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Cas Database

121848-75-7

121848-75-7

Identification

  • Product Name:10,10'-Dibromo-9,9'-bianthryl

  • CAS Number: 121848-75-7

  • EINECS:

  • Molecular Weight:512.243

  • Molecular Formula: C28H16Br2

  • HS Code:29039990

  • Mol File:121848-75-7.mol

Synonyms:9,9'-Bianthryl,10,10'-dibromo- (6CI);10,10'-Dibromo-9,9'-bianthracene;

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Safety information and MSDS view more

  • Signal Word:no data available

  • Hazard Statement:no data available

  • First-aid measures: General adviceConsult a physician. Show this safety data sheet to the doctor in attendance.If inhaled If breathed in, move person into fresh air. If not breathing, give artificial respiration. Consult a physician. In case of skin contact Wash off with soap and plenty of water. Consult a physician. In case of eye contact Rinse thoroughly with plenty of water for at least 15 minutes and consult a physician. If swallowed Never give anything by mouth to an unconscious person. Rinse mouth with water. Consult a physician.

  • Fire-fighting measures: Suitable extinguishing media Use water spray, alcohol-resistant foam, dry chemical or carbon dioxide. Wear self-contained breathing apparatus for firefighting if necessary.

  • Accidental release measures: Use personal protective equipment. Avoid dust formation. Avoid breathing vapours, mist or gas. Ensure adequate ventilation. Evacuate personnel to safe areas. Avoid breathing dust. For personal protection see section 8. Prevent further leakage or spillage if safe to do so. Do not let product enter drains. Discharge into the environment must be avoided. Pick up and arrange disposal. Sweep up and shovel. Keep in suitable, closed containers for disposal.

  • Handling and storage: Avoid contact with skin and eyes. Avoid formation of dust and aerosols. Avoid exposure - obtain special instructions before use.Provide appropriate exhaust ventilation at places where dust is formed. For precautions see section 2.2. Store in cool place. Keep container tightly closed in a dry and well-ventilated place.

  • Exposure controls/personal protection:Occupational Exposure limit valuesBiological limit values Handle in accordance with good industrial hygiene and safety practice. Wash hands before breaks and at the end of workday. Eye/face protection Safety glasses with side-shields conforming to EN166. Use equipment for eye protection tested and approved under appropriate government standards such as NIOSH (US) or EN 166(EU). Skin protection Wear impervious clothing. The type of protective equipment must be selected according to the concentration and amount of the dangerous substance at the specific workplace. Handle with gloves. Gloves must be inspected prior to use. Use proper glove removal technique(without touching glove's outer surface) to avoid skin contact with this product. Dispose of contaminated gloves after use in accordance with applicable laws and good laboratory practices. Wash and dry hands. The selected protective gloves have to satisfy the specifications of EU Directive 89/686/EEC and the standard EN 374 derived from it. Respiratory protection Wear dust mask when handling large quantities. Thermal hazards

