Maleimide
Chemical compound / From Wikipedia, the free encyclopedia
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Maleimide is a chemical compound with the formula H2C2(CO)2NH (see diagram). This unsaturated imide is an important building block in organic synthesis. The name is a contraction of maleic acid and imide, the -C(O)NHC(O)- functional group. 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, respectively. The substituent can also be a small molecule (such as biotin, a fluorescent dye, an oligosaccharide, or a nucleic acid), a reactive group, or a synthetic polymer such as polyethylene glycol.[1] Human hemoglobin chemically modified with maleimide-polyethylene glycol is a blood substitute called MP4.
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IUPAC name
Maleimide | |
Preferred IUPAC name
1H-Pyrrole-2,5-dione | |
Other names
2,5-Pyrroledione | |
Identifiers | |
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3D model (JSmol) |
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3DMet | |
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ECHA InfoCard | 100.007.990 |
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Properties | |
C4H3NO2 | |
Molar mass | 97.07 g/mol |
Melting point | 91 to 93 °C (196 to 199 °F; 364 to 366 K) |
organic solvents | |
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Danger | |
H301, H314, H317 | |
P260, P261, P264, P270, P272, P280, P301+P310, P301+P330+P331, P302+P352, P303+P361+P353, P304+P340, P305+P351+P338, P310, P321, P330, P333+P313, P363, P405, P501 | |
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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