65237-17-4

Basic information

• Product Name: 5,6-Dibromoisobenzofuran-1,3-dione
• Synonyms: 4,5-Dibromophthalic anhydride;5,6-Dibromoisobenzofuran-1,3-dione
• CAS NO: 65237-17-4
• Molecular Formula: C₈H₂Br₂O₃
• Molecular Weight: 305.90768
• Mol File: 65237-17-4.mol

Chemical Properties

• Melting Point: 212-214 °C
• Boiling Point: 431.2±35.0 °C(Predicted)
• Appearance: /
• Density: 2.267±0.06 g/cm3(Predicted)
• CAS DataBase Reference: 5,6-Dibromoisobenzofuran-1,3-dione(CAS DataBase Reference)
• NIST Chemistry Reference: 5,6-Dibromoisobenzofuran-1,3-dione(65237-17-4)
• EPA Substance Registry System: 5,6-Dibromoisobenzofuran-1,3-dione(65237-17-4)

Safety Data

• Hazardous Substances Data: 65237-17-4(Hazardous Substances Data)

Upstream product

• 85-44-9 phthalic anhydride 
• 24063-28-3 4,5-dibromophthalic acid 
• 24932-48-7 1,2-dibromo-4,5-dimethylbenzene 
• 95-47-6 o-xylene 
• 108-24-7 acetic anhydride 
• 58979-08-1 2,3,4,6,7-pentabromo-[1]naphthol 
• 90-15-3 α-naphthol 

Downstream Products

• 636-28-2 1,2,4,5-tetrabromobenzene 
• 502187-48-6 5,6-dibromo-2,3-diphenyl-inden-1-one 
• 1229010-07-4 5,6-dibromo-2-((R)-1-phenylethyl)isoindoline-1,3-dione 
• 1229010-14-3 5,6-di(octadec-1-ynyl)-2-((R)-1-phenylethyl)isoindoline-1,3-dione 
• 1229010-13-2 5,6-di(tetradec-1-ynyl)-2-((R)-1-phenylethyl)isoindoline 
• 1229010-12-1 5,6-di(dec-1-ynyl)-2-((R)-1-phenylethyl)isoindoline-1,3-dione 
• 1229010-11-0 5,6-bis(3-(hexadecyloxy)prop-1-ynyl)-2-((R)-1-phenylethyl)isoindoline-1,3-dione 
• 1229010-10-9 5,6-bis(3-(dodecyloxy)prop-1-ynyl)-2-((R)-1-phenylethyl)isoindoline-1,3-dione 

Relevant articles and documents

Preparation of substituted triphenylenesvianickel-mediated Yamamoto coupling

Substituted triphenylenes show promise as organic semiconductors because of their ability to form columnar liquid crystalline phases featuring extended π-stacked arrays. While there are several methods for preparing triphenylenes, including oxidative cyclization reactions such as the Scholl reaction, as well as transition metal-catalyzed aryne cyclotrimerization, these methods are not effective for electron deficient triphenylenes. Here we demonstrate that the nickel-mediated Yamamoto coupling ofo-dibromoarenes is a concise and efficient way to prepare substituted triphenylenes, including electron-deficient systems that are otherwise challenging to prepare. We also demonstrate the application of this approach to prepare electron deficient discotic mesogens composed of triphenylenes bearing imide and thioimide groups.

MOLECULAR MATERIALS BASED ON PHENOXYAZINE CORE FOR HETEROJUNCTION ORGANIC SOLAR CELLS

A composition comprising an electron acceptor material and an electron donor material wherein the electron acceptor material is a compound of formula (I): EAG-EDG-EAG (I) wherein each EAG is an electron-accepting group and EDG is a group of formula (II):

Design and synthesis of water-soluble and potent mmp-13 inhibitors with activity in human osteosarcoma cells

Osteoarthritis is a degenerative disease, often resulting in chronic joint pain and commonly affecting elderly people. Current treatments with anti-inflammatory drugs are palliative, making the discovery of new treatments necessary. The inhibition of matrix metalloproteinase MMP-13 is a validated strategy to prevent the progression of this common joint disorder. We recently described polybrominated benzotriazole derivatives with nanomolar inhibitory activity and a promising selectivity profile against this collagenase. In this work, we have extended the study in order to explore the influence of bromine atoms and the nature of the S1′ heterocyclic interacting moiety on the solubility/selectivity balance of this type of compound. Drug target interactions have been assessed through a combination of molecular modeling studies and NMR experiments. Compound 9a has been identified as a water-soluble and highly potent inhibitor with activity in MG-63 human osteosarcoma cells.

