Product Name

  • Name

    9-Bromoanthracene

  • EINECS 216-359-3
  • CAS No. 1564-64-3
  • Article Data66
  • CAS DataBase
  • Density 1.479 g/cm3
  • Solubility Insoluble in water.
  • Melting Point 97-100 °C(lit.)
  • Formula C14H9Br
  • Boiling Point 389.7 °C at 760 mmHg
  • Molecular Weight 257.129
  • Flash Point 190.3 °C
  • Transport Information
  • Appearance white to light yellow crystal powder
  • Safety 22-24/25
  • Risk Codes
  • Molecular Structure Molecular Structure of 1564-64-3 (9-Bromoanthracene)
  • Hazard Symbols IrritantXi
  • Synonyms 10-Bromoanthracene;9-Anthracenyl bromide;9-Anthracyl bromide;Anthracene,9-bromo-;NSC 803;9-Bromo anthracene;
  • PSA 0.00000
  • LogP 4.75550

Synthetic route

anthracene
120-12-7

anthracene

9-Bromoanthracene
1564-64-3

9-Bromoanthracene

Conditions
ConditionsYield
With bis(trifluoroacetoxy)iodobencene; trimethylsilyl bromide In dichloromethane at 20℃; Inert atmosphere;100%
With N,N,N’,N’-tetrabromobenzene-1,3-disulfonamide In dichloromethane at 25℃; for 0.583333h;98%
With copper(ll) bromide In chloroform Reflux;94%
(10-bromo-9-anthracenyl)boronic acid
641144-16-3

(10-bromo-9-anthracenyl)boronic acid

9-Bromoanthracene
1564-64-3

9-Bromoanthracene

Conditions
ConditionsYield
With [Pd(N-phenylbenzaldimine)(OAc)(PPh3)] In tetrahydrofuran at 20℃; for 24h; Schlenk technique; chemoselective reaction;99%
1-(anthracen-10-yl)-2-bromoethanone
24100-41-2

1-(anthracen-10-yl)-2-bromoethanone

A

9-acetylanthracene
784-04-3

9-acetylanthracene

B

9-Bromoanthracene
1564-64-3

9-Bromoanthracene

Conditions
ConditionsYield
With diethyl 2,6-dimethyl-1,4-dihydropyridine-3,5-dicarboxylate; acetic acid for 0.7h; Irradiation; Inert atmosphere;A 94%
B 2%
9-iodoanthracene
22362-86-3

9-iodoanthracene

9-Bromoanthracene
1564-64-3

9-Bromoanthracene

Conditions
ConditionsYield
In tetrahydrofuran at 25℃; for 3h; Reagent/catalyst; Time; Temperature;92%
anthracene
120-12-7

anthracene

A

9-Bromoanthracene
1564-64-3

9-Bromoanthracene

B

9,10-Dibromoanthracene
523-27-3

9,10-Dibromoanthracene

Conditions
ConditionsYield
With N-Bromosuccinimide; 2,4,6-trimethylaniline In dichloromethane at 0℃; for 8h; Inert atmosphere; regioselective reaction;A 84%
B 7%
With N-Bromosuccinimide; C5H13NO3S In n-heptane at 60℃; for 4.5h; Darkness;A 81%
B 8%
With N-Bromosuccinimide; iodine In tetrachloromethane Bromination; Heating;
9,10-Dibromoanthracene
523-27-3

9,10-Dibromoanthracene

A

9-Bromoanthracene
1564-64-3

9-Bromoanthracene

B

9-<4-(N,N-dimethylamino)phenyl>-9,10-dihydroanthracene
25882-75-1

9-<4-(N,N-dimethylamino)phenyl>-9,10-dihydroanthracene

C

4,4'-methylene-bis(N,N-dimethylaniline)
101-61-1

4,4'-methylene-bis(N,N-dimethylaniline)

D

N-methyl-N-9-(10-bromoanthryl)methyleneaniline

N-methyl-N-9-(10-bromoanthryl)methyleneaniline

Conditions
ConditionsYield
With N,N-dimethyl-aniline In acetonitrile Irradiation; Further byproducts given;A 70%
B 7.2%
C 13.4%
D 8.2%
9,10-Dibromoanthracene
523-27-3

