| Identification | More | [Name]
1,8-Naphthalimide | [CAS]
81-83-4 | [Synonyms]
1,8-NAPHTHALENEDICARBOXIMIDE
1,8-NAPHTHALIMIDE
1h-benz[de]isoquinoline-1,3(2h)-dione
AKOS BBS-00000731
NAPHTHALIMIDE
1H-Benzo[de]isoquinoline-1,3(2H)-dione
naphthalene-1,8-dicarboximide
benzo[de]isoquinoline-1,3(1H,3H)-dione
Naphthalin-1,8-dicarbonsureimid
1H-Benz[de]isoquinoline-1,3
1,8-NAPHTHALIC ACID AMIDE
1,8-Naphthalenediformylimine
2H-Benzo[de]isoquinoline-1,3-dione
Naphthalene-1,8-dicarbimide
Naphthalic acid imide | [EINECS(EC#)]
201-379-7 | [Molecular Formula]
C12H7NO2 | [MDL Number]
MFCD03265311 | [Molecular Weight]
197.19 | [MOL File]
81-83-4.mol |
| Chemical Properties | Back Directory | [Appearance]
off-white to white powder | [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 | [InChI]
1S/C12H7NO2/c14-11-8-5-1-3-7-4-2-6-9(10(7)8)12(15)13-11/h1-6H,(H,13,14,15) | [InChIKey]
XJHABGPPCLHLLV-UHFFFAOYSA-N | [SMILES]
O=C1NC(=O)c2cccc3cccc1c23 | [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 Data | Back Directory | [Hazard Codes ]
Xn,Xi | [Risk Statements ]
R22:Harmful if swallowed.
R36:Irritating to the eyes. | [Safety Statements ]
S37/39:Wear suitable gloves and eye/face protection .
S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice . | [WGK Germany ]
1
| [TSCA ]
Yes | [REACH Registrations]
Active | [HS Code ]
29251995 | [Storage Class]
11 - Combustible Solids | [Hazard Classifications]
Acute Tox. 4 Oral |
| Hazard Information | Back Directory | [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]
Nonflammable | [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 |
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