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9,10-Dibromoanthracene

9,10-Dibromoanthracene Structure
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
MOL File:
523-27-3.mol
MSDS File:
SDS
Modify Date:
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)
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) 
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(10)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich(India) D38855 9,10-Dibromoanthracene 98% 523-27-3 10G ₹2420 2022-06-14 Buy
Sigma-Aldrich(India) D38855 9,10-Dibromoanthracene 98% 523-27-3 50G ₹7510 2022-06-14 Buy
ALFA India ALF-L12680-22 9,10-Dibromoanthracene, 98% 523-27-3 100g ₹20955 2022-05-26 Buy
TCI Chemicals (India) D0166 9,10-Dibromoanthracene min. 98.0 % 523-27-3 25G ₹5400 2022-05-26 Buy
TCI Chemicals (India) D0166 9,10-Dibromoanthracene min. 98.0 % 523-27-3 100G ₹14500 2022-05-26 Buy
Product number Packaging Price Buy
D38855 10G ₹2420 Buy
D38855 50G ₹7510 Buy
ALF-L12680-22 100g ₹20955 Buy
D0166 25G ₹5400 Buy
D0166 100G ₹14500 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.

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.

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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% 9,10-Dibromoanthracene, ≥ 98.0% 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