9,10-Dibromoanthracene

N,N-dimethyl-aniline
121-69-7

N,N-dimethyl-aniline

A

9-Bromoanthracene
1564-64-3

9-Bromoanthracene

B

9-<4-(N,N-dimethylamino)phenyl>-9,10-dihydroanthracene
25882-75-1

9-<4-(N,N-dimethylamino)phenyl>-9,10-dihydroanthracene

C

crystal violet bromide
3571-43-5

crystal violet bromide

D

4,4'-methylene-bis(N,N-dimethylaniline)
101-61-1

4,4'-methylene-bis(N,N-dimethylaniline)

E

N-methyl-N-9-(10-bromoanthryl)methyleneaniline

N-methyl-N-9-(10-bromoanthryl)methyleneaniline

Conditions
ConditionsYield
In acetonitrile Product distribution; Irradiation; photolysis;A 70%
B 7.2%
C 1.2%
D 13.4%
E 8.2%
9-phenylanthracene
602-55-1

9-phenylanthracene

9-Bromoanthracene
1564-64-3

9-Bromoanthracene

Conditions
ConditionsYield
With N-Bromosuccinimide In chloroform at 60℃; for 2h; Inert atmosphere;61.2%
9,10-Dibromoanthracene
523-27-3

9,10-Dibromoanthracene

potassium phenolate
100-67-4

potassium phenolate

A

9-Bromoanthracene
1564-64-3

9-Bromoanthracene

B

bromo-9 phenoxy-10 anthracene
23674-00-2

bromo-9 phenoxy-10 anthracene

C

9,10-phenanthrenequinone
84-65-1

9,10-phenanthrenequinone

Conditions
ConditionsYield
In N,N-dimethyl-formamide at 153℃; for 3h;A 3%
B 35%
C 2%
N-Bromosuccinimide
128-08-5

N-Bromosuccinimide

anthracene
120-12-7

anthracene

9-Bromoanthracene
1564-64-3

9-Bromoanthracene

Conditions
ConditionsYield
Kinetics;
9,19-Dibromo-9,10-dihydroanthracene
46491-50-3

9,19-Dibromo-9,10-dihydroanthracene

9-Bromoanthracene
1564-64-3

9-Bromoanthracene

Conditions
ConditionsYield
With toluene; copper(I) bromide
anthracene
120-12-7

anthracene

2,4,4,6-Tetrabromo-2,5-cyclohexadien-1-one
20244-61-5

2,4,4,6-Tetrabromo-2,5-cyclohexadien-1-one

9-Bromoanthracene
1564-64-3

9-Bromoanthracene

Conditions
ConditionsYield
Kinetics;
9,10-Dibromoanthracene
523-27-3

9,10-Dibromoanthracene

9-Bromoanthracene
1564-64-3

9-Bromoanthracene

9,19-Dibromo-9,10-dihydroanthracene
46491-50-3

9,19-Dibromo-9,10-dihydroanthracene

chloroform
67-66-3

chloroform

diethylamine
109-89-7

diethylamine

A

9-Bromoanthracene
1564-64-3

9-Bromoanthracene

B

anthracene
120-12-7

anthracene

chloro-trimethyl-silane
75-77-4

chloro-trimethyl-silane

9,10-Dibromoanthracene
523-27-3

9,10-Dibromoanthracene

A

9-Bromoanthracene
1564-64-3

9-Bromoanthracene

B

9-Brom-10-(trimethylsilyl)anthracen
89811-60-9

9-Brom-10-(trimethylsilyl)anthracen

Conditions
ConditionsYield
With n-butyllithium 1.) ether, pentane, 20 deg C, 45 min, 2.) ether, THF, 20 deg C, 20 h; Yield given. Multistep reaction. Yields of byproduct given. Title compound not separated from byproducts;
anthracene
120-12-7

anthracene

A

9-chloroanthracene
716-53-0

9-chloroanthracene

B

9-Bromoanthracene
1564-64-3

9-Bromoanthracene

C

9-iodoanthracene
22362-86-3

9-iodoanthracene

Conditions
ConditionsYield
With aluminium trichloride; cyanogen iodide; tetrabutylammomium bromide In diethyl ether; nitromethane at 25℃; for 20h;A 6 % Chromat.
B 88 % Chromat.
C 1 % Chromat.
9,19-Dibromo-9,10-dihydroanthracene
46491-50-3

9,19-Dibromo-9,10-dihydroanthracene

toluene
108-88-3

toluene

phenol (1 percent-)

phenol (1 percent-)

