941-69-5 Usage
Uses
Different sources of media describe the Uses of 941-69-5 differently. You can refer to the following data:
1. N-phenylmaleimide can be used as cross-linking agent in rubber vulcanization, can improve the heat resistance, impact resistance, hot melt processability. Also be used to produce heat-resistant polymers.
2. Dienophile in the Diels-Alder reaction. Usually gives cryst adducts.
3. N-Phenylmaleimide is used as a dipolarophile in 1,3-cycloaddition reaction with a nitrone, useful for the preparation of crystalline adducts of dienes. It is used as a plastic modifier.
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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Room-Temperature Synthesis of Isoindolone Spirosuccinimides: Merger of Visible-Light Photocatalysis and Cobalt-Catalyzed C-H Activation
Sen, Chiranjit,Sarvaiya, Bhavesh,Sarkar, Souvik,Ghosh, Subhash Chandra
, p. 15287 - 15304 (2020/12/02)
A room-temperature C-H bond functionalization of benzamides has been developed by merging a photocatalyst with a cobalt catalyst for the synthesis of isoindolone spirosuccinimides. The reaction proceeds in aerobic conditions and does not require any sacrificial external oxidants such as Ag(I) or Mn(III) salts. Visible light activates the photocatalyst, and it acts as an electron-transfer reagent and helps in the fundamental organometallic steps by modulating the oxidation state of the cobalt complex. This C-H bond functionalization and spirocyclization showed wide substrate scope and good functional group tolerance. A possible reaction mechanism was proposed from the experimental outcome, showing that C-H bond activation is irreversible and not the rate-determining step.
Regioselective hydroarylation and arylation of maleimides with indazoles: Via a Rh(iii)-catalyzed C-H activation
Ghosh, Asim Kumar,Samanta, Sadhanendu,Ghosh, Payel,Neogi, Sukanya,Hajra, Alakananda
supporting information, p. 3093 - 3097 (2020/05/08)
Switchable Rh(iii)-catalyzed highly regioselective hydroarylation and oxidative arylation of maleimides with 2-arylindazoles via C-H activation have been demonstrated. The reaction affords 3-(2-(2H-indazol-2-yl)phenyl)succinimide and 3-(2-(2H-indazol-2-yl)phenyl)maleimide derivatives in high yields with wide functional group tolerance. A mechanistic study was performed to depict C-H bond cleavage that might be involved in the turnover limiting step.
