Maleimide
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Maleimide
structure -
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CAS No:
541-59-3
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Formula:
C4H3NO2
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Chemical Name:
Maleimide
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Synonyms:
1H-Pyrrole-2,5-dione;Maleimide;Pyrrole-2,5-dione;3-Pyrroline-2,5-dione;Maleic imide;NSC 13684;2,5-Dioxo-2,5-dihydropyrrole;2,5-Dihydro-1H-pyrrole-2,5-dione
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CAS No:
Description
slight yellow crystalline powder
Maleimide is a cyclic dicarboximide in which the two carboacyl groups on nitrogen together with the nitogen itself form a 1H-pyrrole-2,5-dione structure. It has a role as an EC 5.99.1.3 [DNA topoisomerase (ATP-hydrolysing)] inhibitor. It is a dicarboximide and a member of maleimides. It derives from a maleic acid. It derives from a hydride of a 1H-pyrrole.
Characteristics
46.2
-0.3
White to slightly yellow Fine Crystalline Powder
1.4±0.1 g/cm3
94 °C
120-125 °C @ Press: 10 Torr
97-103°C/5mm
1.606
H2O: soluble
Refrigerator
Safety Information
III
8
UN 2923 8/PG 2
3
25-34-43-36/37/38-36
26-36/37/39-45-37/39-28A-7/9
ON4800000
T,C
P280-P301 + P310-P305 + P351 + P338-P310
H301-H314-H317
|Danger|H301 (100%): Toxic if swallowed [Danger Acute toxicity, oral]|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, and P501|Aggregated GHS information provided by 48 companies from 7 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.
Maleimide Use and Manufacturing
From the reaction of pyrrole and potassium dichromate. Dissolve 1177g of potassium dichromate in 1200ml of water and 712ml of concentrated sulfuric acid, heat to 35°C, slowly add 54g of pyrrole under stirring, and the temperature does not exceed 50°C. After the addition, keep the reaction at 40-50℃ until there is no odor of pyrrole. Cool, use glass wool to remove a small amount of tar generated by the reaction, and filter residue is washed with hot water. Filtration and washing liquid were extracted with ether. After the extract was dried over anhydrous sodium sulfate, ether was recovered by evaporation to obtain crude crystals. 7g pure white crystal product can be obtained by vacuum sublimation.
Rhodium-catalyzed conjugate arylation with arylboronic acids.1
1H-Pyrrole-2,5-dione: ACTIVE
Environmental transformation -> Pesticide transformation products (metabolite, successor)
Maleimide is a known environmental transformation product of Linuron.
Computed Properties
Molecular Weight:97.07
XLogP3:-0.3
Hydrogen Bond Donor Count:1
Hydrogen Bond Acceptor Count:2
Exact Mass:97.016378338
Monoisotopic Mass:97.016378338
Topological Polar Surface Area:46.2
Heavy Atom Count:7
Complexity:132
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes
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