1,8-Naphthalimide Chemical Properties

Melting point:

299-300 °C(lit.)

Boiling point:

334.29°C (rough estimate)

Density 

1.2292 (rough estimate)

vapor pressure 

0Pa at 20℃

refractive index 

1.4500 (estimate)

storage temp. 

Inert atmosphere,Room Temperature

form 

powder to crystal

pka

9.48±0.20(Predicted)

color 

White to Yellow to Orange

Water Solubility 

Insoluble in water.

BRN 

153150

LogP

1.4 at 24℃

CAS DataBase Reference

81-83-4(CAS DataBase Reference)

NIST Chemistry Reference

1H-Benz[de]isoquinoline-1,3(2H)-dione(81-83-4)

EPA Substance Registry System

1H-Benz[de]isoquinoline-1,3(2H)-dione (81-83-4)

Safety Information

Hazard Codes 

Xn,Xi

Risk Statements 

22-36

Safety Statements 

37/39-26

WGK Germany 

1

TSCA 

Yes

HS Code 

29251995

MSDS

• Language:English Provider:1,8-Naphthalimide
• Language:English Provider:ACROS
• Language:English Provider:SigmaAldrich
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1,8-Naphthalimide Usage And Synthesis

Chemical Properties

off-white to white powder

Uses

It is a useful material for utilization in phosphorescence dye doped organic light emitting diodes (oleds), hole blocking and electron-conducting material.

Flammability and Explosibility

Non flammable

Synthesis

General method: A mixture of 1,8-naphthalenedicarboxylic anhydride (1 mmol), formamide (1.1 mmol for mono anhydride and 2.2 mmol for dianhydride) and 1 g of clay was placed in a mortar and thoroughly ground with a pestle and mortar for the time specified in Table 1. Subsequently, the reaction mixture was heated. Upon completion of the reaction (monitored by thin layer chromatography to confirm that no anhydride remained in the reaction mixture), the clay was washed with chloroform (2 x 15 mL) to extract the product. The solvent was removed under vacuum to give the corresponding N-unsubstituted cyclic imide. The solid imide was washed thoroughly with water, dried and recrystallized with ethanol. The solid clay portion was washed with methanol and dried under reduced pressure at 120 °C for reuse in subsequent reactions, but its activity decreases gradually (see Table 1). The products obtained from the isolation were characterized by determination of melting point, infrared spectroscopy (IR) and nuclear magnetic resonance hydrogen spectroscopy (1H NMR) data and verified by comparison with literature data or real samples.

References

[1] Journal of Organic Chemistry USSR (English Translation), 1987, vol. 23, # 5, p. 981 - 983
[2] Zhurnal Organicheskoi Khimii, 1987, vol. 23, # 5, p. 1086 - 1089
[3] Journal of the Chilean Chemical Society, 2017, vol. 62, # 2, p. 3501 - 3504
[4] Journal of Chemical Sciences, 2014, vol. 126, # 4, p. 1063 - 1074
[5] Synthetic Communications, 2001, vol. 31, # 12, p. 1927 - 1931

1,8-Naphthalimide(81-83-4)Related Product Information

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