ChemicalBook > CAS DataBase List > 9,10-Dibromoanthracene
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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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
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View Lastest Price from 9,10-Dibromoanthracene manufacturers
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
Hebei Zhuanglai Chemical Trading Co Ltd
- Product
- 9,10-Dibromoanthracene 523-27-3
- Price
- US $10.00/kg
- Min. Order
- 1kg
- Purity
- 99%
- Supply Ability
- 20 ton
- Release date
- 2024-11-29
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
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