ChemicalBook >> CAS DataBase List >>9,10-Dibromoanthracene

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
Molecular Weight:
336.02
MDL Number:
MFCD00001244
MOL File:
523-27-3.mol
MSDS File:
SDS
Last updated:2023-12-24 21:24:35

9,10-Dibromoanthracene Properties

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)
FDA UNII 61CP7C5Y82
NIST Chemistry Reference Anthracene, 9,10-dibromo-(523-27-3)
EPA Substance Registry System Anthracene, 9,10-dibromo- (523-27-3)

SAFETY

Risk and Safety Statements

Symbol(GHS)  GHS hazard pictograms
GHS09
Signal word  Warning
Hazard statements  H410
Precautionary statements  P273-P501
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
NFPA 704
1
2 0

9,10-Dibromoanthracene price More Price(36)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich D38855 9,10-Dibromoanthracene 98% 523-27-3 10g $84.6 2024-03-01 Buy
Sigma-Aldrich D38855 9,10-Dibromoanthracene 98% 523-27-3 50g $149.4 2024-03-01 Buy
TCI Chemical D0166 9,10-Dibromoanthracene >98.0%(GC) 523-27-3 25g $107 2024-03-01 Buy
TCI Chemical D0166 9,10-Dibromoanthracene >98.0%(GC) 523-27-3 100g $236 2024-03-01 Buy
Alfa Aesar L12680 9,10-Dibromoanthracene, 98% 523-27-3 5g $32.65 2024-03-01 Buy
Product number Packaging Price Buy
D38855 10g $84.6 Buy
D38855 50g $149.4 Buy
D0166 25g $107 Buy
D0166 100g $236 Buy
L12680 5g $32.65 Buy

9,10-Dibromoanthracene Chemical Properties,Uses,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%.
523-27-3.png

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.

77-48-5
120-12-7
1564-64-3
523-27-3
Synthesis of 9,10-Dibromoanthracene from 1,3-Dibromo-5,5-dimethylhydantoin and Anthracene
Global( 447)Suppliers
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ATK CHEMICAL COMPANY LIMITED
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View Lastest Price from 9,10-Dibromoanthracene manufacturers

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
9,10-Dibromoanthracene pictures 2024-03-19 9,10-Dibromoanthracene
523-27-3
US $450.00 / KG 1KG 98%+ 300MT/year Speranza Chemical Co., Ltd.
9,10-Dibromoanthracene pictures 2023-12-24 9,10-Dibromoanthracene
523-27-3
US $100.00-1.00 / KG 1KG 99% g-kg-tons, free sample is available Henan Fengda Chemical Co., Ltd
9,10-Dibromoanthracene pictures 2023-11-08 9,10-Dibromoanthracene
523-27-3
US $0.00-0.00 / kg 1kg 99.9% 30000 KG Hebei Xinsheng New Material Technology Co., LTD.
9,I O-Dibromanthracen 9,10-DIBROMO ANTHRACENEN 9,10-Dibromoanthracene,96% Anthracene,9,10-dibromo- ms-Dibromoanthracene 9,10-DIBROMOANTHRACENE 9,10-DIRBOMOANTHRACENE 9,1O-dibromoanthracene NSC 6263 9,10-DibroMoanthracene, 96% 10GR 9,10-DibroMoanthracene, 96% 50GR 9, 10-Dibromoanthrac 9,10-Dibromoanthracene ,95% 9,10-DibroMo-anthracene (9,10-DBA) 9,10-anthracene 9,10-DibroMoanthracene, 98%+ 9,1-Dibromoanthracene 9,10-dibromoananthracene 9,10-dibromo-anthracen 9,10-Dibromoanthracene > 9,10-Dibromoanthracene ISO 9001:2015 REACH 9,10-Dibromoanthracene99% 523-27-3 C14H8Br2 C6H4CBr2C6H4 C13 to C37+ Aryl Building Blocks Anthracenes Organic Building Blocks Halogenated Hydrocarbons Miscellaneous Aromatic Compounds Electronic Chemicals Anthracenes Anthracene series Aryl C13 to C37+ Halogenated Hydrocarbons OLED materrials C13 to C37+ Building Blocks Chemical Synthesis Halogenated Hydrocarbons Organic Building Blocks OLED