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Cyclen
Cyclen (1,4,7,10-tetraazacyclododecane) is an aza-crown ether with the formula (CH2CH2NH)4. It is a white solid. It forms Coordination complex, coordination complexes with metal cations and is used to synthesize the chelating agent DOTA (chelator), DOTA which has several medical applications. Being structurally simple, symmetrical, and polyfunctional, cyclen has been widely investigated. Synthesis Some syntheses exploit the Thorpe-Ingold effect to facilitate ring-formation. Illustrative is the reaction of the deprotonated tosylamides with ditosylates: :TsN(CH2CH2NTsNa)2 + TsN(CH2CH2OTs)2 → (TsNCH2CH2)4 The resulting macrocycle can be deprotected with strong acid. Base gives the tetramine. High dilution conditions result in a low reaction rate penalty and this disadvantage is removed in an alternative procedure starting from triethylenetetraamine and dithiooxamide to a amidine, bisamidine – also a bis(2-Imidazoline, imidazoline) – followed by organic reduction, reduc ... [...More Info...] [...Related Items...] OR: [Wikipedia] [Google] [Baidu] |
DOTA (chelator)
DOTA (also known as tetraxetan) is an organic compound with the formula . The molecule consists of a central 12-membered tetraaza (i.e., containing four nitrogen atoms) ring. DOTA is used as a complexing agent, especially for lanthanide ions. Its complexes have medical applications as contrast agents and cancer treatments. Terminology The acronym DOTA (for dodecane tetraacetic acid) is shorthand for both the tetracarboxylic acid and its various conjugate bases. In the area of coordination chemistry, the tetraacid is called H4DOTA and its fully deprotonated derivative is DOTA4−. Many related ligands are referred to using the DOTA acronym, although these derivatives are generally not tetracarboxylic acids or the conjugate bases. The "tetra-" prefix in tetraxetan indicates the four nitrogen atoms in the macrocycle and the four acetic acid arms in the DOTA structure, while "xetan" is a standard suffix for chelators. Structure DOTA is derived from the macrocycle known as cyclen. Th ... [...More Info...] [...Related Items...] OR: [Wikipedia] [Google] [Baidu] |
Aza-crown Ether
In organic chemistry, an aza-crown ether is an aza analogue of a crown ether (cyclic polyether). That is, it has a nitrogen atom (amine linkage, or ) in place of each oxygen atom (ether linkage, ) around the ring. While the parent crown ethers have the formulae , the parent ''aza''-crown ethers have the formulae , where n = 3, 4, 5, 6. Well-studied aza crowns include triazacyclononane (n = 3), cyclen (n = 4), and hexaaza-18-crown-6 (n = 6). File:Me3TACN.png, 1,4,7-Trimethyl-1,4,7-triazacyclononane, a tridentate ligand used in coordination chemistry. File:Cyclam.png, Cyclam is a tetraaza crown ether with alternating and linkers between amine centers. File:Plerixafor.svg, Plerixafor, a derivative of cyclam, is used to treat lymphoma and multiple myeloma. File:Cryptand.svg, 2.2.2-Cryptand is an aza-crown of the mixed ether-amine variety. Synthesis The synthesis of aza crown ethers are subject to the challenges associated with the preparation of macrocycles. The 18-member ... [...More Info...] [...Related Items...] OR: [Wikipedia] [Google] [Baidu] |
Cyclam
Cyclam (1,4,8,11-tetraazacyclotetradecane) is an organic compound with the formula (NHCH2CH2NHCH2CH2CH2)2. Classified as an aza-crown ether, it is a white solid that is soluble in water. As a macrocyclic ligand, it binds strongly to many transition metal cations. The compound was first prepared by the reaction of 1,3-dibromopropane and ethylenediamine. The compound features four secondary amines. Its complexes therefore can exist as several diastereomers, depending on the relative orientation of the N–H centres. Its complexes feature alternating five- and six-membered chelate rings. The closely related ligand cyclen ((CH2CH2NH)4) forms only five-membered C2N2M chelate rings and tends not to form square-planar complexes. ''N''-Alkyl derivatives Metal-cyclam complexes are prone to oxidative degradation, which is initiated by deprotonation of the secondary amine. This flaw led to the development of cyclam derivatives wherein the NH centres are replaced by tertiary amines. F ... [...More Info...] [...Related Items...] OR: [Wikipedia] [Google] [Baidu] |
