299962-88-2

Basic information

• Product Name: 4,5,9,10-Tetrabromoisochromeno[6,5,4-def]isochromene-1,3,6,8- tetraone
• Synonyms: 4,5,9,10-Tetrabromoisochromeno[6,5,4-def]isochromene-1,3,6,8- tetraone;4Br-NDI;2,3,6,7-tetrabromonaphthalene dianhydride
• CAS NO: 299962-88-2
• Molecular Formula: C₁₄Br₄O₆
• Molecular Weight: 583.7622
• Mol File: 299962-88-2.mol
• Article Data: 5

Chemical Properties

• Melting Point: >350 °C
• Boiling Point: 773.6±60.0 °C(Predicted)
• Appearance: /
• Density: 2.720±0.06 g/cm3(Predicted)
• CAS DataBase Reference: 4,5,9,10-Tetrabromoisochromeno[6,5,4-def]isochromene-1,3,6,8- tetraone(CAS DataBase Reference)
• NIST Chemistry Reference: 4,5,9,10-Tetrabromoisochromeno[6,5,4-def]isochromene-1,3,6,8- tetraone(299962-88-2)
• EPA Substance Registry System: 4,5,9,10-Tetrabromoisochromeno[6,5,4-def]isochromene-1,3,6,8- tetraone(299962-88-2)

Safety Data

• Hazardous Substances Data: 299962-88-2(Hazardous Substances Data)

Upstream product

• 81-30-1 1,4,5,8-naphthalenetetracarboxylic dianhydride 

Downstream Products

• 943148-75-2 N,N′-bis-(2′,6′-diisopropylphenyl)-2,3,6,7-tetrabromo-naphthalenetetracarboxylic acid diimide 
• 954374-43-7 2,3,6,7-tetrabromonaphthalene-1,8,4,5-tetracarboxylic acid N,N-dioctyldiimide 
• 943148-73-0 N,N'-bis(phenylethyl)-2,6-dibromonaphthalene-1,8;4,5-tetracarboximide 
• 943148-74-1 N,N'-bis(phenylethyl)-2,7-dibromonaphthalene-1,8;4,5-tetracarboximide 
• 943148-76-3 2,3,6,7-tetrabromo-1,4,5,8-naphthalenetetracarboxylic acid diimide 
• 1219501-17-3 4,5,9,10-tetrabromo-2,7-bis(2-octyldodecyl)benzo[lmn][3,8]phenanthroline-1,3,6,8(2H,7H)-tetraone 
• 1259935-85-7 N,N-dimesityl-2,3,6,7-tetrabromo-naphthalene-1,4,5,8-tetracarboxylic acid bisimide 
• 1351161-69-7 2,2'-[2,8-bis(N-(2-aminoethyl)-3,4,5-tris(dodecyloxy)benzamide)-1,2,3,7,8,9-hexahydro-1,3,7,9-tetraoxo[1,3]benzodithiolo[4,5,6,7-lmn][1,3]dithiolo[4,5-f][3,8]phenanthroline-5,11-diylidine]bis(malononitrile) 
• 1351161-75-5 2,2'-[2-(4-(tert-butyl)phenyl-8-(2-octyldodecyl))-1,2,3,7,8,9-hexahydro-1,3,7,9-tetraoxo[1,3]benzodithiolo[4,5,6,7-lmn][1,3]dithiolo[4,5-f][3,8]phenanthroline-5,11-diylidine]bis(malononitrile) 
• 1351161-70-0 2,2'-[2,8-bis(4-(tert-butyl)phenyl)-1,2,3,7,8,9-hexahydro-1,3,7,9-tetraoxo[1,3]benzodithiolo[4,5,6,7-lmn][1,3]dithiolo[4,5-f][3,8]phenanthroline-5,11-diylidine]bis(malononitrile) 
• 1351161-68-6 2,2'-[2,8-bis(3,4,5-tris(dodecyloxy)phenyl)methyl-1,2,3,7,8,9-hexahydro-1,3,7,9-tetraoxo[1,3]benzodithiolo[4,5,6,7-lmn][1,3]dithiolo[4,5-f][3,8]phenanthroline-5,11-diylidine]bis(malononitrile) 
• 1351161-79-9 4,5,9,10-tetrabromo-2,7-bis(3,4,5-tris(dodecyloxy)phenyl)methylbenzo[lmn][3,8]phenanthroline-1,3,6,8(2H,7H)tetraone 
• 1257635-56-5 N,N'-di(2-decyltetradecyl)-[2,3-d:6,7-d']-bi[2-(1,3-dithiacyclopenten-2-ylidene)-2-phenyl acetonitrile]-naphthalene-1,4,5,8-tetracarboxylic acid diimide 

Relevant articles and documents

Organic room-temperature phosphorescence from halogen-bonded organic frameworks: hidden electronic effects in rigidified chromophores

Development of purely organic materials displaying room-temperature phosphorescence (RTP) will expand the toolbox of inorganic phosphors for imaging, sensing or display applications. While molecular solids were found to suppress non-radiative energy dissipation and make the RTP process kinetically favourable, such an effect should be enhanced by the presence of multivalent directional non-covalent interactions. Here we report phosphorescence of a series of fast triplet-forming tetraethyl naphthalene-1,4,5,8-tetracarboxylates. Various numbers of bromo substituents were introduced to modulate intermolecular halogen-bonding interactions. Bright RTP with quantum yields up to 20% was observed when the molecule is surrounded by a Br?O halogen-bonded network. Spectroscopic and computational analyses revealed that judicious heavy-atom positioning suppresses non-radiative relaxation and enhances intersystem crossing at the same time. The latter effect was found to be facilitated by the orbital angular momentum change, in addition to the conventional heavy-atom effect. Our results suggest the potential of multivalent non-covalent interactions for excited-state conformation and electronic control. This journal is

Rational synthesis of Ab-type n -substituted core-functionalized naphthalene diimides (cNDIs)

Acid-mediated transformation of tetraethyl 2,6-diethoxynaphthalene-1,4,5,8-tetracarboxylate selectively affords the core-substituted naphthalene-anhydride-ester (cNAE) in quantitative yield. This anhydride can be selectively converted into hetero-N-substituted core-functionalized naphthalene diimides (cNDIs) through sequential condensation reactions in the presence of the precursor amine with very high isolated yields over four steps. The approach can be applied to prepare a large variety of heterocyclic, aromatic, and aliphatic heterodiimides.

NAPHTHALENETETRACARBOXYLIC DIANHYDRIDE IN ELECTROPHILIC SUBSTITUTION REACTIONS

-