9-Bromoanthracene
1564-64-3

9-Bromoanthracene

9,19-Dibromo-9,10-dihydroanthracene
46491-50-3

9,19-Dibromo-9,10-dihydroanthracene

hydrogen sulfide
7783-06-4

hydrogen sulfide

acetic acid
64-19-7

acetic acid

A

9-Bromoanthracene
1564-64-3

9-Bromoanthracene

B

anthracene
120-12-7

anthracene

Conditions
ConditionsYield
at 50℃;
anthracene
120-12-7

anthracene

CS2

CS2

bromine (2 atom-weight )

bromine (2 atom-weight )

9-Bromoanthracene
1564-64-3

9-Bromoanthracene

9,10-dihydroanthracene
613-31-0

9,10-dihydroanthracene

A

9-Bromoanthracene
1564-64-3

9-Bromoanthracene

B

9,10-Dibromoanthracene
523-27-3

9,10-Dibromoanthracene

Conditions
ConditionsYield
With N-Bromosuccinimide; biphenyl In benzene at 20℃; for 2h; Irradiation;A 88.9 % Chromat.
B 11.1 % Chromat.
9,10-Dibromoanthracene
523-27-3

9,10-Dibromoanthracene

A

9-Bromoanthracene
1564-64-3

9-Bromoanthracene

B

anthracene
120-12-7

anthracene

Conditions
ConditionsYield
With sodium hydrogencarbonate; N,N-dimethyl-formamide; palladium dichloride at 120℃; for 18h;
1,3-dibromo-5,5-dimethylimidazolidine-2,4-dione
77-48-5

1,3-dibromo-5,5-dimethylimidazolidine-2,4-dione

anthracene
120-12-7

anthracene

A

9-Bromoanthracene
1564-64-3

9-Bromoanthracene

B

9,10-Dibromoanthracene
523-27-3

9,10-Dibromoanthracene

Conditions
ConditionsYield
Stage #1: 1,3-dibromo-5,5-dimethylimidazolidine-2,4-dione; anthracene In ethyl acetate for 2.5h; Refluxing;
Stage #2: In tetrahydrofuran
anthracene
120-12-7

anthracene

A

9-Bromoanthracene
1564-64-3

9-Bromoanthracene

B

9,10-phenanthrenequinone
84-65-1

9,10-phenanthrenequinone

Conditions
ConditionsYield
With dihydrogen peroxide; acetic acid; potassium bromide In water at 60℃; for 6h; regioselective reaction;A 85 %Spectr.
B 15 %Spectr.
anthracene
120-12-7

anthracene

A

9-Bromoanthracene
1564-64-3

9-Bromoanthracene

B

9,10-Dibromoanthracene
523-27-3

9,10-Dibromoanthracene

C

9,10-phenanthrenequinone
84-65-1

9,10-phenanthrenequinone

Conditions
ConditionsYield
With Oxone; quartz; sodium bromide In n-heptane for 0.333333h; Milling; chemoselective reaction;
9-Bromoanthracene
1564-64-3

9-Bromoanthracene

trimethylsilylacetylene
1066-54-2

trimethylsilylacetylene

[2-(anthracen-9-yl)ethynyl]trimethylsilane
104784-61-4

[2-(anthracen-9-yl)ethynyl]trimethylsilane

Conditions
ConditionsYield
With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; triethylamine In tetrahydrofuran for 15h; Heating;100%
With piperidine; bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide In triethylamine at 110℃; Sonogashira Cross-Coupling;99%
Stage #1: 9-Bromoanthracene; trimethylsilylacetylene With triethylamine for 0.0833333h; Sonogashira coupling; Inert atmosphere;
Stage #2: With copper(l) iodide at 50 - 65℃; Sonogashira coupling; Inert atmosphere;
98%
9-Bromoanthracene
1564-64-3