Supplier and reference price

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  • Manufacture/Brand:TCI Chemical
  • Product Description:10,10'-Dibromo-9,9'-bianthracene >98.0%(HPLC)(T)
  • Packaging:1g
  • Price:$ 153
  • Delivery:In stock
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  • Manufacture/Brand:TCI Chemical
  • Product Description:10,10'-Dibromo-9,9'-bianthracene >98.0%(HPLC)(T)
  • Packaging:5g
  • Price:$ 459
  • Delivery:In stock
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  • Manufacture/Brand:Sigma-Aldrich
  • Product Description:10,10′-dibromo-9,9′-bianthracene
  • Packaging:5g
  • Price:$ 662
  • Delivery:In stock
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  • Manufacture/Brand:Sigma-Aldrich
  • Product Description:10,10′-dibromo-9,9′-bianthracene
  • Packaging:1g
  • Price:$ 174
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  • Manufacture/Brand:Crysdot
  • Product Description:10,10'-Dibromo-9,9'-bianthracene 97%
  • Packaging:5g
  • Price:$ 618
  • Delivery:In stock
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  • Manufacture/Brand:Biosynth Carbosynth
  • Product Description:10,10'-Dibromo-9,9'-bianthryl
  • Packaging:1 g
  • Price:$ 250
  • Delivery:In stock
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  • Manufacture/Brand:Biosynth Carbosynth
  • Product Description:10,10'-Dibromo-9,9'-bianthryl
  • Packaging:500 mg
  • Price:$ 160
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  • Manufacture/Brand:Biosynth Carbosynth
  • Product Description:10,10'-Dibromo-9,9'-bianthryl
  • Packaging:2 g
  • Price:$ 450
  • Delivery:In stock
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  • Manufacture/Brand:Biosynth Carbosynth
  • Product Description:10,10'-Dibromo-9,9'-bianthryl
  • Packaging:250 mg
  • Price:$ 100
  • Delivery:In stock
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  • Manufacture/Brand:Biosynth Carbosynth
  • Product Description:10,10'-Dibromo-9,9'-bianthryl
  • Packaging:100 mg
  • Price:$ 65
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Relevant articles and documentsAll total 19 Articles be found

Investigations of the heavy atom effect occurring in bianthryl and 10,10′-dibromobianthryl. Fluorescence, cyclovoltamperometric and actinometric studies

Mac, Marek,Danel, Andrzej,Kizior, Katarzyna,Nowak, Pawel,Karocki, Andrzej,Tokarczyk, Bogdan

, p. 988 - 997 (2003)

A preliminary study of photophysical and photochemical properties of 9,9′-bianthryl (BA) and 10,10′-dibromo,9,9′-bianthryl (DBrBA) is presented. Dual fluorescence occurring in bianthryl (BA) has been investigated in solvents containing heavy atoms, such as chlorine, bromine and iodine. The presence of heavy atoms reduces strongly the fluorescence lifetimes and the fluorescence quantum yields of BA, the effect is strongest in ethyl iodide, i.e. in the solvent containing the heaviest atom, iodine. On the other hand, it has been found that introduction of two heavy atoms (bromine) into the bianthryl molecule modifies noticeably its fluorescence properties, which indicates existance of an internal heavy atom effect. Again, a reduction of the fluorescence lifetime and the fluorescence quantum yield, compared to the parent molecule, has been observed. On the basis of these observations the mechanism of 1CT ?3LE intersystem crossing has been discussed. In BA the rate determining process is a reversible spin inversion within the radical pair. In DBrBA where the spin flip is accelerated by the presence of heavy atoms (bromines) the spin-allowed electron transfer 3CT ?3LE becomes important in the overall intersystem crossing process. It has been found that DBrBA undergoes a photoreduction in the presence of aromatic donors, such as amines, leading finally to BA. Similar reaction seems to be observed in electrochemical measurement. The reduction of DBrBA originates from the primary electron transfer process either photoinduced or electrochemical leading to the free anion radicals of DBrBA.

Clay encapsulated Cu(OH)x promoted homocoupling of arylboronic acids: An efficient and eco-friendly protocol

Dar, Bashir Ahmad,Singh, Snehil,Pandey, Nalini,Singh,Sharma, Priti,Lazar, Anish,Sharma, Meena,Vishwakarma, Ram A.,Singh, Baldev

, p. 232 - 238 (2014)

Cu(OH)x has been encapsulated over montmorillonite-KSF by simple ologomeric deposition strategy. The resulting catalyst has been employed for selective homocoupling of arylboronic acids under ambient conditions without requirement of any ligand or base. This catalyst is easy to recover and shows excellent reusability without losing its activity. Techniques like XRD, SEM, TPR, IR, BET surface area measurement and XPS were used to characterize the catalyst. The present method promises for the simple and clean homocoupling of arylboronic acids.

