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100622-34-2

100622-34-2

Identification

Synonyms:9-Anthraceneboronicacid (6CI);Boronic acid, 9-anthracenyl- (9CI);9-Anthrylboronic acid;

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Safety information and MSDS view more

  • Pictogram(s):ToxicT

  • Hazard Codes:T

  • Signal Word:Danger

  • Hazard Statement:H301 Toxic if swallowed

  • 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

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  • Manufacture/Brand:Usbiological
  • Product Description:9-Anthracenylboronic acid
  • Packaging:250mg
  • Price:$ 343
  • Delivery:In stock
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  • Manufacture/Brand:TRC
  • Product Description:9-Anthraceneboronic acid
  • Packaging:500mg
  • Price:$ 65
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  • Manufacture/Brand:TCI Chemical
  • Product Description:9-Anthraceneboronic Acid (contains varying amounts of Anhydride) >98.0%(HPLC)
  • Packaging:1g
  • Price:$ 38
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  • Manufacture/Brand:TCI Chemical
  • Product Description:9-Anthraceneboronic Acid (contains varying amounts of Anhydride) >98.0%(HPLC)
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  • Manufacture/Brand:SynQuest Laboratories
  • Product Description:9-Anthraceneboronic acid
  • Packaging:1 g
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  • Manufacture/Brand:SynChem
  • Product Description:9-Anthraceneboronic acid 95%
  • Packaging:5 g
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  • Manufacture/Brand:SynChem
  • Product Description:9-Anthraceneboronic acid 95%
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  • Manufacture/Brand:Sigma-Aldrich
  • Product Description:9-Anthraceneboronic acid ≥95.0%
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  • Manufacture/Brand:Sigma-Aldrich
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  • Manufacture/Brand:Matrix Scientific
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Relevant articles and documentsAll total 32 Articles be found

Synthesis and electroluminescence properties of new dual-core derivatives

Lee, Hayoon,Lee, Sunmi,Jung, Hyocheol,Kang, Seokwoo,Park, Jongwook

, p. 2166 - 2170 (2018)

New blue emitting materials based on dual core concept, TP-AF-TP and TP-HAF-TP were synthesized through boronylation and Suzuki coupling reactions. In the thin film state, TP-AF-TP and TP-HAF-TP exhibited maximum PL values at 445 and 440 nm, respectively. A non-doped OLED device based on TP-AF-TP and TP-HAF-TP showed current efficiency of 3.16 and 2.67 cd/A, respectively. TP-AF-TP exhibited a higher EL efficiency than that of TP-HAF-TP.

Efficient syntheses of C8-aryl adducts of adenine and guanine formed by reaction of radical cation metabolites of carcinogenic polycyclic aromatic hydrocarbons with DNA

Dai, Qing,Xu, Daiwang,Lim, Keunpoong,Harvey, Ronald G.

, p. 4856 - 4863 (2007)

(Chemical Equation Presented) The synthesis of the C8-aryl adducts of adenine and guanine formed by reaction of the radical cation metabolites of carcinogenic polycyclic aromatic hydrocarbons (PAHs), such as benzo[a]pyrene (BP) and dibenzo[def,p]chrysene (DBC), with DNA is reported. The synthetic approach involves in the key step direct reaction of a PAH aldehyde with a di- or triamine precursor of a purine. The method is operationally simple, affords good yields of adducts, and is broad in its scope. The C 8-aryl adducts of adenine and guanine derived from BP (6-BP-8-Ade and 6-BP-8-Gua) and DBC (10-DBC-8-Ade and 10-DBC-8-Gua) were synthesized in good yields by this method. Analogous C8-aryl adenine and guanine derivatives of other PAHs (anthracene, benz[a]anthracene, and chrysene) were also readily prepared via this approach. This method of synthesis is superior to the only method mat is currently available. It entails direct reaction of short-lived PAH radical cations (generated electrochemically or chemically) with 2′-deoxyribonucleosides or the corresponding purine bases. It provides the adducts in low yields accompanied by complex mixtures of secondary products. An alternative synthesis that involves Pd-catalyzed Suzuki-Miyaura coupling of arylboronic acids with 8-bromopurine nucleosides was also investigated. Although the C8-purine adducts of PAHs, such as naphthalene, phenanthrene, pyrene, and chrysene, could be prepared by this method, analogous adducts of carcinogenic PAHs and other structurally related PAHs, e.g., anthracene, benz[a]anthracene, benzo[a]pyrene, and dibenzo[def,p]chrysene, could not be obtained. This difference was shown to be a consequence of the facility of competing hydrolytic deboronation of the corresponding arylboronic acids.

