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4269-17-4

4269-17-4

Identification

  • Product Name:4-bromofluoren-9-one

  • CAS Number: 4269-17-4

  • EINECS:

  • Molecular Weight:259.102

  • Molecular Formula: C13H7BrO

  • HS Code:2914700090

  • Mol File:4269-17-4.mol

Synonyms:4-bromo-fluoren-9-one;4-Brom-fluoren-9-on;4-bromo-9h-fluoren-9-one;4-bromofluorenone;4-Bromfluorenon;

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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:TRC
  • Product Description:4-Bromo-9H-fluoren-9-one
  • Packaging:10mg
  • Price:$ 45
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  • Manufacture/Brand:TCI Chemical
  • Product Description:4-Bromo-9H-fluoren-9-one >98.0%(GC)
  • Packaging:1g
  • Price:$ 164
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  • Manufacture/Brand:Crysdot
  • Product Description:4-Bromo-9H-fluoren-9-one 95+%
  • Packaging:5g
  • Price:$ 475
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  • Manufacture/Brand:Chemenu
  • Product Description:4-Bromo-9H-fluoren-9-one 95%
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  • Price:$ 163
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  • Manufacture/Brand:Chemenu
  • Product Description:4-Bromo-9H-fluoren-9-one 95%
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  • Price:$ 449
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  • Manufacture/Brand:Arctom
  • Product Description:4-Bromo-9H-fluoren-9-one ≥98%
  • Packaging:5g
  • Price:$ 134
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  • Manufacture/Brand:Arctom
  • Product Description:4-Bromo-9H-fluoren-9-one ≥98%
  • Packaging:25g
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  • Manufacture/Brand:Arctom
  • Product Description:4-Bromo-9H-fluoren-9-one ≥98%
  • Packaging:100mg
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  • Manufacture/Brand:Arctom
  • Product Description:4-Bromo-9H-fluoren-9-one ≥98%
  • Packaging:250mg
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  • Manufacture/Brand:Arctom
  • Product Description:4-Bromo-9H-fluoren-9-one ≥98%
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Relevant articles and documentsAll total 12 Articles be found

Synthesis of Cyclopenta-HBCs and their Regioselective Chlorination During Oxidative Cyclodehydrogenation

Hall, Thomas B. J.,Hoggard, Bryce R.,Larsen, Christopher B.,Lucas, Nigel T.

, p. 1106 - 1110 (2019)

Hexa-peri-hexabenzocoronenes with a bay-fused five-membered ring are synthesized from fluorenyl precursors. The key oxidative cyclodehydrogenation step is accompanied by regioselective chlorination that is enhanced by methylation at the cyclopenta-ring or increased reaction concentration. The CpHBC products undergo mild electrophilic aromatic bromination, without catalyst, to afford adducts suitable for π-extension by cross-coupling.

Hole transport material and organic electroluminescent device containing same

-

Paragraph 0057; 0060-0061; 0094; 0097-0098; 0197; 0200-0201, (2021/02/24)

The invention discloses a hole transport material and an organic electroluminescent device containing the same, and relates to the field of organic electroluminescent materials, wherein the structuralformula is shown in the specification. According to the invention, compared with a control example, the organic electroluminescent device prepared from the hole transport material has the advantagesthat the voltage is greatly reduced, and the light-emitting efficiency is remarkably improved, so that the compound provided by the invention can greatly reduce the driving voltage of the device, greatly reduces the consumption of electric energy, and remarkably improves the luminous efficiency; and by reducing the driving voltage, the service life of the organic electroluminescent device is remarkably prolonged.

Intermediate 5 - bromine yinyin alkone preparation method (by machine translation)

-

Paragraph 0008; 0010-0029, (2019/04/17)

The invention discloses an intermediate 5 - bromine yinyin alkone synthetic method, bromobenzene, dichloromethane, 3 - [...], concentrated hydrochloric acid, NaOH, 1 - tert-butyl 3 - methyl imidazole pressure concentrated water, double-(trifluoromethyl sulfonyl) imide as a main raw material, the process of the invention using the composite catalyst to avoid the corrosion of the equipment, the reaction conditions are easy to control, the yield is high, the product is easy to purification, and the reaction of the raw material 3 - chloropropionyl cheap and bromobenzene. To sum up, the preparation process have very good economic benefits can be the large-scale production. (by machine translation)

