941-69-5 Usage
Description
N-Phenylmaleimide is an organic compound that features a maleimide group attached to a phenyl ring. It is known for its ability to act as a cross-linking agent, a dipolarophile, and a plastic modifier, making it a versatile chemical intermediate in various industrial applications.
Uses
Used in Rubber Industry:
N-Phenylmaleimide is used as a cross-linking agent in rubber vulcanization for improving the heat resistance, impact resistance, and hot melt processability of rubber products.
Used in Polymer Production:
N-Phenylmaleimide is used to produce heat-resistant polymers, which are essential for applications requiring high-temperature stability and durability.
Used in Organic Chemistry:
N-Phenylmaleimide serves as a dienophile in the Diels-Alder reaction, a widely used method in organic chemistry for creating six-membered rings. It typically yields crystalline adducts, which are valuable for further chemical synthesis.
Used in 1,3-Cycloaddition Reactions:
N-Phenylmaleimide is utilized as a dipolarophile in 1,3-cycloaddition reactions with nitrones, which is a useful synthetic strategy for the preparation of crystalline adducts of dienes. This application is particularly relevant in the synthesis of complex organic molecules and pharmaceutical compounds.
Used as a Plastic Modifier:
N-Phenylmaleimide is employed as a plastic modifier to enhance the properties of plastics, such as their heat resistance, impact resistance, and processability, making them suitable for a broader range of applications.
Air & Water Reactions
Sparingly water soluble .
Reactivity Profile
N-Phenylmaleimide is an imide. Amides/imides react with azo and diazo compounds to generate toxic gases. Flammable gases are formed by the reaction of organic amides/imides with strong reducing agents. Amides are very weak bases (weaker than water). Imides are less basic yet and in fact react with strong bases to form salts. That is, they can react as acids. Mixing amides with dehydrating agents such as P2O5 or SOCl2 generates the corresponding nitrile. The combustion of these compounds generates mixed oxides of nitrogen (NOx).
Fire Hazard
Flash point data for N-Phenylmaleimide are not available. N-Phenylmaleimide is probably combustible.
Flammability and Explosibility
Nonflammable
Check Digit Verification of cas no
The CAS Registry Mumber 941-69-5 includes 6 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 3 digits, 9,4 and 1 respectively; the second part has 2 digits, 6 and 9 respectively.
Calculate Digit Verification of CAS Registry Number 941-69:
(5*9)+(4*4)+(3*1)+(2*6)+(1*9)=85
85 % 10 = 5
So 941-69-5 is a valid CAS Registry Number.
InChI:InChI=1/C10H7NO2/c12-9-6-7-10(13)11(9)8-4-2-1-3-5-8/h1-7H
941-69-5Relevant articles and documents
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Richards et al.
, p. 485,486 (1966)
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Visible-Light-Mediated Dearomatisation of Indoles and Pyrroles to Pharmaceuticals and Pesticides
Schilling, Waldemar,Zhang, Yu,Riemer, Daniel,Das, Shoubhik
supporting information, p. 390 - 395 (2019/12/15)
Dearomatisation of indole derivatives to the corresponding isatin derivatives has been achieved with the aid of visible light and oxygen. It should be noted that isatin derivatives are highly important for the synthesis of pharmaceuticals and bioactive compounds. Notably, this chemistry works excellently with N-protected and protection-free indoles. Additionally, this methodology can also be applied to dearomatise pyrrole derivatives to generate cyclic imides in a single step. Later this methodology was applied for the synthesis of four pharmaceuticals and a pesticide called dianthalexin B. Detailed mechanistic studies revealed the actual role of oxygen and photocatalyst.
Application of maleimide compound as chitin synthase inhibitor
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Paragraph 0024-0027, (2020/07/12)
The invention discloses an application of a maleimide compound as shown in a formula I. In the formula I, R0 is phenyl, benzyl, phenethyl, phenylpropyl, p-fluorophenyl, p-chlorophenyl, p-bromophenyl,p-methoxyphenyl, p-methylphenyl or p-hydroxyphenyl, R1 is hydrogen, methyl, phenyl or chlorine; and R2 is hydrogen, methyl, phenyl or chlorine. The provided maleimide compound has a good inhibition effect on chitin synthase.