Aryl Radical Geometry Determines Nanographene Formation on Au(111)

Jacobse, Peter H.,van den Hoogenband, Adri,Moret, Marc-Etienne,Klein Gebbink, Robertus J. M.,Swart, Ingmar

, p. 13052 - 13055 (2016)

The Ullmann coupling has been used extensively as a synthetic tool for the formation of C?C bonds on surfaces. Thus far, most syntheses made use of aryl bromides or aryl iodides. We investigated the applicability of an aryl chloride in the bottom-up assembly of graphene nanoribbons. Specifically, the reactions of 10,10′-dichloro-9,9′-bianthryl (DCBA) on Au(111) were studied. Using atomic resolution non-contact AFM, the structure of various coupling products and intermediates were resolved, allowing us to reveal the important role of the geometry of the intermediate aryl radicals in the formation mechanism. For the aryl chloride, cyclodehydrogenation occurs before dehalogenation and polymerization. Due to their geometry, the planar bisanthene radicals display a different coupling behavior compared to the staggered bianthryl radicals formed when aryl bromides are used. This results in oligo- and polybisanthenes with predominantly fluoranthene-type connections.

Supramolecular structures and spontaneous resolution: The case of ortho-substituted phenylboronic acids

Filthaus, Matthias,Oppel, Iris M.,Bettinger, Holger F.

, p. 1201 - 1207 (2008)

The solid state structures of a number of ortho-substituted arylboronic acids, ortho-bromophenyl, ortho-phenylphenyl, pentamethylphenyl, and 10-bromo-9-anthryl, were determined by X-ray diffraction techniques. All boronic acids investigated form dimers in the solid state, but the interconnection of dimers to ribbons differs from that of the parent phenylboronic acid. Pentamethylphenylboronic acid only uses one hydrogen bond but an additional OH-π interaction for connection of dimers, while all others investigated employ two hydrogen bonds for interconnection of dimers to ribbons. 10-Bromo-9-anthrylboronic acid is found to undergo spontaneous resolution of its enantiomers to a racemic conglomerate upon crystallization. The Royal Society of Chemistry.

New Emitting Materials Based on HTL Moiety with High Hole Mobility for OLEDs

Kang, Hyeonmi,Lee, Hayoon,Shin, Hwangyu,Kang, Seokwoo,Kim, Beomjin,Park, Jongwook

, p. 47 - 54 (2015)

New green emitting compounds based on tris(N-methylindolo)benzene (NMT), anthracene and pyrene were synthesized. NMT-An and NMT-Py were used as an emitting layer in OLED device to examine emitting property. OLED device containing NMT-An emitting layer and conventional hole transporting layer (HTL) of NPB was found to exhibit better characteristics compared to NMT-Py. And that device showed maximum EL emission at 502 nm and 550 nm, CIE coordinates (0.38, 0.48), and a luminance efficiency of 2.06 cd/A. Also when NMT and NMT-An were used as a HTL instead of NPB, the device including NMT-An emitter showed 2.67 cd/A and 2.29 cd/A in luminance efficiency.

Electrode comprising organic semiconductor material, method for manufacturing electrode, and supercapacitor comprising electrode

-

Page/Page column 10; 11, (2019/06/10)

The present invention relates to: an electrode comprising a current collector and a film located on the current collector, wherein the film comprises an organic semiconductor material and one selected from a carbon material, a metal oxide and a conductive polymer; a method for manufacturing the electrode; and a supercapacitor comprising the electrode.

Process route upstream and downstream products

Process route

triethyl borate
150-46-9

triethyl borate

9-Bromoanthracene
1564-64-3

9-Bromoanthracene

anthracene-9-boronic acid
100622-34-2

anthracene-9-boronic acid

Conditions
Conditions Yield
9-Bromoanthracene; With n-butyllithium; In tetrahydrofuran; at -78 ℃; for 0.5h;
triethyl borate; In tetrahydrofuran; at -78 ℃;
90%
9-Bromoanthracene; With n-butyllithium; In tetrahydrofuran; at -78 ℃; for 0.5h;
triethyl borate; In tetrahydrofuran;
With hydrogenchloride; In tetrahydrofuran; water;
89%
9-Bromoanthracene; With n-butyllithium; In tetrahydrofuran; at -78 ℃; for 0.5h;
triethyl borate; In tetrahydrofuran;
89%
9-Bromoanthracene; With n-butyllithium; In tetrahydrofuran; at -78 ℃; for 0.5h;
triethyl borate; In tetrahydrofuran; at -78 ℃; Further stages.;
72.1%
With n-butyllithium; In tetrahydrofuran;
62.4%
With n-butyllithium; In tetrahydrofuran;
9-Bromoanthracene
1564-64-3