Aromatic amine compound containing 9,9'-spirobifluorene and dibenzothiophene and organic electroluminescent device thereof

-

Paragraph 0059; 0063; 0064, (2018/11/03)

The invention provides an aromatic amine compound containing 9,9'-spirobifluorene and dibenzothiophene and an organic electroluminescent device thereof, and relates to the technical field of organic photoelectric materials. The compound has a simple preparation method, easily available raw materials, good hole transport capability and stability, can realize charge balance in a light-emitting layer, has a suitable highest occupied molecular orbital energy level, a high T1 value and a high refractive index, can remarkably improve the light emitting efficiency, the heat resistance and the servicelife of the device when applied to an OLED device, and can also effectively reduce the driving voltage of the device, thereby being an OLED material with excellent performance.

A containing 9, 9' - fluorene and dibenzofuran aromatic amine compound and its organic electroluminescent device (by machine translation)

-

Paragraph 0060; 0064; 0065, (2018/11/04)

The present invention provides a containing 9, 9' - fluorene and dibenzofuran aromatic amine compound and its organic electroluminescent light emitting device, relates to organic photoelectric material technical field. The compound preparation method is simple, easily available raw materials, has suitable the highest occupied molecular orbital energy level, high T1 value and high refractive index, and have very good hole transporting capability, thermal stability and film-forming properties, is applied to the OLED devices, can significantly improve the luminous efficiency of the device, heat resistance and service life, also can effectively reduce the driving voltage of the device. (by machine translation)

Process route upstream and downstream products

Process route

bromobenzene
108-86-1,52753-63-6

bromobenzene

3-Bromopropionyl chloride
15486-96-1

3-Bromopropionyl chloride

4-bromo-9H-fluorene-9-one
4269-17-4

4-bromo-9H-fluorene-9-one

Conditions
Conditions Yield
bromobenzene; In dichloromethane; at 5 ℃; for 0.5h;
3-Bromopropionyl chloride; In dichloromethane; at 5 - 20 ℃; for 16h;
With trifluorormethanesulfonic acid; In dichloromethane; at 90 ℃; for 4h; Temperature; Reagent/catalyst;
88.5%
1-Bromo-2-iodobenzene
583-55-1

1-Bromo-2-iodobenzene

(S)-2-(3-bromo-2-iodophenyl)-4-isopropyl-4,5-dihydrooxazole

(S)-2-(3-bromo-2-iodophenyl)-4-isopropyl-4,5-dihydrooxazole

4-bromo-9H-fluorene-9-one
4269-17-4

4-bromo-9H-fluorene-9-one

(4S)-2-(6-bromo-2'-iodo-(1,1'-biphenyl)-2-yl)-4-isopropyl-4,5-dihydrooxazole

(4S)-2-(6-bromo-2'-iodo-(1,1'-biphenyl)-2-yl)-4-isopropyl-4,5-dihydrooxazole

Conditions
Conditions Yield
(S)-2-(3-bromo-2-iodophenyl)-4-isopropyl-4,5-dihydrooxazole; With n-butyllithium; In tetrahydrofuran; hexane; at -78 ℃; for 0.25h; Inert atmosphere;
1-Bromo-2-iodobenzene; In tetrahydrofuran; hexane; at -78 ℃; Inert atmosphere;
With n-butyllithium; In tetrahydrofuran; hexane; at -78 - 25 ℃; for 12h; diastereoselective reaction; Inert atmosphere;
46%
20%
(S)-2-(3-bromo-2-iodophenyl)-4-isopropyl-4,5-dihydrooxazole; With n-butyllithium; In tetrahydrofuran; hexane; at -78 ℃;
1-Bromo-2-iodobenzene; In tetrahydrofuran; hexane; at -78 ℃; for 12h; Overall yield = 46 %; Overall yield = 234 mg; diastereoselective reaction;
32 % de
9-fluorenone
486-25-9,952573-42-1

9-fluorenone

4-bromo-9H-fluorene-9-one
4269-17-4

4-bromo-9H-fluorene-9-one

Conditions
Conditions Yield
With N-Bromosuccinimide; sulfuric acid; In dichloromethane; at 20 ℃; for 12h;
47.9%
2'-bromo-[1,1'-biphenyl]-2-carbonitrile
54245-41-9

