21746-40-7

Basic information

• Product Name: N-PROPYLMALEIMIDE
• Synonyms: 1H-Pyrrole-2,5-dione, 1-propyl-;1-Propyl-1H-pyrrole-2,5-dione;N-(N-PROPYL)MALEIMIDE;N-PROPYLMALEIMIDE;1-(n-Propyl)-1H-pyrrole-2,5-dione;N-PROPYLAMALEIMIDE, 95%;N-Propylmaleinimide;Einecs 244-564-8
• CAS NO: 21746-40-7
• Molecular Formula: C₇H₉NO₂
• Molecular Weight: 139.15
• EINECS: 244-564-8
• Product Categories: Carbonyl Compounds;Cyclic Imides;Organic Building Blocks;Building Blocks;Carbonyl Compounds;Chemical Synthesis;Cyclic Imides;Organic Building Blocks
• Mol File: 21746-40-7.mol
• Article Data: 5

Chemical Properties

• Melting Point: 24-26°C
• Boiling Point: 97 °C18 mm Hg(lit.)
• Flash Point: 138 °F
• Appearance: /
• Density: 1.112 g/mL at 25 °C(lit.)
• Vapor Pressure: 0.0813mmHg at 25°C
• Refractive Index: n20/D 1.4760(lit.)
• Storage Temp.: 2-8°C
• PKA: -2.18±0.20(Predicted)
• Water Solubility: Insoluble in water.
• BRN: 1525008
• CAS DataBase Reference: N-PROPYLMALEIMIDE(CAS DataBase Reference)
• NIST Chemistry Reference: N-PROPYLMALEIMIDE(21746-40-7)
• EPA Substance Registry System: N-PROPYLMALEIMIDE(21746-40-7)

Safety Data

• Hazard Codes: Xn
• Statements: 20/21/22-36/37/38-43-22
• Safety Statements: 16-36/37
• RIDADR: UN 1993 3/PG 3
• WGK Germany: 3
• F: 10-19-21
• HazardClass: 6.1
• PackingGroup: III
• Hazardous Substances Data: 21746-40-7(Hazardous Substances Data)

Usage

Description

N-PROPYLMALEIMIDE is a chemical compound characterized by its molecular formula C7H7NO2. It presents as a white to light yellow crystalline solid, exhibiting solubility in organic solvents. N-PROPYLMALEIMIDE is recognized for its versatile applications in various industries, primarily due to its unique chemical properties.

Uses

Used in Polymer and Copolymer Synthesis:
N-PROPYLMALEIMIDE is utilized as a monomer in the synthesis of polymers and copolymers. Its role in this process is crucial for the production of heat-resistant materials and adhesives, which are essential for various applications requiring high thermal stability.
Used in the Manufacturing of Coatings, Resins, and Polymers:
As a crosslinking agent, N-PROPYLMALEIMIDE plays a significant role in the manufacturing of coatings, resins, and polymers. Its ability to form crosslinks enhances the structural integrity and performance of these materials, making them suitable for a wide range of uses.
Used in Organic Synthesis:
N-PROPYLMALEIMIDE also finds applications in the field of organic synthesis, where it serves as a valuable chemical intermediate. This allows for the production of other compounds, expanding its utility in the chemical industry.
Used in Chemical Intermediate Production:
Furthermore, N-PROPYLMALEIMIDE is employed as a chemical intermediate for the production of other compounds. Its role in this capacity highlights its importance in the synthesis of various chemical products.

InChI:InChI=1/C7H9NO2/c1-2-5-8-6(9)3-4-7(8)10/h3-4H,2,5H2,1H3

Upstream product

• 108-31-6 maleic anhydride 
• 107-10-8 propylamine 
• 36342-07-1 N-Propyl maleamic acid 

Downstream Products

• 125849-55-0 3-Anilino-N-propylmaleimide 
• 125849-56-1 3-Benzylamino-1-propyl-pyrrole-2,5-dione 
• 125849-61-8 3-(N'-Phenyl-hydrazino)-1-propyl-pyrrole-2,5-dione 
• 125849-57-2 3-(4-Hydroxy-phenylamino)-1-propyl-pyrrole-2,5-dione 

Relevant articles and documents

Stereoisomeric effects in thermo-remendable polymer networks based on diels-alder crosslink reactions

This study describes the synthesis, the spectroscopic, and the thermal characterization of linear and crosslinked polymers as well as a number of corresponding model compounds, containing Diels-Alder adducts derived from furan and maleimide groups. The thermal reversibility (rDA, DA) of structurally varied model compounds, polymeric and network structures were studied by differential scanning calorimetry, where possible in combination with 1H NMR spectroscopy. It was established that the endo and exo DA stereoisomers show significantly different thermal responses: the rDA of the endo DA-adducts typically takes place at 20-40 K lower temperatures than that of the corresponding exo DA-adducts in all cases, with the exception of some aromatic maleimides. Although In situ isomerization was observed to a limited extent and only In some cases, this effect is not expected to influence the thermoremendability of DA-crosslinked networks being dependent on two separate stereoisomeric rDA steps.

Synthesis and antimicrobial activities of N-substituted imides

In the field of our research programs concerning novel antimicrobial agents, a series of N-substituted imides was synthesized. These compounds were obtained by cyclization of amido-acids in acetic anhydride/sodium acetate or hexamethyldisilazane/zinc bromide for the hydroxy-aromatic derivatives. The hydroxy-alkyl maleimides were directly prepared by condensation of the corresponding amino-alcohol with maleic anhydride in boiling toluene. Most of N-substituted maleimides showed an interesting antimicrobial activity towards bacteria from the ATCC collection (Staphylococcus aureus ATCC 25923, Enterococcus faecalis ATCC 29212, Escherichia coli ATCC 25922 and Pseudomonas aeruginosa ATCC 27853) but the MIC values for P. aeruginosa were always high (128 μg/ml). The imides with alkyl substituents showed higher activities than aromatic analogues with MIC values in the range of 8-32 μg/ml. Comparatively, succinimides were practically inactive.

Novel Chromophoric Heterocycles Based on Maleimide and Naphthoquinone

1-Phenyl-3,4-dichloromaleimide, 1-n-propyl-3-bromomaleimide, and 2,3-dichloro-1,4-naphthoquinone have been condensed with various mono- and bis-nucleophiles to yield a range of novel dyes and pigments.Their visible absorption spectra are discussed.