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4,7-Dibromo-benzofurazan, also known as 4,7-Dibromo-2,1,3-benzoxadiazole, is a chemical compound with the molecular formula C6H2Br2N2O. It is available in a 99% pure form and is commonly used in organic synthesis and research applications. 4,7-Dibromo-benzofurazan, 99% is a yellow powder with a molecular weight of 284.89 g/mol. It is a versatile reagent that is utilized in the synthesis of various organic compounds, including pharmaceuticals, agrochemicals, and materials. Its high purity makes it suitable for a wide range of laboratory and industrial applications.

54286-63-4

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54286-63-4 Usage

Uses

Used in Organic Synthesis:
4,7-Dibromo-benzofurazan, 99% is used as a reagent in organic synthesis for the preparation of various organic compounds. Its unique structure and functional groups make it a valuable building block in the synthesis of pharmaceuticals, agrochemicals, and materials.
Used in Research Applications:
4,7-Dibromo-benzofurazan, 99% is used as a research chemical in various scientific studies. Its high purity and unique properties make it an ideal candidate for exploring new chemical reactions and developing novel synthetic methods.
Used in Pharmaceutical Industry:
4,7-Dibromo-benzofurazan, 99% is used as an intermediate in the synthesis of pharmaceutical compounds. Its presence in the molecular structure can impart specific biological activities, making it a valuable component in the development of new drugs.
Used in Agrochemical Industry:
4,7-Dibromo-benzofurazan, 99% is used as a precursor in the synthesis of agrochemicals, such as pesticides and herbicides. Its unique properties can contribute to the effectiveness and selectivity of these compounds in controlling pests and weeds.
Used in Material Science:
4,7-Dibromo-benzofurazan, 99% is used in the development of new materials with specific properties, such as high thermal stability, electrical conductivity, or optical characteristics. Its incorporation into the material's structure can enhance its performance and expand its range of applications.

Check Digit Verification of cas no

The CAS Registry Mumber 54286-63-4 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 5,4,2,8 and 6 respectively; the second part has 2 digits, 6 and 3 respectively.
Calculate Digit Verification of CAS Registry Number 54286-63:
(7*5)+(6*4)+(5*2)+(4*8)+(3*6)+(2*6)+(1*3)=134
134 % 10 = 4
So 54286-63-4 is a valid CAS Registry Number.
InChI:InChI=1/C6H2Br2N2O/c7-3-1-2-4(8)6-5(3)9-11-10-6/h1-2H

54286-63-4SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 19, 2017

Revision Date: Aug 19, 2017

1.Identification

1.1 GHS Product identifier

Product name 4,7-Dibromobenzo[c][1,2,5]oxadiazole

1.2 Other means of identification

Product number -
Other names 4,7-dibromo-2,1,3-benzoxadiazole

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:54286-63-4 SDS

54286-63-4Relevant academic research and scientific papers

Effects of including electron-withdrawing atoms on the physical and photovoltaic properties of indacenodithieno[3,2-b]thiophene-based donor-acceptor polymers: towards an acceptor design for efficient polymer solar cells

Cai, Ping,Xu, Xiaofeng,Sun, Jiangman,Chen, Junwu,Cao, Yong

, p. 20440 - 20450 (2017/04/21)

Three new D-A polymers PIDTT-DTBO, PIDTT-DTBT and PIDTT-DTFBT, using indacenodithieno[3,2-b]thiophene (IDTT) as the electron-rich unit and benzoxadiazole (BO), benzodiathiazole (BT) or difluorobenzothiadiazole (FBT) as the electron-deficient unit, were synthesized via a Pd-catalyzed Stille polymerization. The included electron-withdrawing atoms of the acceptor portion were varied between O, S, and F for tailoring the optical and electrochemical properties and the geometry of structures. Their effects on the film topography, photovoltaic and hole-transporting properties of the polymers were thoroughly investigated via a range of techniques. As expected, the stronger electron-withdrawing BO unit affords red-shifted absorption, low-lying HOMO and LUMO levels for the polymer PIDTT-DTBO. However, it depicts lower hole mobility and a less efficient charge collection in the active layer compared to the polymer PIDTT-DTBT. In addition, degradation of the solubility is observed in the fluorinated polymer PIDTT-DTFBT. As a result, a BHJ PSC (ITO/PEDOT:PSS/polymer:PC71BM/interlayer/Al) fabricated with PIDTT-DTBT attains the best power conversion efficiency (PCE) of 4.91%. These results thus demonstrate the potential effects of electronegative atoms on IDTT-based polymers and the structure-function correlations of such electron-donor materials for efficient PSCs.