2'-bromo-[1,1'-biphenyl]-2-carbonitrile

4-bromo-9H-fluorene-9-one
4269-17-4

4-bromo-9H-fluorene-9-one

Conditions
Conditions Yield
With sulfuric acid; acetic acid; for 12h; Reflux;
80%
With dichloro bis(acetonitrile) palladium(II); water; silver trifluoroacetate; In N,N-dimethyl acetamide; trifluoroacetic acid; at 140 ℃; for 72h; Glovebox; Inert atmosphere;
57%
With sulfuric acid;
2'-bromo-[1,1'-biphenyl]-2-carboxylic acid
69200-16-4

2'-bromo-[1,1'-biphenyl]-2-carboxylic acid

4-bromo-9H-fluorene-9-one
4269-17-4

4-bromo-9H-fluorene-9-one

Conditions
Conditions Yield
With sulfuric acid; In water; at 50 ℃; for 2h;
With sulfuric acid; at 0 - 50 ℃; for 2h;
36 g
6-bromo-biphenyl-2-carboxylic acid

6-bromo-biphenyl-2-carboxylic acid

4-bromo-9H-fluorene-9-one
4269-17-4

4-bromo-9H-fluorene-9-one

Conditions
Conditions Yield
With methanesulfonic acid; at 30 ℃; for 24h;
With methanesulfonic acid; at 30 ℃; for 24h;
2,2'-dibromobiphenyl
13029-09-9

2,2'-dibromobiphenyl

4-bromo-9H-fluorene-9-one
4269-17-4

4-bromo-9H-fluorene-9-one

Conditions
Conditions Yield
Multi-step reaction with 2 steps
1: Py / dimethylformamide
2: aq. H2SO4
With pyridine; sulfuric acid; In N,N-dimethyl-formamide;
Multi-step reaction with 2 steps
1.1: n-butyllithium / tetrahydrofuran; hexane / 0.67 h / -78 °C / Inert atmosphere
1.2: Inert atmosphere
2.1: sulfuric acid / water / 2 h / 50 °C
With n-butyllithium; sulfuric acid; In tetrahydrofuran; hexane; water;
Multi-step reaction with 2 steps
1.1: n-butyllithium / tetrahydrofuran; hexane / 1 h / -78 °C
1.2: 18 h / -78 - 20 °C
2.1: sulfuric acid / 2 h / 0 - 50 °C
With n-butyllithium; sulfuric acid; In tetrahydrofuran; hexane;
furfural
98-01-1

furfural

2-bromo-2’-iodo-1,1’-biphenyl
39655-12-4

2-bromo-2’-iodo-1,1’-biphenyl

9-fluorenone
486-25-9,952573-42-1

9-fluorenone

4-bromo-9H-fluorene-9-one
4269-17-4

4-bromo-9H-fluorene-9-one

Conditions
Conditions Yield
With chloro(1,5-cyclooctadiene)rhodium(I) dimer; 1,3-bis-(diphenylphosphino)propane; sodium carbonate; In 5,5-dimethyl-1,3-cyclohexadiene; at 150 ℃; for 48h; Inert atmosphere;
31%
18%
ethyl 2’-bromo-[1,1’-biphenyl]-2-carboxylate
690260-87-8

ethyl 2’-bromo-[1,1’-biphenyl]-2-carboxylate

4-bromo-9H-fluorene-9-one
4269-17-4

4-bromo-9H-fluorene-9-one

Conditions
Conditions Yield
With methanesulfonic acid; at 100 ℃; for 14h;
61%
2-Cyanophenylboronic acid
138642-62-3

2-Cyanophenylboronic acid

4-bromo-9H-fluorene-9-one
4269-17-4

4-bromo-9H-fluorene-9-one

Conditions
Conditions Yield
Multi-step reaction with 3 steps
1: toluene / 2 h / 110 °C
2: Pd(PPh3)2Cl2; tripotassium phosphate "n" hydrate / toluene / 12 h / 100 °C / Schlenk technique; Inert atmosphere
3: water; silver trifluoroacetate; dichloro bis(acetonitrile) palladium(II) / trifluoroacetic acid; N,N-dimethyl acetamide / 72 h / 140 °C / Glovebox; Inert atmosphere
With dichloro bis(acetonitrile) palladium(II); tripotassium phosphate "n" hydrate; Pd(PPh3)2Cl2; water; silver trifluoroacetate; In N,N-dimethyl acetamide; toluene; trifluoroacetic acid; 3: |Heck Reaction;

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