157528-08-0

Basic information

• Product Name: 2-(3,4-Dibromobenzoyl)benzoic acid
• Synonyms: 2-(3,4-Dibromobenzoyl)benzoic acid
• CAS NO: 157528-08-0
• Molecular Weight: 384.024
• Mol File: 157528-08-0.mol

Chemical Properties

• CAS DataBase Reference: 2-(3,4-Dibromobenzoyl)benzoic acid(CAS DataBase Reference)
• NIST Chemistry Reference: 2-(3,4-Dibromobenzoyl)benzoic acid(157528-08-0)
• EPA Substance Registry System: 2-(3,4-Dibromobenzoyl)benzoic acid(157528-08-0)

Safety Data

• Hazardous Substances Data: 157528-08-0(Hazardous Substances Data)

Upstream product

• 85-52-9 2-Benzoylbenzoic acid 
• 85-44-9 phthalic anhydride 
• 583-53-9 2,3-dibromobenzene 

Downstream Products

• 1358517-19-7 C₄₂H₂₄ 
• 633-68-1 2,3-dibromo-9,10-anthraquinone 

Relevant articles and documents

Synthesis and photophysical properties of dinaphtho[2,3-b:2′,3′-i]dihydrophenazine derivatives

A dinaphtho[2,3-b:2′,3′-i]dihydrophenazine (DNP) derivative was synthesized by Buchwald-Hartwig cross-coupling, and its electronic spectrum was compared with that of dinaphtho[b,i]dihydrophenazine-5,18-dione (DNP-dione) as an anthraquinone analog. An absorption band of DNP is attributed to extension of π-conjugation over the entire molecule via the N atom. DNP-dione showed a broad absorption band in the range 450–490 nm due to intramolecular charge-transfer interactions. Additionally, the absolute fluorescence quantum yield of DNP was larger than that of DNP-dione. DNP-dione exhibited reversible oxidation peaks and a similar oxidation potential to DNP, since there are very weak electronic interactions between the anthracene and anthraquinone units across the N atoms with the 4-octyloxyphenyl substituent.

NOVEL ORGANIC COMPOUND AND ORGANIC LIGHT-EMITTING DEVICE INCLUDING SAME

A novel organic compound suitably used for a green- light-emitting device and an organic light-emitting device are provided. An organic light-emitting device and an image display apparatus containing a naphtho [2 ', 3 ' : 5, 6] indeno [1, 2, 3- cdjpyrene derivative represented by general formula (1) as a dopant : wherein in general formula (1), R1 to R16 are each independently selected from a hydrogen atom, a halogen atom, substituted or unsubstituted alkyl groups, substituted or unsubstituted alkoxy groups, substituted or unsubstituted amino groups, substituted or unsubstituted aryl groups, and substituted or unsubstituted heterocyclic groups, and at least one of R3, R4, R9, and R10 is selected from substituted or unsubstituted aryl groups and substituted or unsubstituted heterocyclic groups.

NOVEL FUSED POLYCYCLIC COMPOUND AND ORGANIC LIGHT-EMITTING ELEMENT

A fused polycyclic compound is represented by general formula [1]: [Chem. 1] wherein at least one of R1 to R16 is selected from a halogen atom, an alkyl group having 1 to 20 carbon atoms, a substituted amino group, an aryl group which may have a substituent, and a heterocyclic group which may have a substituent. An organic light-emitting element includes the fused polycyclic compound.

Rational design of fluorescein-based fluorescence probes. Mechanism-based design of a maximum fluorescence probe for singlet oxygen

Fluorescein is one of the best available fluorophores for biological applications, but the factors that control its fluorescence properties are not fully established. Thus, we initiated a study aimed at providing a strategy for rational design of functional fluorescence probes bearing fluorescein structure. We have synthesized various kinds of fluorescein derivatives and examined the relationship between their fluorescence properties and the highest occupied molecular orbital (HOMO) levels of their benzoic acid moieties obtained by semiempirical PM3 calculations. It was concluded that the fluorescence properties of fluorescein derivatives are controlled by a photoinduced electron transfer (PET) process from the benzoic acid moiety to the xanthene ring and that the threshold of fluorescence OFF/ON switching lies around -8.9 eV for the HOMO level of the benzoic acid moiety. This information provides the basis for a practical strategy for rational design of functional fluorescence probes to detect certain biomolecules. We used this approach to design and synthesize 9-[2-(3carboxy-9,10-dimethyl)anthryl]-6-hydroxy-3H-xanthen-3-one (DMAX) as a singlet oxygen probe and confirmed that it is the most sensitive probe currently known for 1O2. This novel fluorescence probe has a 9,10-dimethylanthracene moiety as an extremely fast chemical trap of 1O2. As was expected from PM3 calculations, DMAX scarcely fluoresces, while DMAX endoperoxide (DMAX-EP) is strongly fluorescent. Further, DMAX reacts with 1O2 more rapidly, and its sensitivity is 53-fold higher than that of 9-[2-(3-carboxy-9,10-diphenyl)anthryl]-6-hydroxy-3H-xanthen-3-ones (DPAXs), which are a series of fluorescence probes for singlet oxygen that we recently developed. DMAX should be useful as a fluorescence probe for detecting 1O2 in a variety of biological systems.

Arene 1,4-Diradical Formation from o-Dialkynylarenes

A series of 10-membered cyclic 1,5-diynes has been prepared with arene rings fused at positions C-3/C-4.The arenes include simple benzene rings, a naphthoquinone and naphthohydroquinone, and an anthraquinone and anthracene unit.Consistent with a simple picture relating the extent of double bond character in the ene part of the ene-diyne with the rate of arene-1,4-diyl formation, the hydroquinone derivatives were much less reactive compared to the corresponding quinones.Substituents such as propargylic hydroxyl or keto group have a small but significant activating effect.The parent 3,4-benzo-1,8-decadiyne shows a half-life for rearrangement of 24 h at 84 deg C while the corresponding alkene, cyclodec-3-ene-1,5-diyne is reported to have a half-life of 18 h at 37 deg C.

BROMINATION OF 2-BENZOYLBENZOIC ACIDS

A new method was developed for the synthesis of bromine-substituted 9,10-anthraquinones by bromination of 2-benzoylbenzoic acid derivatives in the presence of sulfuric and nitric acids followed by cyclization.