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1,1'-Ferrocenedicarboxylic Acid
1,1'-Ferrocenedicarboxylic acid is the organoiron compound with the formula . It is the simplest dicarboxylic acid derivative of ferrocene. It is a yellow solid that is soluble in aqueous base. The 1,1' part of its name refers to the location of the carboxylic acid groups on separate rings. It can be prepared by hydrolysis of its diesters (R = Me, Et), which in turn are obtained by treatment of ferrous chloride with the sodium salt of the carboxyester of cyclopentadienide . Ferrocenedicarboxylic acid is the precursor to many derivatives such as the diacid chloride, the diisocyanate, the diamide, and diamine, respectively, , , , and . Derivatives of ferrocenedicarboxylic acid are components of some redox switches and redox active coatings. Related compounds * Ferrocenecarboxylic acid Ferrocenecarboxylic acid is the organoiron compound with the formula . It is the simplest carboxylic acid derivative of ferrocene. It can be prepared in two steps from ferrocene by acyla ... [...More Info...] [...Related Items...] OR: [Wikipedia] [Google] [Baidu] |
Ferrocenecarboxylic Acid
Ferrocenecarboxylic acid is the organoiron compound with the formula . It is the simplest carboxylic acid derivative of ferrocene. It can be prepared in two steps from ferrocene by acylation with a 2-chlorobenzoyl chloride followed by hydrolysis. Reactions and derivatives The pKa of ferrocenecarboxylic acid is 7.8. The acidity increases more than a thousand-fold, to pH 4.54 upon oxidation to the ferrocenium cation. By treatment with thionyl chloride, the carboxylic acid anhydride () is produced. Derivatives of ferrocenecarboxylic acid are components of some redox switches. Related compounds * 1,1'-Ferrocenedicarboxylic acid 1,1'-Ferrocenedicarboxylic acid is the organoiron compound with the formula . It is the simplest dicarboxylic acid derivative of ferrocene. It is a yellow solid that is soluble in aqueous base. The 1,1' part of its name refers to the location of ... References {{Reflist Ferrocenes Cyclopentadienyl complexes Carboxylic acids ... [...More Info...] [...Related Items...] OR: [Wikipedia] [Google] [Baidu] |
Organoiron Compound
Organoiron chemistry is the chemistry of iron compounds containing a carbon-to-iron chemical bond. Organoiron compounds are relevant in organic synthesis as reagents such as iron pentacarbonyl, diiron nonacarbonyl and disodium tetracarbonylferrate. While iron adopts oxidation states from Fe(−II) through to Fe(VII), Fe(IV) is the highest established oxidation state for organoiron species. Although iron is generally less active in many catalytic applications, it is less expensive and "Green chemistry, greener" than other metals. Organoiron compounds feature a wide range of ligands that support the Fe-C bond; as with other organometals, these supporting ligands prominently include phosphines, carbon monoxide, and cyclopentadienyl, but HSAB theory, hard ligands such as amines are employed as well. Iron(0) and more reduced states Carbonyl complexes Important metal carbonyls, iron carbonyls are the three neutral binary carbonyls, iron pentacarbonyl, diiron nonacarbonyl, and triiron d ... [...More Info...] [...Related Items...] OR: [Wikipedia] [Google] [Baidu] |
Dicarboxylic Acid
In organic chemistry, a dicarboxylic acid is an organic compound containing two carboxyl groups (). The general molecular formula for dicarboxylic acids can be written as , where R can be aliphatic or aromatic. In general, dicarboxylic acids show similar chemical behavior and reactivity to monocarboxylic acids. Dicarboxylic acids are used in the preparation of copolymers such as polyamides and polyesters. The most widely used dicarboxylic acid in the industry is adipic acid, which is a precursor in the production of nylon. Other examples of dicarboxylic acids include aspartic acid and glutamic acid, two amino acids in the human body. The name can be abbreviated to diacid. Linear saturated dicarboxylic acids The general formula is .Boy Cornils, Peter Lappe "Dicarboxylic Acids, Aliphatic" in Ullmann's Encyclopedia of Industrial Chemistry 2014, Wiley-VCH, Weinheim. The PubChem links gives access to more information on the compounds, including other names, ids, toxicity and safety ... [...More Info...] [...Related Items...] OR: [Wikipedia] [Google] [Baidu] |