Photoinduced C-C reactions on insulators toward photolithography of graphene nanoarchitectures

Palma, Carlos-Andres,Diller, Katharina,Berger, Reinhard,Welle, Alexander,Bj?rk, Jonas,Cabellos, Jose Luis,Mowbray, Duncan J.,Papageorgiou, Anthoula C.,Ivleva, Natalia P.,Matich, Sonja,Margapoti, Emanuela,Niessner, Reinhard,Menges, Bernhard,Reichert, Joachim,Feng, Xinliang,R?der, Hans Joachim,Klappenberger, Florian,Rubio, Angel,Müllen, Klaus,Barth, Johannes V.

, p. 4651 - 4658 (2014)

On-surface chemistry for atomically precise sp2 macromolecules requires top-down lithographic methods on insulating surfaces in order to pattern the long-range complex architectures needed by the semiconductor industry. Here, we fabricate sp2-carbon nanometer-thin films on insulators and under ultrahigh vacuum (UHV) conditions from photocoupled brominated precursors. We reveal that covalent coupling is initiated by C-Br bond cleavage through photon energies exceeding 4.4 eV, as monitored by laser desorption ionization (LDI) mass spectrometry (MS) and X-ray photoelectron spectroscopy (XPS). Density functional theory (DFT) gives insight into the mechanisms of C-Br scission and C-C coupling processes. Further, unreacted material can be sublimed and the coupled sp2-carbon precursors can be graphitized by e-beam treatment at 500 °C, demonstrating promising applications in photolithography of graphene nanoarchitectures. Our results present UV-induced reactions on insulators for the formation of all sp 2-carbon architectures, thereby converging top-down lithography and bottom-up on-surface chemistry into technology.

Diphenylanthracene Dimers for Triplet-Triplet Annihilation Photon Upconversion: Mechanistic Insights for Intramolecular Pathways and the Importance of Molecular Geometry

Olesund, Axel,Gray, Victor,M?rtensson, Jerker,Albinsson, Bo

, p. 5745 - 5754 (2021/05/06)

Novel approaches to modify the spectral output of the sun have seen a surge in interest recently, with triplet-triplet annihilation driven photon upconversion (TTA-UC) gaining widespread recognition due to its ability to function under low-intensity, noncoherent light. Herein, four diphenylanthracene (DPA) dimers are investigated to explore how the structure of these dimers affects upconversion efficiency. Also, the mechanism responsible for intramolecular upconversion is elucidated. In particular, two models are compared using steady-state and time-resolved simulations of the TTA-UC emission intensities and kinetics. All dimers perform TTA-UC efficiently in the presence of the sensitizer platinum octaethylporphyrin. The meta-coupled dimer 1,3-DPA2 performs best yielding a 21.2% upconversion quantum yield (out of a 50% maximum), which is close to that of the reference monomer DPA (24.0%). Its superior performance compared to the other dimers is primarily ascribed to the longer triplet lifetime of this dimer (4.7 ms), thus reinforcing the importance of this parameter. Comparisons between simulations and experiments reveal that the double-sensitization mechanism is part of the mechanism of intramolecular upconversion and that this additional pathway could be of great significance under specific conditions. The results from this study can thus act as a guide not only in terms of annihilator design but also for the design of future solid-state systems where intramolecular exciton migration is anticipated to play a major role.

Co-crystals of 9,9′-bianthracene-10,10′-dicarboxylic acid with linear bidentate basic ligand molecules: Synthesis, crystal structure, and properties based on the layer structure exfoliated by water

Azumaya, Isao,Hikawa, Hidemasa,Kikkawa, Shoko,Okayasu, Misaki

, p. 497 - 505 (2020/01/29)

Co-crystals of 9,9′-dianthracene-10,10′-dicarboxylic acid (1) with the linear bidentate bases 9,9′-biacridine (bac), phenazine (phez), 4,4′-dipyridine (dpy), and DABCO (dabco) were synthesized. In the crystal structures of the co-crystals of 1 and bac, phez, and dpy, one-dimensional (1D) structures were formed through the hydrogen bonding between the acid and the base. For each combination of the acid and the bases, several kinds of polymorphic co-crystals with a similar structure were obtained. Among them, a combination of 1 and dabco gave three kinds of co-crystals which had a layered structure. In one of the co-crystals, a phenomenon where layers of the crystals could be exfoliated by dropping water was observed. The two-dimensional (2D) fingerprinting plot of the co-crystals showed that the major interaction to form the 1D structure was O-H?N hydrogen bonding and that to form the layered structure was the CH-π interaction, and the influence of the latter interaction on the robustness of the crystal was stronger than the former in the co-crystals.

