| Maleimide | |
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| IUPAC name | Maleimide |
| Other names | 2,5-Pyrroledione |
| Identifiers | |
| CAS number | [541-59-3] |
| Properties | |
| Molecular formula | C4H3NO2 |
| Molar mass | 97. IUPAC Nomenclature is a system of naming Chemical compounds and of describing the science of Chemistry in general CAS registry numbers are unique numerical identifiers for Chemical compounds Polymers biological sequences mixtures and Alloys They are also referred to A chemical formula is a way of expressing information about the Atoms that constitute a particular Chemical compound, and how the relationship between those atoms changes Molar mass, symbol M, is the Mass of one mole of a substance ( Chemical element or Chemical compound) 07 g/mol |
| Melting point |
91-93 °C |
| Solubility in water | organic solvents |
| Hazards | |
| R-phrases | R25 R34 R43 |
| S-phrases | S26 S36/37/39 S45 |
| Except where noted otherwise, data are given for materials in their standard state (at 25 °C, 100 kPa) Infobox disclaimer and references |
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Maleimide is the chemical compound with the formula H2C2(CO)2NH. The melting point of a solid is the temperature range at which it changes state from solid to Liquid. Solubility is the characteristic Physical property referring to the ability of a given substance the Solute, to dissolve in a Solvent. Water is a common Chemical substance that is essential for the survival of all known forms of Life. R-phrases (short for Risk Phrases) are defined in Annex III of European Union Directive 67/548/EEC: Nature of special risks attributed to dangerous R-phrases (short for Risk Phrases) are defined in Annex III of European Union Directive 67/548/EEC: Nature of special risks attributed to dangerous R-phrases (short for Risk Phrases) are defined in Annex III of European Union Directive 67/548/EEC: Nature of special risks attributed to dangerous R-phrases (short for Risk Phrases) are defined in Annex III of European Union Directive 67/548/EEC: Nature of special risks attributed to dangerous S-phrases are defined in Annex IV of European Union Directive 67/548/EEC: Safety advice concerning dangerous substances and preparations. S-phrases are defined in Annex IV of European Union Directive 67/548/EEC: Safety advice concerning dangerous substances and preparations. S-phrases are defined in Annex IV of European Union Directive 67/548/EEC: Safety advice concerning dangerous substances and preparations. S-phrases are defined in Annex IV of European Union Directive 67/548/EEC: Safety advice concerning dangerous substances and preparations. In Chemistry, the standard state of a material is its state at 1 bar (100 Kilopascals exactly A chemical compound is a substance consisting of two or more different elements chemically bonded together in a fixed proportion by Mass. A chemical formula is a way of expressing information about the Atoms that constitute a particular Chemical compound, and how the relationship between those atoms changes This unsaturated imide is an important building block in organic synthesis. Organic chemistry In Organic chemistry, imide is a Functional group consisting of two Carbonyl groups bound to Nitrogen. Organic synthesis is a special branch of Chemical synthesis and is concerned with the construction of Organic compounds via Organic reactions Organic The name is a contraction of maleic acid and imide, the -C(O)NHC(O)- functional group. Maleic acid or ( Z)-butenedioic acid or cis -butenedioic acid or malenic acid or maleinic acid or toxilic Organic chemistry In Organic chemistry, imide is a Functional group consisting of two Carbonyl groups bound to Nitrogen. In Organic chemistry, functional groups are specific groups of Atoms within Molecules that are responsible for the characteristic Chemical reactions 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. An alkyl is a Univalent radical consisting of Carbon and Hydrogen atoms arranged in a chain In the context of organic molecules aryl refers to any Functional group or Substituent derived from a Simple aromatic ring, may it be Phenyl In Chemistry, a methyl group is a Hydrophobic Alkyl Functional group named after Methane (4 In Organic chemistry, the phenyl group or phenyl ring (often abbreviated as -Ph) is the Functional group with the formula - The substituent can also be a polymer such as polyethylene glycol. A polymer is a large Molecule ( Macromolecule) composed of repeating Structural units typically connected by Covalent Chemical bonds Poly( Ethylene glycol) (PEG also known as poly( Ethylene oxide) (PEO or polyoxyethylene (POE is the most commercially important type of polyether Human hemoglobin chemically modified with maleimide-polyethylene glycol is a blood substitute called MP4. Hemoglobin ( also spelled haemoglobin and abbreviated Hb or Hgb) is the Iron -containing Oxygen -transport Metalloprotein Blood substitutes, often called artificial blood, are used to fill fluid volume and/or carry Oxygen and other Blood gases in the Cardiovascular system
Contents |
Organic chemistry
Maleimide and its derivatives are prepared from maleic anhydride by treatment with amines followed by dehydration. Maleic anhydride ( cis -butenedioic anhydride toxilic anhydride dihydro-25-dioxofuran is an Organic compound with the formula C4H2O3 Amines are Organic compounds and Functional groups that contain a basic Nitrogen Atom with a Lone pair. [1] A special feature of the reactivity of maleimides is their susceptibility to additions across the double bond either by Michael additions or via Diels-Alder reactions. The Michael reaction or Michael addition is the Nucleophilic addition of a Carbanion to an alpha beta unsaturated carbonyl compound. The Diels-Alder reaction is an Organic chemical reaction (specifically a Cycloaddition) between a conjugated Diene and a substituted Alkene, Bismaleimides are a class of compounds with two maleimide groups connected through a molecular unit and used as crosslinking reagents in polymer chemistry. Cross-links are bonds that link one Polymer chain to another They can be Covalent bonds or Ionic bonds "Polymer chains" can refer
Biotechnology applications
Maleimides linked to polyethylene glycol chains are often used as flexible linking molecules to attach proteins to surfaces. Poly( Ethylene glycol) (PEG also known as poly( Ethylene oxide) (PEO or polyoxyethylene (POE is the most commercially important type of polyether The double bond readily reacts with the thiol group found on cysteine to form a stable carbon-sulfur bond. In Organic chemistry, a thiol is a compound that contains the functional group composed of a Sulfur atom and a Hydrogen atom (-SH Not to be confused with Cystine, its oxidized dimer Cysteine (abbreviated as Cys or C) is an α- Amino acid with Attaching the other end of the polyethylene chain to a bead or solid support allows for easy separation of protein from other molecules in solution, provided these molecules do not also possess thiol groups.
Technological applications
Mono- and bismaleimides are used for high temperature applications up to 250°C. Maleimides linked to rubber chains are often used as flexible linking molecules to reinforce the rubber (tire). This article is about tires used on road Vehicles including pneumatic tires and solid tires. The double bond readily reacts with all hydroxy, amine or thiol groups found on the matrix to form a stable carbon-sulfur, carbon-nitrogen or carbon-carbon bond. Amines are Organic compounds and Functional groups that contain a basic Nitrogen Atom with a Lone pair. In Organic chemistry, a thiol is a compound that contains the functional group composed of a Sulfur atom and a Hydrogen atom (-SH
See also
References
- ^ Cava, M. Succinimide is a cyclic Imide with the formula C4H5NO2 It appears as a white or colorless crystalline solid and has a faint odor of sweat P. ; Deana, A. A. ; Muth, K. ; Mitchell, M. J. "N-Phenylmaleimide"Organic Syntheses, Collected Volume 5, p. 944 (1973). Online Article
External links
- The MP4 website, Molecule of the Month, December 2004
Dictionary
maleimide
-noun
- (organic chemistry) The internal imide of maleic acid, or any of its derivatives; they have a number of industrial applications
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