Ferrocene
Ferrocene is an organometallic compound with the formula . The molecule is a complex consisting of two cyclopentadienyl rings bound to a central iron atom. It is an orange solid with a camphor-like odor, that sublimes above room temperature, and is soluble in most organic solvents. It is remarkable for its stability: it is unaffected by air, water, strong bases, and can be heated to 400 °C without decomposition. In oxidizing conditions it can reversibly react with strong acids to form the ferrocenium cation . The rapid growth of organometallic chemistry is often attributed to the excitement arising from the discovery of ferrocene and its many analogues, such as metallocenes. History Discovery Ferrocene was discovered by accident thrice. The first known synthesis may have been made in the late 1940s by unknown researchers at Union Carbide, who tried to pass hot cyclopentadiene vapor through an iron pipe. The vapor reacted with the pipe wall, creating a "yellow sludg ... [...More Info...] [...Related Items...] OR: [Wikipedia] [Google] [Baidu] |
Ferrous Chloride
Iron(II) chloride, also known as ferrous chloride, is the chemical compound of formula FeCl2. It is a paramagnetic solid with a high melting point. The compound is white, but typical samples are often off-white. FeCl2 crystallizes from water as the greenish tetrahydrate, which is the form that is most commonly encountered in commerce and the laboratory. There is also a dihydrate. The compound is highly soluble in water, giving pale green solutions. Production Hydrated forms of ferrous chloride are generated by treatment of wastes from steel production with hydrochloric acid. Such solutions are designated "spent acid," or "pickle liquor" especially when the hydrochloric acid is not completely consumed: :Fe + 2 HCl → FeCl2 + H2 The spent acid requires treatment if it is disposed. Ferrous chloride is used in the manufacturing of ferric chloride. Ferrous chloride can also be used to regenerate hydrochloric acid. It is also a byproduct from titanium production, since so ... [...More Info...] [...Related Items...] OR: [Wikipedia] [Google] [Baidu] |
Acid Chloride
In organic chemistry, an acyl chloride (or acid chloride) is an organic compound with the functional group . Their formula is usually written , where R is a side chain. They are reactive derivatives of carboxylic acids (). A specific example of an acyl chloride is acetyl chloride, . Acyl chlorides are the most important subset of acyl halides. Nomenclature Where the acyl chloride moiety takes priority, acyl chlorides are named by taking the name of the parent carboxylic acid, and substituting ''-yl chloride'' for ''-ic acid''. Thus: : : When other functional groups take priority, acyl chlorides are considered prefixes — ''chlorocarbonyl-'': : Properties Lacking the ability to form hydrogen bonds, acyl chlorides have lower boiling and melting points than similar carboxylic acids. For example, acetic acid boils at 118 °C, whereas acetyl chloride boils at 51 °C. Like most carbonyl compounds, infrared spectroscopy reveals a band near 1750 cm−1. The simplest s ... [...More Info...] [...Related Items...] OR: [Wikipedia] [Google] [Baidu] |
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°. ... [...More Info...] [...Related Items...] OR: [Wikipedia] [Google] [Baidu] |
Amide
In organic chemistry, an amide, also known as an organic amide or a carboxamide, is a compound with the general formula , 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 () with the hydroxyl group () replaced by an amine group (); or, equivalently, an acyl (alkanoyl) group () joined to an amine group. Common examples of amides are acetamide (), benzamide (), and dimethylformamide (). Amides are qualified as primary, secondary, and tertiary according to whether the amine subgroup has the form , , or , where R and R' are groups other than hydrogen. The core of amides is called the amide group (specifically, carboxamide group). Amides are pervasive in nature and technology. Proteins and important plastics l ... [...More Info...] [...Related Items...] OR: [Wikipedia] [Google] [Baidu] |
Diamine