Synthesis, photophysical, electrochemical and single-crystal x-ray diffraction study of (Z)-2-phenyl-3-(5-(4-(thiophen-2-yl)benzo[c][1,2,5]thiadiazol-7-yl)thiophen-2-yl)acrylonitrile

Bhanvadia, Viraj J.,Patel, Heta A.,Sharma, Neha N.,Patel, Arun L.

, p. 1052 - 1061 (2016/07/16)

The optical characteristics, redox properties, thermogravimetric stability and single-crystal X-ray diffraction study of (Z)-2-phenyl-3-(5-(4-(thiophen-2-yl)benzo[c][1,2,5]thiadiazol-7-yl)thiophen-2-yl)acrylonitrile are examined using ultraviolet–visible spectrophotometry, cyclic voltammetry, thermal gravimetric analysis–diffraction scanning calorimetry analysis, single-crystal X-ray diffraction and density functional theory calculations. Evidently, the crystal structure of compound 6 is sustained by a number of weak nonconventional intermolecular forces of attraction such as C-H?…?N, C-H?…?π donor–acceptor interactions.

Effect of single atom substitution in benzochalcogendiazole acceptors on the performance of ternary memory devices

Liu, Zhaojun,He, Jinghui,Zhuang, Hao,Li, Hua,Li, Najun,Chen, Dongyun,Xu, Qingfeng,Lu, Jianmei,Zhang, Keqin,Wang, Lihua

, p. 9145 - 9153 (2015/09/07)

Herein, three conjugated organic molecules comprised of the diethylamine donor, pyrimidine and benzochalcogenodiazole acceptors (where the chalcogen atoms are varied from O, S to Se), named PBOP, PBTP, and PBSeP, were synthesized and fabricated into resis

Conjugated copolymer-photosensitizer molecular hybrids with broadband visible light absorption for efficient light-harvesting and enhanced singlet oxygen generation

He, Rongkun,Hu, Ming,Xu, Ting,Li, Chunxiang,Wu, Chuanliu,Guo, Xiangqun,Zhao, Yibing

supporting information, p. 973 - 976 (2015/02/05)

We have developed conjugated copolymer-photosensitizer molecular hybrids (PFBDBP-IPBP) with a strong, broad (from 400 nm to ~700 nm) and continuous visible absorption. The photosensitizing ability of PFBDBP-IPBP was demonstrated to be higher than that of

Benzooxadiazaole-based D-A-D co-oligomers: Synthesis and electropolymerization

Pati, Palas Baran,Das, Soumyajit,Zade, Sanjio S.

, p. 3996 - 4003 (2012/11/07)

Four D-A-D type co-oligomers have been synthesized by Stille condensation between monostannyl derivatives of furan/thiophene/selenophene/3,4- ethylenedioxythiophene (EDOT) and 4,7-dibromo-benzo[1,2,5]oxadiazole. All these co-oligomers were successfully electrochemically polymerized in dichloromethane and characterized by spectroelectrochemistry. All four polymers possess narrow optical band gap. Spectroelectrochemical studies of polymer films on indium tin oxide revealed that the replacement of donor EDOT with furan/thiophene/ selenophene has affected the low-energy charge-carrier (bipolaron) formation significantly. Kinetic studies based on chronoamperometry show that the polymer P5 (EDOT-capped benzo[1,2,5]oxadiazole system) possess better electrochromic property with high transmittance (66%) in visible region than the other copolymers.