A new thiosemicarbazone fluorescent probe based on 9,9′-bianthracene for Hg2+ and Ag+

Chen, Zhen-E,Zhang, Hai,Iqbal, Zafar

, p. 34 - 40 (2019/03/04)

A new 9,9′-bianthracene-based thiosemicarbazone (D1) has been successfully synthesized and utilized for chemosensors. The properties of D1 were systematically investigated by UV–Vis, fluorescence titration and theoretical calculations. As a result, D1 exhibits a characteristic fluorescence quenching phenomenon in the presence of Hg2+ or Ag+ compared to other metal cations (Na+, K+, Mg2+, Ba2+, Al3+, Zn2+, Fe2+, Pb2+, Cu2+, Co2+, Cd2+, Ni2+ and Mn2+). The detection limits of Hg2+ and Ag+ reach 6.62 × 10?7 M and 1.99 × 10?5 M, respectively. This is mainly attributed to the Hg2+ (or Ag+) forms a stable five-membered ring with the N atom in Schiff base C[dbnd]N and the S atom in thiourea. The results suggest that the probe D1 is a promising candidate for chemosensors in aqueous media due to its highly selectivity for Hg2+ and Ag+.

Orthogonal Oriented Bisanthrancene-Bridged Bis(Triarylamine) Diradical Dications: Isolation, Characterizations and Crystal Structures

Wang, Lei,Zhang, Li,Fang, Yong,Zhao, Yue,Tan, Gengwen,Wang, Xinping

, p. 1708 - 1711 (2019/05/22)

Two bis(triarylamine) diradical dication salts 12+2[Al(ORF)4]? and 22+2[Al(ORF)4]? bridged with an orthogonal oriented bisanthrancene motif were synthesized. Their solid state and electronic structures were investigated by various experimental approaches in conjunction with theoretical calculations. Superconducting quantum interference device measurements and density functional theory calculations reveal that both of 12+ and 22+ feature open-shell singlet ground states with rather small singlet-triplet energy gaps; thus, they can be regarded as nearly pure diradicals (biradicals). Their diradical characters are enhanced by the orthogonal configuration of the bisanthrancene moiety which demonstrates the importance of the geometry of bridging units in turning the electronic structures of bis(triarylamine) dications.

The anthracene derivatives, organic EL material and its manufacturing method (by machine translation)

-

, (2017/07/14)

PROBLEM TO BE SOLVED: To provide an anthracene derivative in which a specific solubility radical is introduced into an anthracene skeleton, thereby improving solubility, and that is suitable to be used for film production in a solution process, and further to provide an anthracene derivative in which a specific solution radical of the anthracene derivative is desorbed by an external stimulation, and that is as an organic EL material excellent in characteristics.SOLUTION: For instance, anthracene derivatives (HTL1) and (HTL2) are exemplified to be synthesized by reaction formula (A). The anthracene derivative excellent in organic EL characteristics is obtained by the desorption of an ester group by an external stimulation.