Dithiooxamide
Dithiooxamide, also known as rubeanic acid, is an organic compound. It is the sulfur analog of oxamide. It acts as a chelating agent, e.g. in the detection or determination of copper. It has also been used as a building block in the synthesis of cyclen. Materials chemistry Rubeanic acid has received much attention as a precursor to photonic or electroactive materials. It is a precursor to inorganic C-S-N rings. It condenses with acid chlorides to thiazoles. It forms coordination polymer Coordination may refer to: * Coordination (linguistics), a compound grammatical construction * Coordination complex, consisting of a central atom or ion and a surrounding array of bound molecules or ions ** A chemical reaction to form a coordinat ...s. References {{organic-compound-stub Thioamides ... [...More Info...] [...Related Items...] OR: [Wikipedia] [Google] [Baidu] |
DIBAL
Diisobutylaluminium hydride (DIBALH, DIBAL, DIBAL-H or DIBAH) is a reducing agent with the formula (''i''-Bu2AlH)2, where ''i''-Bu represents isobutyl (-CH2CH(CH3)2). This organoaluminium compound is a reagent in organic synthesis. Properties Like most organoaluminum compounds, the compound's structure is most probably more than that suggested by its empirical formula. A variety of techniques, not including X-ray crystallography, suggest that the compound exists as a dimer and a trimer, consisting of tetrahedral aluminium centers sharing bridging hydride ligands. Hydrides are small and, for aluminium derivatives, are highly basic, thus they bridge in preference to the alkyl groups. DIBAL can be prepared by heating triisobutylaluminium (itself a dimer) to induce β-hydride elimination: :(''i''-Bu3Al)2 → (''i''-Bu2AlH)2 + 2 (CH3)2C=CH2 Although DIBAL can be purchased commercially as a colorless liquid, it is more commonly purchased and dispensed as a solution in an organic solv ... [...More Info...] [...Related Items...] OR: [Wikipedia] [Google] [Baidu] |
Chelating Agents
Chelation () is a type of bonding of ions and their molecules to metal ions. It involves the formation or presence of two or more separate coordinate bonds between a polydentate (multiple bonded) ligand and a single central metal atom. These ligands are called chelants, chelators, chelating agents, or sequestering agents. They are usually organic compounds, but this is not a necessity. The word ''chelation'' is derived from Greek χηλή, ''chēlē'', meaning "claw"; the ligands lie around the central atom like the claws of a crab. The term ''chelate'' () was first applied in 1920 by Sir Gilbert T. Morgan and H. D. K. Drew, who stated: "The adjective chelate, derived from the great claw or ''chele'' (Greek) of the crab or other crustaceans, is suggested for the caliperlike groups which function as two associating units and fasten to the central atom so as to produce heterocyclic rings." Chelation is useful in applications such as providing nutritional supplements, in chela ... [...More Info...] [...Related Items...] OR: [Wikipedia] [Google] [Baidu] |
Macrocycles
Macrocycles are often described as molecules and ions containing a Ring (chemistry), ring of twelve or more atoms. Classical examples include the crown ethers, calixarenes, porphyrins, and cyclodextrins. Macrocycles describe a large, mature area of chemistry. Synthesis The formation of macrocycles by ring-closure is called macrocyclization. The central challenge to macrocyclization is that ring-closing reactions do not favor the formation of large rings. Instead, medium sized rings or polymers tend to form. Early macrocyclizations were achieved ketonic decarboxylations for the preparation of terpenoid macrocycles. So, while Ružička was able to produce various macrocycles, the yields were low. This kinetic problem can be addressed by using high-dilution reactions, whereby intramolecular processes are favored relative to polymerizations. Reactions amenable to high dilution include Dieckmann condensation and related based-induced reactions of esters with remote halides. So ... [...More Info...] [...Related Items...] OR: [Wikipedia] [Google] [Baidu] |
Ethyleneamines
