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9,10-Dibromoanthracene

9,10-Dibromoanthracene Structure
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;10-Dibromoanthracene;9,I O-Dibromanthracen;9,1-Dibromoanthracene;9,1O-dibromoanthracene;9,10-DIRBOMOANTHRACENE
CBNumber:
CB6318033
Molecular Formula:
C14H8Br2
Molecular Weight:
336.02
MDL Number:
MFCD00001244
MOL File:
523-27-3.mol
MSDS File:
SDS
TDS File:
TDS
Last updated:2026-06-04 16:00:12
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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
InChI 1S/C14H8Br2/c15-13-9-5-1-2-6-10(9)14(16)12-8-4-3-7-11(12)13/h1-8H
InChIKey BRUOAURMAFDGLP-UHFFFAOYSA-N
SMILES Brc1c2ccccc2c(Br)c3ccccc13
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)
UNSPSC Code 12352100
NACRES NA.22

SAFETY

Risk and Safety Statements

Symbol(GHS)  Environment (GHS09)
GHS09
Signal word  Warning
Hazard statements  H410
Precautionary statements  P273-P501
PPE Eyeshields, Gloves
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  TSCA listed
HazardClass  9
HS Code  29039990
Storage Class 11 - Combustible Solids
Hazard Classifications Aquatic Acute 1
Aquatic Chronic 1
Limited Quantities 5.0 kg (11 lbs) (solid)
Excepted Quantities Max Inner Pack (30g or 30ml) and Max Outer Pack (1Kg or 1L)
NFPA 704
1
2 0

9,10-Dibromoanthracene price More Price(59)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich D38855 9,10-Dibromoanthracene 98% 523-27-3 10g $92.9 2026-04-30 Buy
Sigma-Aldrich D38855 9,10-Dibromoanthracene 98% 523-27-3 50g $274 2026-04-30 Buy
TCI Chemical D0166 9,10-Dibromoanthracene >98.0%(GC) 523-27-3 25g $96 2026-04-30 Buy
TCI Chemical D0166 9,10-Dibromoanthracene >98.0%(GC) 523-27-3 100g $212 2026-04-30 Buy
Usbiological 270867 9,10-Dibromoanthracene Asreported 523-27-3 500g $814 2026-06-03 Buy
Product number Packaging Price Buy
D38855 10g $92.9 Buy
D38855 50g $274 Buy
D0166 25g $96 Buy
D0166 100g $212 Buy
270867 500g $814 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.

Synthesis

Anthracene

120-12-7

9,10-Dibromoanthracene

523-27-3

A solution of bromine (Br2, 2.90 mL, 56.60 mmol) in trichloromethane (CHCl3, 50 mL) was slowly added dropwise to a solution of anthracene (5.0 g, 28.05 mmol) in trichloromethane (CHCl3, 100 mL) at room temperature. The reaction mixture was stirred continuously for 4 h at room temperature. After completion of the reaction, the solvent was removed by rotary evaporator to give the crude product. The crude product was purified by recrystallization with dichloromethane (CH2Cl2) to give final yellow needle-like crystals of 9,10-dibromoanthracene in 98% yield. The structure of the product was confirmed by the following characterization data: 1H NMR (500 MHz, TMS, CDCl3): δ (ppm) = 8.59-8.56 (m, 4H), 7.64-7.61 (m, 4H); IR (KBr, cm-1): 2920, 2850, 1650, 1560, 1460, 1380, 1260, 926. 746, 579; Elemental analysis (C14H8Br2) calculated: C, 54.04; H, 2.40; measured: C, 53.84; H, 2.36; Mass spectrometry (MS) m/z: Calculated: 336.0; measured: 336.1.

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 synthesis

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

9,10-Dibromoanthracene Preparation Products And Raw materials

Raw materials

Carbon tetrachloride Anthracene Chloroform

Preparation Products

9,10-ANTHRACENEDICARBOXALDEHYDE 9-Bromoanthracene 10-(2-Naphthyl)anthracene-9-boronic acid 9-Bromo-10-(2-naphthyl)anthracene Diphenylethyne- 3, 3', 5, 5'-tetracarboxylic acid (PCN-14)
TIPS-anthracene

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9,10-Dibromoanthracene Suppliers

Global( 458)Suppliers
Supplier Tel Email Country ProdList Advantage
Zhengzhou Shengyi New Material Technology Co., LTD 0371-63891666 18037898020 sales@sinoemat.com China 38 58
Zhengzhou HQ Material Co., Ltd. 0371-0371-67759225 13526468238 sales@hqmat.com China 342 55
Guangshu Material (Wuhan) Co., Ltd. 15071066002 solomlibo@163.com China 148 55
Shaanxi Weishennuo New Material Co., Ltd. 029-89107144 18792503214 beryl@weishinuo.com China 542 58
Xuchang Sinoe Material Co., Ltd. 13124679989 jzj8304@163.com China 85 58
Xi’an ODER photoelectric materials Co., Ltd 029-84529434 13096697866 market@xaoder.com China 285 58
Shanghai Boyle Chemical Co., Ltd. 021-50182298 021-50180596 sales@boylechem.com China 2202 55
J & K SCIENTIFIC LTD. 18210857532 18210857532 jkinfo@jkchemical.com China 96815 76
Meryer (Shanghai) Chemical Technology Co., Ltd. 4006356688 18621169109 market03@meryer.com China 40202 62
future industrial shanghai co., ltd 400-0066400 13621662912 sales@jonln.com China 1989 65
Supplier Advantage
Zhengzhou Shengyi New Material Technology Co., LTD 58
Zhengzhou HQ Material Co., Ltd. 55
Guangshu Material (Wuhan) Co., Ltd. 55
Shaanxi Weishennuo New Material Co., Ltd. 58
Xuchang Sinoe Material Co., Ltd. 58
Xi’an ODER photoelectric materials Co., Ltd 58
Shanghai Boyle Chemical Co., Ltd. 55
J & K SCIENTIFIC LTD. 76
Meryer (Shanghai) Chemical Technology Co., Ltd. 62
future industrial shanghai co., ltd 65

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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 2026-09-11 9,10-Dibromoanthracene
523-27-3
 $450.00 1KG 98%+ 300MT/year Speranza Chemical Co., Ltd.
9,10-Dibromoanthracene pictures 2026-09-11 9,10-Dibromoanthracene
523-27-3
 1KG 98%min 30tons/month WUHAN FORTUNA CHEMICAL CO., LTD
9,10-Dibromoanthracene pictures 2026-09-07 9,10-Dibromoanthracene
523-27-3
 1kg 99.5%min 2000kgs HANGZHOU HAILAN CHEMICAL CO.,LTD.

9,10-Dibromoanthracene Spectrum

9,10-Dibromoanthracene(523-27-3)MS9,10-Dibromoanthracene(523-27-3)1HNMR9,10-Dibromoanthracene(523-27-3)13CNMR9,10-Dibromoanthracene(523-27-3)IR19,10-Dibromoanthracene(523-27-3)IR29,10-Dibromoanthracene(523-27-3)IR39,10-Dibromoanthracene(523-27-3)Raman

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1,2-Dibromopropane ANTHRACENE, 9-BROMO-10-(1-NAPHTHALENYL)- 9-Bromoanthracene 2-Bromo-9,9-dimethylfluorene 9,10-Dihydroanthracene
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9,10-Dibromoanthracene99% 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-Dibromoanthracene, ≥ 98.0% 9,10-Dibromoanthracene in toluene 10-Dibromoanthracene 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