Process route upstream and downstream products

Process route

(10-bromoanthracen-9-yl)boronic acid
641144-16-3

(10-bromoanthracen-9-yl)boronic acid

10,10'-dibromo-9,9'-bianthryl
121848-75-7

10,10'-dibromo-9,9'-bianthryl

Conditions
Conditions Yield
With Cu(OH)x has been encapsulated over montmorillonite-KSF; air; In methanol; at 20 ℃; for 1h; Green chemistry;
41%
9,9'-bianthracene
1055-23-8

9,9'-bianthracene

10,10'-dibromo-9,9'-bianthryl
121848-75-7

10,10'-dibromo-9,9'-bianthryl

Conditions
Conditions Yield
With N-Bromosuccinimide; In chloroform; at 20 ℃;
95%
With bromine; In carbon disulfide; for 30h; Ambient temperature;
92%
With N-Bromosuccinimide; acetic acid; In chloroform; for 3h; Reflux;
92%
With bromine; In tetrachloromethane; at 0 - 20 ℃; for 4h; Cooling with ice;
86%
With bromine; In 1,2-dichloro-ethane; at 0 - 20 ℃; for 4h; Inert atmosphere;
82%
With bromine; In 1,2-dichloro-ethane; at 20 ℃; for 4h; Product distribution / selectivity;
80%
With bromine; In tetrachloromethane; for 24h;
76%
With bromine; In tetrachloromethane; at 0 - 20 ℃; for 8h;
65%
With bromine; In 1,2-dichloro-ethane;
With bromine; In tetrachloromethane; at 0 ℃;
With bromine; In dichloromethane;
With N-Bromosuccinimide; In N,N-dimethyl-formamide;
With bromine; In 1,2-dichloro-ethane;
With bromine; In 1,2-dichloro-ethane; for 3h;
With bromine; In tetrachloromethane; at 0 ℃;
9,10-phenanthrenequinone
84-65-1

9,10-phenanthrenequinone

10,10'-dibromo-9,9'-bianthryl
121848-75-7

10,10'-dibromo-9,9'-bianthryl

Conditions
Conditions Yield
Multi-step reaction with 2 steps
1: zinc; hydrogenchloride; acetic acid
2: bromine / 1,2-dichloro-ethane
With hydrogenchloride; bromine; acetic acid; zinc; In 1,2-dichloro-ethane;
Multi-step reaction with 2 steps
1: zinc; hydrogenchloride
2: bromine / dichloromethane
With hydrogenchloride; bromine; zinc; In dichloromethane;
Multi-step reaction with 2 steps
1: hydrogenchloride; zinc; acetic acid / water / 50 °C
2: N-Bromosuccinimide; acetic acid / chloroform / 3 h / Reflux
With hydrogenchloride; N-Bromosuccinimide; acetic acid; zinc; In chloroform; water;
Multi-step reaction with 2 steps
1: acetic acid; hydrogenchloride; zinc / water
2: bromine / 1,2-dichloro-ethane
With hydrogenchloride; bromine; acetic acid; zinc; In water; 1,2-dichloro-ethane;
Multi-step reaction with 2 steps
1.1: zinc; acetic acid / 0.17 h / 90 °C / Inert atmosphere
1.2: 12 h / 90 °C / Inert atmosphere
2.1: bromine / 1,2-dichloro-ethane / 4 h / 0 - 20 °C / Inert atmosphere
With bromine; acetic acid; zinc; In 1,2-dichloro-ethane;
Multi-step reaction with 2 steps
1: zinc; hydrogenchloride / acetic acid; water / 2.5 h / 90 °C
2: bromine / 1,2-dichloro-ethane / 3 h
With hydrogenchloride; bromine; zinc; In water; acetic acid; 1,2-dichloro-ethane;
(10-bromoanthracen-9-yl)boronic acid
641144-16-3

(10-bromoanthracen-9-yl)boronic acid

Methyl 2-acetamidoacrylate
35356-70-8

Methyl 2-acetamidoacrylate

methyl 2-acetamido-3-(10-bromoanthracen-9-yl)propanoate
1227732-28-6

methyl 2-acetamido-3-(10-bromoanthracen-9-yl)propanoate

10,10'-dibromo-9,9'-bianthryl
121848-75-7

10,10'-dibromo-9,9'-bianthryl

Conditions
Conditions Yield
With triphenyl phosphite; palladium diacetate; caesium carbonate; In N,N-dimethyl-formamide; at 75 ℃;
59%
13%
(10-bromoanthracen-9-yl)boronic acid
641144-16-3