Ethyleneamines are a class of amine compounds containing ethylene (-CH2CH2-) linkages between amine groups. These compounds are generally colorless, low-viscosity liquids with a fishy amine odor. They are primarily used as building block chemicals and in epoxy resin curing agent chemistry. Production There are two main routes for the production of ethyleneamines, the reaction between ethylene dichloride and ammonia, and the reductive amination of monethanolamine. World capacity of ethyleneamines for the year 2001 was estimated to be 385,000 tonnes/year, with the majority comprising the ethylene dichloride route. In the ethylene dichloride route, the initial product of this reaction is ethylenediamine. In the presence of excess ethylene dichloride, the initial ethyleneamine is extended by one ethylene unit. The terminal alkyl chloride reacts with ammonia to give the amine, and the polyamine chain can be extended further in this fashion. Addition of a polyamine to the initial reac ... [...More Info...] [...Related Items...] OR: [Wikipedia] [Google] [Baidu] |
Lanthanide
The lanthanide () or lanthanoid () series of chemical elements comprises at least the 14 metallic chemical elements with atomic numbers 57–70, from lanthanum through ytterbium. In the periodic table, they fill the 4f orbitals. Lutetium (element 71) is also sometimes considered a lanthanide, despite being a d-block element and a transition metal. The informal chemical symbol Ln is used in general discussions of lanthanide chemistry to refer to any lanthanide. All but one of the lanthanides are f-block elements, corresponding to the filling of the 4f electron shell. Lutetium is a d-block element (thus also a transition metal), and on this basis its inclusion has been questioned; however, like its congeners scandium and yttrium in group 3, it behaves similarly to the other 14. The term rare-earth element or rare-earth metal is often used to include the stable group 3 elements Sc, Y, and Lu in addition to the 4f elements. All lanthanide elements form trivalent cations, Ln3+, ... [...More Info...] [...Related Items...] OR: [Wikipedia] [Google] [Baidu] |
Octahedral Molecular Geometry
In chemistry, octahedral molecular geometry, also called square bipyramidal, describes the shape of compounds with six atoms or groups of atoms or ligands symmetrically arranged around a central atom, defining the vertices of an octahedron. The octahedron has eight faces, hence the prefix '' octa''. The octahedron is one of the Platonic solids, although octahedral molecules typically have an atom in their centre and no bonds between the ligand atoms. A perfect octahedron belongs to the point group Oh. Examples of octahedral compounds are sulfur hexafluoride SF6 and molybdenum hexacarbonyl Mo(CO)6. The term "octahedral" is used somewhat loosely by chemists, focusing on the geometry of the bonds to the central atom and not considering differences among the ligands themselves. For example, , which is not octahedral in the mathematical sense due to the orientation of the bonds, is referred to as octahedral. The concept of octahedral coordination geometry was developed by Alfred ... [...More Info...] [...Related Items...] OR: [Wikipedia] [Google] [Baidu] |
CSD CIF JIKJUI
CSD may refer to: Finance * Central securities depository * Confederate States Dollar * Serbian dinar, by previous ISO 4217 code Organizations Education * California School for the Deaf (other), several institutions * Canyons School District, in Utah, US * Cheltenham School District, in Pennsylvania, US * Christina School District, in Delaware, US * Cleveland School District, in Mississippi, US * Cordova School District, in Alaska, US Other organizations * Canteen Stores Department (India), a chain of stores operated by the Indian Ministry of Defence at military bases * CSD Pakistan (Canteen Stores Department), a chain of stores operated by the Pakistani Ministry of Defence * Chartered Society of Designers, a British learned society for various kinds of design work * Commission on Sustainable Development (1992–2013), a former UN agency * Communication Service for the Deaf, an American non-profit company providing ASL services * Congress of Democratic Trade Union ... [...More Info...] [...Related Items...] OR: [Wikipedia] [Google] [Baidu] |