PHOTOACTIVE COMPOUND

A compound of formula (I): Each R1 and R2 is, independently in each occurrence, a substituent. Each R3-R10 is, independently in each occurrence, H or a substituent. At least one occurrence of at least one of R11-R14 is CN. Each Y is independently O or S. Z1-Z4 are each independently a direct bond or Z1, Z2, Z3 and/or Z4 together with, respectively, R4 or R5, R7 or R8, R6, or R9 forms an aromatic or heteroaromatic group. The compound of formula (I) may be provided in an active layer of an organic electronic device, e.g. as an electron acceptor in a bulk heterojunction layer of an organic photodetector. A photosensor may comprise the organic photodetector and a light source, e.g. a near infra-red light source.

Subphthalocyanine Triimides: Solution Processable Bowl-Shaped Acceptors for Bulk Heterojunction Solar Cells

Ten subphthalocyanine triimides (SubPcTI) with different substituents at imide sites and B atoms were designed and synthesized. These compounds with low-lying lowest unoccupied molecular orbital energy levels (from -3.91 to -3.98 eV), strong absorption in

Antracenederivatives and organic light-emitting diode including the same

The present invention relates to an anthracene derivative and an organic light emitting diode including the same. In particular, the anthracene derivative is presented by [chemical formula A] below.

Formation of conjugated polynaphthalene via Bergman cyclization

A series of enediyne containing chiral phthalimides were synthesized through Sonogashira coupling reactions. These enediynes were then subjected to thermal Bergman cyclization under vacuum. Polynaphthalenes with pendant chiral groups were obtained and characterized using GPC, IR spectroscopy, NMR spectroscopy, UV-Vis spectroscopy, and photoluminescence analysis. Under properly optimized conditions, the chirality of chiral directing group was maintained according to CD spectra of final products. After removal of chiral directing groups, weak CD signals representative of main chain chirality were visible. Further modification of the structure of the enediyne compounds will facilitate the synthesis of chiral polynaphthalene through this rather simple way. Extension of the Bergman cyclization to polymer chemistry is promising in the construction of novel polymers with rigid polyarene back-bones.

Packing similarities of three isosteric molecules: 4,5-Dichlorophthalic anhydride, 4,5-dibromophthalic anhydride and 5,6-dichlorobenzfurazan 1-oxide, including three polymorphs of 5,6-dichlorobenzfurazan 1-oxide

4,5-Dichlorophthalic anhydride (CPA) lies on a twofold axis in space group C2/c; the molecules pack as stacks of two-dimensional sheets. Polymorph A of 5,6-dichlorobenzfurazan 1-oxide (CBF; systematic name 5,6-dichloro-2,1,3-benzoxadiazole 1-oxide) is iso

Benzocyclobutenes. Part 4. Synthesis of Benzocyclobutene-1,2-diones by Pyrolytic Methods

Oxidation of the cyclic hydrazides prepared from phthalic anhydrides in the presence of anthracene gives the corresponding Diels-Alder adducts which, on flash vacuum pyrolysis, give benzocyclobutene-1,2-dione (BBD) and its 4-chloro, 3,6- and 4,5-dichloro, 4,5-dibromo, and 4,5-dimethyl derivatives in 75-98percent yield.Cyclobuta- and cyclobuta-naphthalene-1,2-dione as well as cyclobuta- and cyclobuta-pyridine-1,2-dione have been prepared similarly; the last three of these diones are very unstable.Cyclobutanaphthalene-1,2-dione has also been made by pyrolysis of benzindene-1,2,3-trione.Attempts to make thiophen and furan analogues of BBD from appropriate anthracene adducts failed as did attempts to make tetrachloro- and tetrabromo-derivatives of BBD by the pyrolysis of tetrahalogenophthalimidosulphoximides.