(10-bromoanthracen-9-yl)boronic acid

Methyl 2-acetamidoacrylate
35356-70-8

Methyl 2-acetamidoacrylate

methyl 2-acetamido-3-(10-bromoanthracen-9-yl)prop-2-enoate
1227732-29-7

methyl 2-acetamido-3-(10-bromoanthracen-9-yl)prop-2-enoate

10,10'-dibromo-9,9'-bianthryl
121848-75-7

10,10'-dibromo-9,9'-bianthryl

Conditions
Conditions Yield
With triphenyl phosphite; sodium acetate; palladium diacetate; In N,N-dimethyl-formamide; at 75 ℃;
20%
15%
Tetradehydrodianthracene
187-98-4

Tetradehydrodianthracene

10,10'-dibromo-9,9'-bianthryl
121848-75-7

10,10'-dibromo-9,9'-bianthryl

Conditions
Conditions Yield
With bromine; In various solvent(s); Ambient temperature;
44%
anthracen-9(10H)-one
90-44-8

anthracen-9(10H)-one

10,10'-dibromo-9,9'-bianthryl
121848-75-7

10,10'-dibromo-9,9'-bianthryl

Conditions
Conditions Yield
Multi-step reaction with 3 steps
1: zinc; zinc(II) chloride; water / tetrahydrofuran / 36 h / 20 °C / Inert atmosphere
2: toluene-4-sulfonic acid / toluene / 2 h / Inert atmosphere; Reflux
3: bromine / tetrachloromethane / 4 h / 0 - 20 °C / Cooling with ice
With water; bromine; toluene-4-sulfonic acid; zinc(II) chloride; zinc; In tetrahydrofuran; tetrachloromethane; toluene;
Multi-step reaction with 2 steps
1.1: zinc(II) chloride; zinc / tetrahydrofuran; water / 8 h / 20 °C
1.2: Reflux
2.1: N-Bromosuccinimide / chloroform / 20 °C
With N-Bromosuccinimide; zinc(II) chloride; zinc; In tetrahydrofuran; chloroform; water;
Multi-step reaction with 2 steps
1: zinc; zinc(II) chloride / tetrahydrofuran; water / 36 h
2: bromine / tetrachloromethane / 0 °C
With bromine; zinc(II) chloride; zinc; In tetrahydrofuran; tetrachloromethane; water;
10,10′-tetrahydro-9,9′-dihydroxybianthryl
4393-30-0

10,10′-tetrahydro-9,9′-dihydroxybianthryl

10,10'-dibromo-9,9'-bianthryl
121848-75-7

10,10'-dibromo-9,9'-bianthryl

Conditions
Conditions Yield
Multi-step reaction with 2 steps
1: toluene-4-sulfonic acid / toluene / 2 h / Inert atmosphere; Reflux
2: bromine / tetrachloromethane / 4 h / 0 - 20 °C / Cooling with ice
With bromine; toluene-4-sulfonic acid; In tetrachloromethane; toluene;
9-Bromoanthracene
1564-64-3

9-Bromoanthracene

10,10'-dibromo-9,9'-bianthryl
121848-75-7

10,10'-dibromo-9,9'-bianthryl

Conditions
Conditions Yield
Multi-step reaction with 2 steps
1: zinc; triphenylphosphine; nickel dibromide / tetrahydrofuran
2: N-Bromosuccinimide / N,N-dimethyl-formamide
With N-Bromosuccinimide; triphenylphosphine; nickel dibromide; zinc; In tetrahydrofuran; N,N-dimethyl-formamide;
10,10'-dibromo-9,9'-bianthryl
121848-75-7

10,10'-dibromo-9,9'-bianthryl

Conditions
Conditions Yield
With carbon disulfide; bromine;

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