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523-27-3

  • Product Name:9,10-Dibromoanthracene
  • Molecular Formula:C14H8Br2
  • Appearance:yellow to yellow-green fluffy powder
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Product Details

Appearance:yellow to yellow-green fluffy powder

Purity:99%

Top Purity 9,10-Dibromoanthracene 523-27-3 Supplier

523-27-3 Name

Name

9,10-Dibromoanthracene

Synonym

 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

 

523-27-3 Chemical & Physical Properties

Melting point 

220-225 °C

Boiling point

427.1±18.0 °C at 760 mmHg

Density

1.8±0.1 g/cm3

Molecular Formula

C14H8Br2

Molecular Weight

336.021

Flash Point

 248.1±20.5 °C

LogP

6.29

Exact Mass

333.899261

Vapour Pressure

0.0±1.0 mmHg at 25°C

Index of Refraction

1.749

Industrail Grade 9,10-Dibromoanthracene 523-27-3 Usage

9,10-Dibromoanthracene is Yellow to yellow-green fluffy powder and fluorescent single crystals of 9,10-dibromoanthracene are elastically bendable and stretchable. Melting point 226°C. It can be sublimated and oxidized to generate anthraquinone. Soluble in hot benzene and hot toluene, slightly soluble in alcohol, ether and cold benzene, insoluble in water. 9,10-Dibromoanthracene is an important raw material and intermediate used in organic synthesis, pharmaceuticals and agrochemicals.

InChI:InChI=1/C14H8Br2/c15-13-9-5-1-2-6-10(9)14(16)12-8-4-3-7-11(12)13/h1-8H

523-27-3 Relevant articles

Synthesis of new anthracene derivatives

Cakmak, Osman,Erenler, Ramazan,Tutar, Ahmet,Celik, Nuray

, p. 1795 - 1801 (2006)

An efficient synthesis is described for hexabromoanthracenes 3 and 4 by direct bromination of 9,10-dibromoanthrecene 2. Bromoanthracenes and isomeric arene oxides constitute valuable precursors for the preparation of functionalized substituted anthracene derivatives that are difficult to prepare by other routes.

Stepwise mechanism for the bromination of arenes by a hypervalent iodine reagent

Arrieta, Ana,Cossío, Fernando P.,Granados, Albert,Shafir, Alexandr,Vallribera, Adelina

, p. 2142 - 2150 (2020/03/11)

A mild, metal-free bromination method of arenes has been developed using the combination of bis(trifluoroacetoxy)iodobencene and trimethylsilyl bromide. Density functional theory calculations indicate a stepwise mechanism involving a double bromine addition followed by a type II dyotropic reaction with concomitant re-aromatization of the six-membered ring.

