9,10-Dibromoanthracene

Product Name: 9,10-Dibromoanthracene
CAS No.: 523-27-3
Chemical Name: 9,10-Dibromoanthracene
Synonyms: 9,10-Dibromoanthracene99%;NSC 6263;9,10-anthracene;ms-Dibromoanthracene;9, 10-Dibromoanthrac;9,I O-Dibromanthracen;9,1-Dibromoanthracene;9,1O-dibromoanthracene;9,10-DIRBOMOANTHRACENE;9,10-DIBROMOANTHRACENE
CBNumber: CB6318033
Molecular Formula: C14H8Br2
Formula Weight: 336.02
MOL File: 523-27-3.mol

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9,10-Dibromoanthracene Property

Melting point:: 223-224 °C (lit.)
Boiling point:: 342.21°C (rough estimate)
Density: 1.7167 (estimate)
refractive index: 1.6300 (estimate)
storage temp.: Sealed in dry,Room Temperature
solubility: Chloroform
form: Fluffy Powder
color: Yellow to yellow-green
Water Solubility: Soluble in water.
Merck: 14,3018
BRN: 1912109
InChIKey: BRUOAURMAFDGLP-UHFFFAOYSA-N
CAS DataBase Reference: 523-27-3(CAS DataBase Reference)
NIST Chemistry Reference: Anthracene, 9,10-dibromo-(523-27-3)
EPA Substance Registry System: Anthracene, 9,10-dibromo- (523-27-3)

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Safety

Hazard Codes: Xi,N
Risk Statements: 36/37/38-50/53
Safety Statements: 37/39-26-61-60-36
RIDADR: UN 3077
WGK Germany: 3
TSCA: Yes
HS Code: 29039990

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Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Warning

Hazard statements

H410Very toxic to aquatic life with long lasting effects

Precautionary statements

P273Avoid release to the environment.

P501Dispose of contents/container to..…

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N-Bromosuccinimide Price

Sigma-Aldrich

Product number: D38855
Product name: 9,10-Dibromoanthracene
Purity: 98%
Packaging: 10g
Price: $84.6
Updated: 2024/03/01

Sigma-Aldrich

Product number: D38855
Product name: 9,10-Dibromoanthracene
Purity: 98%
Packaging: 50g
Price: $149.4
Updated: 2024/03/01

TCI Chemical

Product number: D0166
Product name: 9,10-Dibromoanthracene
Purity: >98.0%(GC)
Packaging: 25g
Price: $107
Updated: 2024/03/01

TCI Chemical

Product number: D0166
Product name: 9,10-Dibromoanthracene
Purity: >98.0%(GC)
Packaging: 100g
Price: $236
Updated: 2024/03/01

Alfa Aesar

Product number: L12680
Product name: 9,10-Dibromoanthracene, 98%
Packaging: 5g
Price: $32.65
Updated: 2024/03/01

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9,10-Dibromoanthracene Chemical Properties,Usage,Production

Description

9,10-Dibromoanthracene is an organic chemical compound containing anthracene with two bromine atoms substituted on its central ring. As a symmetrically brominated anthracene derivative, it is bearing functional groups to extend its conjugation further mainly via C-C bond forming i.e. Stille and Suzuki coupling reactions. It is notable in that it was the first single molecule to have a chemical reaction observed by an atomic force microscope and scanning tunneling microscopy. It is a low-molecular-weight organic semiconductor. It can used as an initiator in visible-spectrum solar-light-mediated benzylic C–H oxygenation through solar light or the blue LED activate[1-2].

Chemical Properties

Yellow to yellow-green fluffy powder. Melting point 226°C. It can be sublimated and oxidized to generate anthraquinone. It is soluble in hot benzene and hot toluene, but only slightly soluble in alcohol, ether, and cold benzene. It is insoluble in water.

Uses

9,10-Dibromoanthracene is a dibrominated polycyclic aromatic hydrocarbon (PAH). 9,10-Dibromoanthracene is often used as an energy acceptor and activator in reactions that produce chemiluminescence.

Preparation

9,10-Dibromoanthracene is synthesized by the bromination of anthracene. The bromination reaction is carried out at room temperature using carbon tetrachloride as a solvent. Using 80-85% anthracene as raw material, adding bromine to react for half an hour, the yield is 83-88%.

Origin

9,10-Dibromoanthracene was first synthesized in 1923 by Ian (formerly Isidor) M. Heilbron and John S. Heaton, chemists working at the University of Liverpool.

Purification Methods

Recrystallise it from toluene, xylene or CCl4 (yellow needles), and sublime it in a vacuum [Johnston et al. J Am Chem Soc 109 1291 1987]. [Heilbron & Heaton Org Synth Coll Vol I 207 1941, Beilstein 5 H 665.]

References

[1] Santra S, et al. Visible-Spectrum Solar-Light-Mediated Benzylic C–H Oxygenation Using 9,10-Dibromoanthracene As an Initiator. The Journal of Organic Chemistry, 2020; 86: 1164–1171.
[2] Watanabe M. Formation of aligned needle-like crystals of 9,10-dibromoanthracene in small droplets. Journal of Applied Polymer Science, 2023; 140: e54515.

9,10-Dibromoanthracene Preparation Products And Raw materials

Raw materials

Carbon tetrachloride Anthracene

Preparation Products

9,10-ANTHRACENEDICARBOXALDEHYDE

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9,10-Dibromoanthracene Suppliers

Americas 1 Belgium 1 Canada 1 China 350 Europe 3 Germany 5 India 24 Japan 5 Slovakia 1 South Korea 2 Switzerland 2 Ukraine 1 United Kingdom 16 United States 38 Global 450

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View Lastest Price from 9,10-Dibromoanthracene manufacturers

WUHAN FORTUNA CHEMICAL CO., LTD

Product: 9,10-Dibromoanthracene 523-27-3
Price: US $0.00/KG
Min. Order: 1KG
Purity: 98%min
Supply Ability: 30tons/month
Release date: 2023-04-07

Speranza Chemical Co., Ltd.

Product: 9,10-Dibromoanthracene 523-27-3
Price: US $450.00/KG
Min. Order: 1KG
Purity: 98%+
Supply Ability: 300MT/year
Release date: 2019-11-15

Henan Fengda Chemical Co., Ltd

Product: 9,10-Dibromoanthracene 523-27-3
Price: US $100.00-1.00/KG
Min. Order: 1KG
Purity: 99%
Supply Ability: g-kg-tons, free sample is available
Release date: 2023-12-23

523-27-3, 9,10-DibromoanthraceneRelated Search:

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9,10-Dibromoanthracene in toluene

523-27-3

C14H8Br2

C6H4CBr2C6H4

C13 to C37+

Aryl

Building Blocks

Anthracenes

Organic Building Blocks

Halogenated Hydrocarbons

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Electronic Chemicals

Anthracenes

Anthracene series

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C13 to C37+

Halogenated Hydrocarbons

OLED materrials

C13 to C37+

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Halogenated Hydrocarbons

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OLED