-membered ring heterocycle A heterocyclic compound or ring structure is a cyclic compound that has atoms of at least two different elements as members of its ring(s). Heterocyclic organic chemistry is the branch of organic chemistry dealing with the synthesis, proper ...s that contains sulfide. The parent thiepane has seldom been studied. A variety of derivatives are known. Hexathiathiepane (CAS RN 17233-71-5, m.p. 90 °C) is CH2S6. A naturally occurring derivative is lenthionine, 1,4-(CH2)2S5. Thiepane itself may be a product of spontaneous coal fires in post-mining waste heaps. References {{Heterocyclic-stub Sulfur heterocycles Seven-membered rings ...
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Disulfide
In chemistry, a disulfide (or disulphide in British English) is a compound containing a functional group or the anion. The linkage is also called an SS-bond or sometimes a disulfide bridge and usually derived from two thiol groups. In inorganic chemistry, the anion appears in a few rare minerals, but the functional group has tremendous importance in biochemistry. Disulfide bridges formed between thiol groups in two cysteine residues are an important component of the tertiary and quaternary structure of proteins. Compounds of the form are usually called ''persulfides'' instead. Organic disulfides Structure Disulfides have a C–S–S–C dihedral angle approaching 90°. The S–S bond length is 2.03 Å in diphenyl disulfide, similar to that in elemental sulfur. Disulfides are usually symmetric but they can also be unsymmetric. Symmetrical disulfides are compounds of the formula . Most disulfides encountered in organosulfur chemistry are symmetrical disulfides. Unsymme ...
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Self-assembled Monolayer
Self-assembled monolayers (SAM) are assemblies of organic molecules that form spontaneously on surfaces by adsorption and organize themselves into more or less distinct domains (head group, chain/backbone, and tail/end group). In some cases, molecules that form the monolayer do not interact strongly with the substrate. This is the case for porphyrins on highly oriented pyrolytic graphite, HOPG and two-dimensional supramolecular networks of perylenetetracarboxylic dianhydride, PTCDA on gold. In other cases, the head group has a strong affinity for the substrate and anchors the molecule. Such an SAM consisting of a head group, chain (labeled "tail"), and functional end group is depicted in Figure 1. Common head groups include thiols, silanes, and phosphonates. SAMs are created by the chemisorption of head groups onto a substrate from either the vapor or liquid phase followed by a slower organization of "tail groups". Initially, at small molecular density on the surface, adsorbate ...
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Polyaddition
Polyaddition (or addition polymerisation ) is a polymerization reaction that forms polymers via individual independent addition reactions. Polyaddition occurs as a reaction between functional groups on molecules with low degrees of polymerization, such as dimers, trimers and oligomers, to form species of higher molar mass. Only at nearly complete conversions does the polymer form, as in polycondensation and in contrast to chain polymerization. A typical polyaddition is the formation of a polyurethane Polyurethane (; often abbreviated PUR and PU) is a class of polymers composed of organic chemistry, organic units joined by carbamate (urethane) links. In contrast to other common polymers such as polyethylene and polystyrene, polyurethane term .... : References Polymer chemistry {{Polymer-stub ...
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Polyester
Polyester is a category of polymers that contain one or two ester linkages in every repeat unit of their main chain. As a specific material, it most commonly refers to a type called polyethylene terephthalate (PET). Polyesters include some naturally occurring chemicals, such as those found in plants and insects. Natural polyesters and a few synthetic ones are biodegradable, but most synthetic polyesters are not. Synthetic polyesters are used extensively in clothing. Polyester fibers are sometimes spun together with natural fibers to produce a cloth with blended properties. Cotton-polyester blends can be strong, wrinkle- and tear-resistant, and reduce shrinking. Synthetic fibers using polyester have high water, wind, and environmental resistance compared to plant-derived fibers. They are less Fireproofing, fire-resistant and can melt when ignited. Liquid crystalline polyesters are among the first industrially used liquid crystal polymers. They are used for their mechanical propert ...
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Polyurethane
Polyurethane (; often abbreviated PUR and PU) is a class of polymers composed of organic chemistry, organic units joined by carbamate (urethane) links. In contrast to other common polymers such as polyethylene and polystyrene, polyurethane term does not refer to the single type of polymer but a group of polymers. Unlike polyethylene and polystyrene, polyurethanes can be produced from a wide range of starting materials resulting in various polymers within the same group. This chemical variety produces polyurethanes with different chemical structures leading to many List of polyurethane applications, different applications. These include rigid and flexible foams, and coatings, adhesives, Potting (electronics), electrical potting compounds, and fibers such as spandex and polyurethane laminate (PUL). Foams are the largest application accounting for 67% of all polyurethane produced in 2016. A polyurethane is typically produced by reacting a polymeric isocyanate with a polyol. Since a ...
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Diisocyanate
In organic chemistry, isocyanate is the functional group with the formula . Organic compounds that contain an isocyanate group are referred to as isocyanates. An organic compound with two isocyanate groups is known as a diisocyanate. Diisocyanates are manufactured for the production of polyurethanes, a class of polymers. Isocyanates should not be confused with cyanate esters and isocyanides, very different families of compounds. The cyanate (cyanate ester) functional group () is arranged differently from the isocyanate group (). Isocyanides have the connectivity , lacking the oxygen of the cyanate groups. Structure and bonding In terms of bonding, isocyanates are closely related to carbon dioxide (CO2) and carbodiimides (C(NR)2). The C−N=C=O unit that defines isocyanates is planar, and the N=C=O linkage is nearly linear. In phenyl isocyanate, the C=N and C=O distances are respectively 1.195 and 1.173  Å. The C−N=C angle is 134.9° and the N=C=O angle is 173.1� ...
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Biodegradable
Biodegradation is the breakdown of organic matter by microorganisms, such as bacteria and fungi. It is generally assumed to be a natural process, which differentiates it from composting. Composting is a human-driven process in which biodegradation occurs under a specific set of circumstances. The process of biodegradation is threefold: first an object undergoes biodeterioration, which is the mechanical weakening of its structure; then follows biofragmentation, which is the breakdown of materials by microorganisms; and finally assimilation, which is the incorporation of the old material into new cells. In practice, almost all chemical compounds and materials are subject to biodegradation, the key element being time. Things like vegetables may degrade within days, while glass and some plastics take many millennia to decompose. A standard for biodegradability used by the European Union is that greater than 90% of the original material must be converted into , water and minerals b ...
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