A diamine is an amine with exactly two amino groups. Diamines are used as monomers to prepare polyamides, polyimides, and polyureas. The term ''diamine'' refers mostly to primary diamines, as those are the most reactive. In terms of quantities produced, 1,6-diaminohexane (a precursor to Nylon 6-6) is most important, followed by ethylenediamine. Vicinal diamines (1,2-diamines) are a structural motif in many biological compounds and are used as ligands in coordination chemistry. Aliphatic diamines Linear * 1 carbon: methylenediamine (diaminomethane) of theoretical interest only * 2 carbons: ethylenediamine (1,2-diaminoethane). Related derivatives include the N-alkylated compounds, 1,1-dimethylethylenediamine, 1,2-dimethylethylenediamine, ethambutol, tetrakis(dimethylamino)ethylene, TMEDA. File:Ethylene_diamine.png, Ethylenediamine * 3 carbons: 1,3-diaminopropane (propane-1,3-diamine) * 4 carbons: putrescine (butane-1,4-diamine) * 5 carbons: cadaverine (pentane-1,5-diamine) ... [...More Info...] [...Related Items...] OR: [Wikipedia] [Google] [Baidu] |
1,1'-Ferrocenediisocyanate
1,1'-Ferrocenediisocyanate (1,1'-diisocyanatoferrocene) is the organoiron compound with the formula . It is the simplest di isocyanate derivative of ferrocene. It can be synthesized by the Curtius rearrangement of the diacyl azide, using several protocols starting from 1,1'-ferrocenedicarboxylic acid. The compound is useful as an intermediate in the synthesis of 1,1'-diaminoferrocene by hydrolysis of the isocyanates. Various poly( siloxane–urethane) crosslinked polymers can be formed by reaction with siloxane-diols. These compounds are of interest as electrochemically active polymers that might have good mechanical properties A materials property is an intensive property of a material, i.e., a physical property that does not depend on the amount of the material. These quantitative properties may be used as a metric by which the benefits of one material versus another ca ... at low temperature. References Ferrocenes Cyclopentadienyl complexes Isocyanates {{organi ... [...More Info...] [...Related Items...] OR: [Wikipedia] [Google] [Baidu] |
1,1'-Diaminoferrocene
1,1'-Diaminoferrocene is the organoiron compound with the formula . It is the simplest diamine derivative of ferrocene. It is a yellow, air-sensitive solid that is soluble in aqueous acid. The 1,1' part of its name refers to the location of the amine groups on separate rings. Compared to the parent ferrocene, the diamine is about 600 mV more reducing. It can be prepared from the diisocyanate , which in turn is derived from 1,1'-ferrocenedicarboxylic acid. 1,1'-Diaminoferrocene was originally prepared by hydrogenation of 1,1'-diazidoferrocene ( ). 1,1'-Diaminoferrocene has been incorporated into various diamide and diimine ligands, which form catalyst Catalysis () is the process of increasing the rate of a chemical reaction by adding a substance known as a catalyst (). Catalysts are not consumed in the reaction and remain unchanged after it. If the reaction is rapid and the catalyst recyc ...s that exhibit redox switching. References {{DEFAULTSORT:Diaminoferrocen ... [...More Info...] [...Related Items...] OR: [Wikipedia] [Google] [Baidu] |
Redox Switch
In chemistry, a redox switch is a molecular device, which has two subunits, a functional component and a control component. The "control subunit" is redox-active, meaning that it can exist in either of two redox states. The "functional" component could have a variety of readouts, such as fluorescence, the binding of a substrate, or catalytic activity. The key feature of such redox switches is that the functional component is influenced by the control subunit. One of many examples of a redox switch consists of an anthracene substituent to a copper-thiacrown ether (14-ane-4) coordination complex. When in the cupric oxidation state, the anthracene does not fluoresce. When in the cuprous state, the assembly is highly fluorescent. Several redox switches have been produced from ferrocenecarboxylic acid, which can be conjugated to a number of functional components. 1,1'-Diaminoferrocene has been incorporated into various diamide and diimine ligands, which form catalyst Catalys ... [...More Info...] [...Related Items...] OR: [Wikipedia] [Google] [Baidu] |
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