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Cyclohexylthiophthalimide
Cyclohexylthiophthalimide (abbreviated CTP) is an organosulfur compound that is used in production of rubber. It is a white solid, although commercial samples often appear yellow. It features the sulfenamide functional group, being a derivative of phthalimide and cyclohexanethiol.Hans-Wilhelm Engels, Herrmann-Josef Weidenhaupt, Manfred Pieroth, Werner Hofmann, Karl-Hans Menting, Thomas Mergenhagen, Ralf Schmoll, Stefan Uhrlandt “Rubber, 4. Chemicals and Additives” in ''Ullmann's Encyclopedia of Industrial Chemistry'', 2004, Wiley-VCH, Weinheim. In the production of synthetic rubber, CTP impedes the onset of sulfur vulcanization Sulfur vulcanization is a chemical process for converting natural rubber or related polymers into materials of varying hardness, elasticity, and mechanical durability by heating them with sulfur or sulfur-containing compounds. Sulfur forms cros .... References {{reflist Reagents for organic chemistry Phthalimides Sulfenamides ...
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Sulfur Vulcanization
Sulfur vulcanization is a chemical process for converting natural rubber or related polymers into materials of varying hardness, elasticity, and mechanical durability by heating them with sulfur or sulfur-containing compounds. Sulfur forms cross-linking bridges between sections of polymer chains which affects the mechanical and electronic properties. Many products are made with vulcanized rubber, including tires, shoe soles, hoses, and conveyor belts. The term is derived from Vulcan, the Roman god of fire. The main polymers subjected to sulfur vulcanization are polyisoprene (natural rubber, NR), polybutadiene rubber (BR) and styrene-butadiene rubber (SBR), and ethylene propylene diene monomer rubber ( EPDM rubber). All of these materials contain alkene groups adjacent to methylene groups. Other specialty rubbers may also be vulcanized, such as nitrile rubber (NBR) and butyl rubber (IIR). Vulcanization, in common with the curing of other thermosetting polymers, is generally ...
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Sulfenamide
Sulfenamides (also spelled sulphenamides) are a class of organosulfur compounds characterized by the general formula RSNR'2, where R and R' are H, alkyl, or aryl.Capozzi, G., Modena, G., Pasquato, L. in "Chemistry of Sulphenyl Halides and Sulfenamides" ''The Chemistry of Sulphenic Acids and their derivatives''. Ed. Saul Patai. John Wiley & Sons Ltd. Chapter 10. 403-516, 1990. Sulfenamides have been used extensively in the vulcanization of rubber using sulfur. They are related to the oxidized compounds sulfinamides (RS(O)NR'2) and sulfonamides (RS(O)2NR'2). Preparation Sulfenamides are usually prepared by the reaction of sulfenyl chlorides and amines: :RSCl + R'2NH → RSNR'2 + HCl The S-N bond formation generally obeys standard bimolecular nucleophilic substitution rules, with the basic nitrogen centre being the nucleophile. Primary sulfenamide formation as shown above occurs with the reaction of the sulfenyl halide with ammonia. Additionally primary as well as s ...
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Imide
In organic chemistry, an imide is a functional group consisting of two acyl groups bound to nitrogen. The compounds are structurally related to acid anhydrides, although imides are more resistant to hydrolysis. In terms of commercial applications, imides are best known as components of high-strength polymers, called polyimides. Inorganic imides are also known as solid state or gaseous compounds, and the imido group (=NH) can also act as a ligand. Nomenclature Most imides are cyclic compounds derived from dicarboxylic acids, and their names reflect the parent acid. Examples are succinimide, derived from succinic acid, and phthalimide, derived from phthalic acid. For imides derived from amines (as opposed to ammonia), the ''N''-substituent is indicated by a prefix. For example, N-ethylsuccinimide is derived from succinic acid and ethylamine. Isoimides are isomeric with normal imides and have the formula RC(O)OC(NR′)R″. They are often intermediates that convert to the more symmet ...
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Organosulfur Compound
Organosulfur compounds 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 abounds 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 carbon–tellurium compounds. A classical chemical test for the detection of sulfur co ...
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Rubber
Rubber, also called India rubber, latex, Amazonian rubber, ''caucho'', or ''caoutchouc'', as initially produced, consists of polymers of the organic compound isoprene, with minor impurities of other organic compounds. Thailand, Malaysia, and Indonesia are three of the leading rubber producers. Types of polyisoprene that are used as natural rubbers are classified as elastomers. Currently, rubber is harvested mainly in the form of the latex from the rubber tree (''Hevea brasiliensis'') or others. The latex is a sticky, milky and white colloid drawn off by making incisions in the bark and collecting the fluid in vessels in a process called "tapping". The latex then is refined into the rubber that is ready for commercial processing. In major areas, latex is allowed to coagulate in the collection cup. The coagulated lumps are collected and processed into dry forms for sale. Natural rubber is used extensively in many applications and products, either alone or in combination wit ...