9-Bromoanthracene

anthracene-9-boronic acid
100622-34-2

anthracene-9-boronic acid

Conditions
Conditions Yield
9-Bromoanthracene; With n-butyllithium; In tetrahydrofuran; at -78 ℃; for 0.5h;
With triethyl borate; In tetrahydrofuran;
85%
9-Bromoanthracene; With n-butyllithium; In tetrahydrofuran; hexane; toluene; at -40 - -10 ℃; for 0.5h;
With Trimethyl borate; In tetrahydrofuran; hexane; toluene; at -70 - 20 ℃;
With hydrogenchloride; In tetrahydrofuran; hexane; water; toluene;
73%
9-Bromoanthracene; With n-butyllithium; In tetrahydrofuran; at -78 ℃; for 0.5h;
With triethyl borate; In tetrahydrofuran;
With hydrogenchloride; water; In tetrahydrofuran;
72.1%
9-Bromoanthracene; With n-butyllithium; In tetrahydrofuran; hexane; at -78 ℃; for 2h; Inert atmosphere;
With Triisopropyl borate; In tetrahydrofuran; hexane; at -78 - 20 ℃;
66.2%
9-Bromoanthracene; With n-butyllithium; In diethyl ether; hexane; at 20 ℃; for 3h;
With Triisopropyl borate; In diethyl ether; hexane; at 0 - 20 ℃;
With hydrogenchloride; In diethyl ether; hexane; for 4h; Further stages.; cooling;
63%
9-Bromoanthracene; With n-butyllithium; In tetrahydrofuran; hexane; at -78 ℃; for 0.25h;
With Trimethyl borate; In tetrahydrofuran; hexane; at -78 - 25 ℃; for 0.5h;
9-Bromoanthracene; With n-butyllithium; In tetrahydrofuran; for 1h; cooling;
With Trimethyl borate; In tetrahydrofuran; for 2h; cooling;
With hydrogenchloride; In tetrahydrofuran; water;
Multi-step reaction with 2 steps
1.1: n-BuLi / tetrahydrofuran; hexane / -78 - 0 °C
1.2: tetrahydrofuran; hexane / 0.33 h / 0 °C
2.1: HCl; H2O / tetrahydrofuran; hexane
With hydrogenchloride; n-butyllithium; water; In tetrahydrofuran; hexane; 1.1: Metallation / 1.2: Substitution / 2.1: Hydrolysis;
9-Bromoanthracene; With sec.-butyllithium; In diethyl ether; at 0 - 20 ℃; for 1h;
With Triisopropyl borate; at 20 ℃; for 18h;
With hydrogenchloride; methanol; water; sodium hydrogencarbonate; more than 3 stages;
In ethyl acetate;
Multi-step reaction with 2 steps
1.1: n-butyllithium / tetrahydrofuran; hexane / -78 °C
1.2: -78 - 20 °C
2.1: water; hydrogenchloride / tetrahydrofuran; hexane / 20 °C / pH 3 - 5
With hydrogenchloride; n-butyllithium; water; In tetrahydrofuran; hexane;
With n-butyllithium; triethyl borate; In tetrahydrofuran;
Trimethyl borate
121-43-7,63156-11-6