523-27-3 Process route

anthracene
120-12-7

anthracene

9,10-Dibromoanthracene
523-27-3

9,10-Dibromoanthracene

Conditions
Conditions Yield
With N-Bromosuccinimide; lithium perchlorate; silica gel; In dichloromethane; at 20 ℃; for 0.0833333h;
100%
With oxygen; 1,1-dibromomethane; at 20 ℃; for 2h;
99%
With N-Bromosuccinimide; lithium perchlorate; silica gel; In dichloromethane; for 0.5h;
99%
With bromine; In chloroform; at 20 ℃; for 4h; Inert atmosphere;
98%
With bromine; In chloroform; at 20 ℃; for 4h;
98%
With bromine; In dichloromethane; at 0 ℃; for 1h;
96%
With bromine; In dichloromethane; at 0 ℃;
96%
With bromine; In chloroform; for 4h;
96%
With dimethylbromosulphonium bromide; In dichloromethane; at 20 ℃; for 0.5h; Solvent; Concentration; Time;
96%
With 1,8-diazabicyclo[5.4.0]undec-7-ene hydrobromide-perbromide; In acetic acid; for 0.5h; Heating;
95%
With bromine; In chloroform; at 20 ℃; for 5h; Inert atmosphere;
95%
With bromine; In acetic acid; at 20 ℃; for 0.5h;
94%
With tetrabutylammomium bromide; dihydrogen peroxide; vanadia; In water; acetonitrile; at 5 ℃; for 1h;
93%
With potassium bromide; In dichloromethane; water; acetic acid; at 45 ℃; for 5.25h; Reagent/catalyst;
93%
With bromine; In chloroform; at 20 ℃; for 4h;
92%
With N-Bromosuccinimide; silver hexafluoroantimonate; 1-methylthiotriptycene; In 1,2-dichloro-ethane; at 20 ℃; for 4h; Inert atmosphere; Schlenk technique;
92%
anthracene; With bromine; acetic acid; at 20 ℃; for 2h;
With PS-1,5-COD; In tetrahydrofuran; at 20 ℃; for 1h;
90%
With bromine; In chloroform; at 20 ℃; for 4h; Inert atmosphere; Darkness;
88%
With pyridinium bromochromate; In acetic acid; for 0.5h; water-bath;
84%
With N-Bromosuccinimide; In chloroform; acetic acid; at 40 ℃; for 2h;
75%
With bromine; In chloroform; at 20 ℃; for 4h;
74%
With bromine; In dichloromethane; at 0 ℃;
70%
With nitrodibromoacetonitrile; In dichloromethane; for 3h;
65%
With bromine; In dichloromethane; at 0 - 20 ℃; for 3.25h; Inert atmosphere;
65%
With aluminum oxide; N-Bromosuccinimide; at 45 ℃; for 0.333333h;
63%
With tetra-N-butylammonium tribromide; In acetic acid; for 0.5h; Ambient temperature;
55%
With sodium bismuthate; zinc dibromide; In acetic acid; at 20 ℃; for 3h;
52%
With ammonium metavanadate; dihydrogen peroxide; potassium bromide; In water; acetonitrile; for 48h; Ambient temperature; pH 5;
50%
With tetrachloromethane; bromine; Erhitzen zum Sieden; Reinigung durch Behandeln mit CCl4;
 
With 1,4-dioxane; bromine;
 
With sulfuric acid; potassium bromide; Erwaermen des Reaktionsprodukts ohne Loesungsmittel oder Behandeln des Reaktionsprodukts mit Zink-Pulver und Eisessig;
 
With 1,4-dioxane; bromine;
 
With carbon disulfide; bromine;
 
With bromine; silica gel; In tetrachloromethane; at 20 ℃; for 0.0833333h;
86 % Chromat.
Multi-step reaction with 2 steps
1: benzene; PBr5
2: benzene; PBr5
With phosphorus pentabromide; benzene;
 
With bromine;
 
With bromine;
 
With bromine; In dichloromethane;
 
With tetra-N-butylammonium tribromide; acetic acid; at 20 ℃; for 0.5h;
 
With N-Bromosuccinimide; tri-n-butylphosphine sulfide; In chloroform-d1; at 20 ℃; for 0.416667h; Solvent; Catalytic behavior;
99 %Spectr.
With bromine; In dichloromethane; at 0 ℃; for 0.5h;
99 %Spectr.
With bromine; acetic acid;
 
With bromine; In chloroform; at 20 ℃; for 5h; Inert atmosphere;
 
Multi-step reaction with 2 steps
1: bis(trifluoroacetoxy)iodobencene; trimethylsilyl bromide / dichloromethane / 20 °C / Inert atmosphere
2: bis(trifluoroacetoxy)iodobencene; trimethylsilyl bromide / dichloromethane / 20 °C / Inert atmosphere
With bis(trifluoroacetoxy)iodobencene; trimethylsilyl bromide; In dichloromethane;
 
9-Bromoanthracene
1564-64-3

9-Bromoanthracene

9,10-Dibromoanthracene
523-27-3

9,10-Dibromoanthracene

Conditions
Conditions Yield
With N-Bromosuccinimide; C5H13NO3S; In n-heptane; at 25 ℃; for 19h; Reagent/catalyst; Darkness;
85%
With bis(trifluoroacetoxy)iodobencene; trimethylsilyl bromide; In dichloromethane; at 20 ℃; Inert atmosphere;
83%
With phosphorus pentabromide; benzene;
 
With nitric acid; acetic acid;
 
With 2,6-di-tert-butyl-pyridine; Bromoform; In acetonitrile; platinum mesh electrodes, H cell containing 0.1 M Bu4NPF6, constant current 10 mA;
57 % Chromat.

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