D-A-D low band gap molecule containing triphenylamine and benzoxadiazole/benzothiadiazole units: Synthesis and photophysical properties

Zeng, Shaohang,Yin, Lunxiang,Jiang, Xueying,Li, Yanqin,Li, Kechang

, p. 229 - 235 (2012/09/07)

Two D-A-D-type low band gap organic dyes based on triphenylamine and benzoxadiazole/benzothiadiazole, 4,7-Bis{5-{4-{2-[4-(N,N-diphenylamino)phenyl]- 1-nitrilethenyl}phenyl}-2-thienyl}-2,1,3-benzoxadiazole (BDNTBX) and 4,7-Bis{5-{4-{2-[4-(N,N-diphenylamino)phenyl]-1-nitrilethenyl}phenyl}-2-thienyl} -2,1,3-benzothiadiazole (BDNTBT) were successfully synthesized. The properties of two compounds were investigated by density functional theory (DFT) calculations, UV-vis absorption spectroscopy, cyclic voltammetry and fluorescence quenching experiment. The calculated ground-state geometries demonstrate intramolecular charge transfer (ICT) occurs in both molecules during the procedure of charge excitation from HOMO to LUMO. From the data in electrochemistry and fluorescence quenching experiments, the molecules reveal lower HOMO energy levels compared with that of P3HT and proper LUMO energy levels to obtain efficient charge separation with PCBM. Two synthesized compounds exhibit broad absorption range covering the whole visible spectral region. These photophysical and electrochemical properties call attention to that our materials are prospective candidates as donor materials for solution-processable organic photovoltaic cells.

Photophysical property trends for a homologous series of bis-ethynyl-substituted benzochalcogendiazoles

Coombs, Benjamin A.,Lindner, Benjamin D.,Edkins, Robert M.,Rominger, Frank,Beeby, Andrew,Bunz, Uwe H. F.

supporting information; experimental part, p. 550 - 553 (2012/05/04)

We report on the preparation and photophysical property study of three homologous benzoheteroarene-ethynylene systems. Significant differences in the series' optical properties indicate a change in the HOMO-LUMO energy as the chalcogen is altered (O, S and Se) which we have examined using TD-DFT methods and shown to be attributable to modification of the HOMO energy. The Royal Society of Chemistry and the Centre National de la Recherche Scientifique 2012.

METHOD AND MEANS RELATING TO MULTIPLE HERBICIDE RESISTANCE IN PLANTS

-

Page/Page column 91-92, (2009/04/25)

Methods for overcoming multiple herbicide resistance (MHR) in plants using inhibitors of GST suppression of Formula (I), novel chemical inhibitors of Formula (Ia), compositions comprising compounds of Formula (I), and uses and methods relating thereto.

Toward a rational design of poly(2,7-carbazole) derivatives for solar cells

Blouin, Nicolas,Michaud, Alexandre,Gendron, David,Wakim, Salem,Blair, Emily,Neagu-Plesu, Rodica,Belletete, Michel,Durocher, Gilles,Tao, Ye,Leclerc, Mario

, p. 732 - 742 (2008/09/19)

On the basis of theoretical models and calculations, several alternating polymeric structures have been investigated to develop optimized poly(2,7-carbazole) derivatives for solar cell applications. Selected low band gap alternating copolymers have been obtained via a Suzuki coupling reaction. A good correlation between DFT theoretical calculations performed on model compounds and the experimental HOMO, LUMO, and band gap energies of the corresponding polymers has been obtained. This study reveals that the alternating copolymer HOMO energy level is mainly fixed by the carbazole moiety, whereas the LUMO energy level is mainly related to the nature of the electron-withdrawing comonomer. However, solar cell performances are not solely driven by the energy levels of the materials. Clearly, the molecular weight and the overall organization of the polymers are other important key parameters to consider when developing new polymers for solar cells. Preliminary measurements have revealed hole mobilities of about 1 × 10-3 cm2·V-1·s-1 and a power conversion efficiency (PCE) up to 3.6%. Further improvements are anticipated through a rational design of new symmetric low band gap poly(2,7-carbazole) derivatives.

Fluorescence enhancement by hydroperoxides based on a change in the intramolecular charge transfer character of benzofurazan

Onoda, Maki,Tokuyama, Hidetoshi,Uchiyama, Seiichi,Mawatari, Ken-Ichi,Santa, Tomofumi,Kaneko, Kiyoko,Imai, Kazuhiro,Nakagomi, Kazuya

, p. 1848 - 1850 (2007/10/03)

Strong fluorescence signals were observed after the reaction of novel reagents with hydroperoxides. The Royal Society of Chemistry 2005.

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