Trimethyl borate

9-Bromoanthracene
1564-64-3

9-Bromoanthracene

anthracene-9-boronic acid
100622-34-2

anthracene-9-boronic acid

Conditions
Conditions Yield
9-Bromoanthracene; With n-butyllithium; In tetrahydrofuran; at -78 ℃; Inert atmosphere;
Trimethyl borate; In tetrahydrofuran; at -78 - 20 ℃; Inert atmosphere;
80%
9-Bromoanthracene; With n-butyllithium; In tetrahydrofuran; at -78 ℃; for 2h; Inert atmosphere;
Trimethyl borate; In tetrahydrofuran; at 20 ℃; for 24h;
80.6%
9-Bromoanthracene; With n-butyllithium; In tetrahydrofuran; hexane; at -78 ℃; for 0.5h; Inert atmosphere;
Trimethyl borate; In tetrahydrofuran; hexane; at 20 ℃; for 3h; Inert atmosphere;
70%
With Li(CH2)3CH3; HCl; In tetrahydrofuran; (under Ar, Schlenk); soln. of ligand in THF cooled to -90°C, Li(CH2)3CH3 added, stirred for 45 min at -65°C, treated with B(OCH3)3, warmed to room temp., stirred overnight, H2O added, acidified by HCl pH 3-5; extd. with Et2O, organic layer washed with brine, H2O, dried over MgSO4,solvent removed, residue refluxed in H2O for 2 h, filtered, filtrate co oled to 0°C for 10 min, ppt. filtered, washed with pentane, H2O, recrystd. from H2O; elem. anal.;
64%
9-Bromoanthracene; n-butyllithium; In tetrahydrofuran; hexane; at -78 ℃; Inert atmosphere;
Trimethyl borate; In tetrahydrofuran; hexane; at 20 ℃; for 24h;
9-Bromoanthracene; With n-butyllithium; In tetrahydrofuran; hexane; at -78 ℃; Inert atmosphere;
Trimethyl borate; In tetrahydrofuran; hexane; at 20 ℃;
With hydrogenchloride; water; In tetrahydrofuran; hexane;
With hydrogenchloride; n-butyllithium;
triethyl borate
150-46-9

triethyl borate

9-Bromoanthracene
1564-64-3

9-Bromoanthracene

water
7732-18-5

water

anthracene-9-boronic acid
100622-34-2

anthracene-9-boronic acid

Conditions
Conditions Yield
9-Bromoanthracene; With n-butyllithium; In tetrahydrofuran; at -78 ℃; Inert atmosphere;
triethyl borate; In tetrahydrofuran; at -78 ℃; Inert atmosphere;
water; With hydrogenchloride; In tetrahydrofuran; at 20 ℃; Inert atmosphere;
87%
triethyl borate; 9-Bromoanthracene; With n-butyllithium; In tetrahydrofuran; at -78 ℃; for 0.5h;
water; With hydrogenchloride; In tetrahydrofuran;
Triisopropyl borate
5419-55-6

Triisopropyl borate

9-Bromoanthracene
1564-64-3

9-Bromoanthracene

anthracene-9-boronic acid
100622-34-2

anthracene-9-boronic acid

Conditions
Conditions Yield
Triisopropyl borate; 9-Bromoanthracene; With n-butyllithium; In tetrahydrofuran; hexanes; at -78 ℃; for 1h;
With hydrogenchloride; water; In tetrahydrofuran; hexanes; at -20 - 18 ℃; for 1h;
68%
9-anthracenylboronic acid dimethyl ester
1028205-77-7

9-anthracenylboronic acid dimethyl ester

anthracene-9-boronic acid
100622-34-2

anthracene-9-boronic acid

Conditions
Conditions Yield
With hydrogenchloride; water; In tetrahydrofuran; hexane;
With hydrogenchloride; water; In tetrahydrofuran; hexane; at 100 ℃; for 2h;
1.94 g
With hydrogenchloride; water; In tetrahydrofuran; hexane; at 20 ℃; pH=3 - 5;
2.34 g
C<sub>20</sub>H<sub>23</sub>BO<sub>2</sub>

C20H23BO2

anthracene-9-boronic acid
100622-34-2

anthracene-9-boronic acid

Conditions
Conditions Yield
With hydrogenchloride; In tetrahydrofuran; hexane; water; at 20 ℃; for 3h;
2.4 g
hydrogenchloride
7647-01-0,15364-23-5

hydrogenchloride

Trimethyl borate
121-43-7,63156-11-6

Trimethyl borate

9-Bromoanthracene
1564-64-3

9-Bromoanthracene

anthracene-9-boronic acid
100622-34-2

anthracene-9-boronic acid

Conditions
Conditions Yield
9-Bromoanthracene; With n-butyllithium; In tetrahydrofuran; at -60 - -50 ℃; for 1.5h; Inert atmosphere;
Trimethyl borate; In tetrahydrofuran; at -60 - 20 ℃; for 2h; Inert atmosphere;
hydrogenchloride; In tetrahydrofuran; water; Inert atmosphere;
70%
water
7732-18-5

water

9-anthracenylboronic acid dimethyl ester
1028205-77-7

9-anthracenylboronic acid dimethyl ester

anthracene-9-boronic acid
100622-34-2

anthracene-9-boronic acid

Conditions
Conditions Yield
With HCl; In water; (under Ar, Schlenk); B-compound hydrolysed, recrystd. from HCl at 100°C for 2 h;
di-[9]anthryl-hydroxy-borane
124108-68-5

di-[9]anthryl-hydroxy-borane

anthracene-9-boronic acid
100622-34-2

anthracene-9-boronic acid

Conditions
Conditions Yield
With hydrogenchloride;
With sodium hydroxide;

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