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Functional Group
In organic chemistry, a functional group is a substituent or moiety in a molecule that causes the molecule's characteristic chemical reactions. The same functional group will undergo the same or similar chemical reactions regardless of the rest of the molecule's composition. This enables systematic prediction of chemical reactions and behavior of chemical compounds and the design of chemical synthesis. The reactivity of a functional group can be modified by other functional groups nearby. Functional group interconversion can be used in retrosynthetic analysis to plan organic synthesis. A functional group is a group of atoms in a molecule with distinctive chemical properties, regardless of the other atoms in the molecule. The atoms in a functional group are linked to each other and to the rest of the molecule by covalent bonds. For repeating units of polymers, functional groups attach to their nonpolar core of carbon atoms and thus add chemical character to carbon chains. Fun ...
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Phthalimide
Phthalimide is the organic compound with the formula C6H4(CO)2NH. It is the imide derivative of phthalic anhydride. It is a Sublimation (phase transition), sublimable white solid that is slightly soluble in water but more so upon addition of base (chemistry), base. It is used as a precursor to other organic compounds as a masked source of ammonia. Preparation Phthalimide can be prepared by heating phthalic anhydride with alcoholic ammonia giving 95–97% yield. Alternatively, it may be prepared by treating the anhydride with ammonium carbonate or urea. It can also be produced by ammoxidation of O-Xylene, ''o''-xylene. Uses Phthalimide is used as a precursor to anthranilic acid, a precursor to azo dyes and saccharin. Alkyl phthalimides are useful precursors to amines in chemical synthesis, especially in peptide synthesis where they are used "to block both hydrogens and avoid racemization of the substrates". Alkyl halides can be converted to the N-alkylphthalimide: : C6H4( ...
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Cyclohexanethiol
Cyclohexanethiol is a thiol with the formula C6H11SH. It is a colorless liquid with a strong odor. Preparation It was first prepared by the free-radical reaction of cyclohexane using carbon disulfide as a sulfur source. It is produced industrially by the hydrogenation of cyclohexanone in the presence of hydrogen sulfide over a metal sulfide catalyst: :C6H10O + H2S + H2 → C6H11SH + H2O It is also obtained by the addition of hydrogen sulfide to cyclohexene in the presence of nickel sulfide.Kathrin-Maria Roy "Thiols and Organic sulphides" in ''Ullmann's Encyclopedia of Industrial Chemistry'', 2002, Wiley-VCH Verlag, Weinheim. Safety The (injected, mice) was estimated at 316 mg/kg by the United States Department of Health, Education, and Welfare The United States Department of Health and Human Services (HHS) is a cabinet-level executive branch department of the U.S. federal government created to protect the health of all Americans and providing essential human se ...
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Synthetic Rubber
A synthetic rubber is an artificial elastomer. They are polymers synthesized from petroleum byproducts. About 32-million metric tons of rubbers are produced annually in the United States, and of that amount two thirds are synthetic. Synthetic rubber, just like natural rubber, has many uses in the automotive industry for tires, door and window profiles, Seal (mechanical), seals such as O-rings and gaskets, hoses, Belt (mechanical), belts, Rubber mat, matting, and flooring. They offer a different range of physical and chemical properties, so can improve the reliability of a given product or application. Synthetic rubbers are superior to natural rubbers in two major respects, thermal stability and resistance to oils and related compounds. They are more resistant to oxidizing agents, such as oxygen and ozone which can reduce the life of products like tires. History of synthetic rubber The expanded use of bicycles, and particularly their pneumatic tires, starting in the 1890s, create ...
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Reagents For Organic Chemistry
In chemistry, a reagent ( ) or analytical reagent is a substance or compound added to a system to cause a chemical reaction, or test if one occurs. The terms ''reactant'' and ''reagent'' are often used interchangeably, but reactant specifies a substance ''consumed'' in the course of a chemical reaction. ''Solvents'', though involved in the reaction mechanism, are usually not called reactants. Similarly, ''catalysts'' are not consumed by the reaction, so they are not reactants. In biochemistry, especially in connection with enzyme-catalyzed reactions, the reactants are commonly called substrates. Definitions Organic chemistry In organic chemistry, the term "reagent" denotes a chemical ingredient (a compound or mixture, typically of inorganic or small organic molecules) introduced to cause the desired transformation of an organic substance. Examples include the Collins reagent, Fenton's reagent, and Grignard reagents. Analytical chemistry In analytical chemistry, a reagent ...
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Phthalimides
Phthalimide is the organic compound with the formula C6H4(CO)2NH. It is the imide derivative of phthalic anhydride. It is a sublimable white solid that is slightly soluble in water but more so upon addition of base. It is used as a precursor to other organic compounds as a masked source of ammonia. Preparation Phthalimide can be prepared by heating phthalic anhydride with alcoholic ammonia giving 95–97% yield. Alternatively, it may be prepared by treating the anhydride with ammonium carbonate or urea. It can also be produced by ammoxidation of ''o''-xylene. Uses Phthalimide is used as a precursor to anthranilic acid, a precursor to azo dyes and saccharin. Alkyl phthalimides are useful precursors to amines in chemical synthesis, especially in peptide synthesis where they are used "to block both hydrogens and avoid racemization of the substrates". Alkyl halides can be converted to the N-alkylphthalimide: : C6H4(CO)2NH + RX + NaOH → C6H4(CO)2NR + NaX + ...
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