9-Bromoanthracene

2-Methoxyphenylboronic acid
5720-06-9

2-Methoxyphenylboronic acid

9-(2'-methoxyphenyl)anthracene
1232-27-5

9-(2'-methoxyphenyl)anthracene

Conditions
ConditionsYield
With potassium phosphate; tris-(dibenzylideneacetone)dipalladium(0); C31H27FeOP In toluene at 70℃; for 24h; Reagent/catalyst; Time; Suzuki-Miyaura Coupling; Schlenk technique; Inert atmosphere; Sealed tube;100%
With tris-(dibenzylideneacetone)dipalladium(0); potassium phosphate monohydrate; C30H25FeP In toluene at 100℃; for 24h; Suzuki-Miyaura Coupling; Sealed tube;95%
With tetrakis(triphenylphosphine) palladium(0); potassium carbonate In ethanol; toluene for 20h; Heating;90%
bis(diethylamino)chlorophosphine
685-83-6

bis(diethylamino)chlorophosphine

9-Bromoanthracene
1564-64-3

9-Bromoanthracene

9-anthryl-bis(diethylamino)phosphine
925428-12-2

9-anthryl-bis(diethylamino)phosphine

Conditions
ConditionsYield
With n-butyllithium In diethyl ether; hexane at -78 - 20℃; for 16h;100%
Stage #1: 9-Bromoanthracene With n-butyllithium In diethyl ether; hexane at -78 - 0℃; for 1h; Inert atmosphere;
Stage #2: bis(diethylamino)chlorophosphine In diethyl ether; hexane at -78 - 20℃; Inert atmosphere;
9-Bromoanthracene
1564-64-3

9-Bromoanthracene

2-Biphenylboronic acid
4688-76-0

2-Biphenylboronic acid

9‐([1,1'‐biphenyl]‐2‐yl)anthracene
849223-96-7

9‐([1,1'‐biphenyl]‐2‐yl)anthracene

Conditions
ConditionsYield
With potassium phosphate monohydrate; R-Phos; bis(dibenzylideneacetone)-palladium(0) In 1,4-dioxane at 100℃; for 0.5h; Suzuki coupling; Inert atmosphere;100%
dimethylmonochlorosilane
1066-35-9

dimethylmonochlorosilane

9-Bromoanthracene
1564-64-3

9-Bromoanthracene

anthracen-9-yldimethylsilane

anthracen-9-yldimethylsilane

Conditions
ConditionsYield
With n-butyllithium In tetrahydrofuran; hexane at -78 - 20℃; for 1h; Inert atmosphere;99.4%
Stage #1: 9-Bromoanthracene With n-butyllithium In tetrahydrofuran at -78℃; for 1h;
Stage #2: dimethylmonochlorosilane In tetrahydrofuran at -78 - 20℃; for 8h;
59%
With n-butyllithium In diethyl ether; hexane at 25℃; for 72h;54%
With n-butyllithium In diethyl ether at -40 - 20℃; for 17.5h; Inert atmosphere;43%
9-Bromoanthracene
1564-64-3

9-Bromoanthracene

anthracene
120-12-7

anthracene

Conditions
ConditionsYield
With 2-H-1,3-di-tert-butyl-1,3,2-diazaphosphorinane; 2,2'-azobis(isobutyronitrile) In toluene at 90℃; for 5h;99%
With 1,3-bis(2,6-diisopropylphenyl)-2,4-diphenylimidazole In N,N-dimethyl-formamide at 20℃; for 36h; Glovebox;98%
With N1,N1,N12,N12-tetramethyl-7,8-dihydro-6H-dipyrido[1,2-a:2,1'-c][1,4]diazepine-2,12-diamine In N,N-dimethyl-formamide at 20℃; Inert atmosphere;96%
9-Bromoanthracene
1564-64-3

9-Bromoanthracene

9-deuteroanthracene
4485-03-4

9-deuteroanthracene

Conditions
ConditionsYield
With potassium phosphate; d(4)-methanol; palladium diacetate; catacxium A In toluene at 80℃; for 16h;99%
With dimethylsulfoxide-d6; 9-N-methylamino-1-oxophenalene; potassium tert-butylate; potassium at 25 - 30℃; for 24h; Inert atmosphere; Glovebox;74%
With n-butyllithium; water-d2 In diethyl ether at 0℃;57%
9-Bromoanthracene
1564-64-3

9-Bromoanthracene

phenylboronic acid
98-80-6

phenylboronic acid

9-phenylanthracene
602-55-1

9-phenylanthracene

Conditions
ConditionsYield
With potassium phosphate; rac-2,8-bis(diphenylphosphanyl)-4,10-dimethyl-6,12-dihydro-5,11-methanodibenzo[b,f][1,5]diazocine; palladium diacetate In toluene at 90℃; Suzuki Coupling; Schlenk technique; Inert atmosphere;99%
With potassium carbonate In (2)H8-toluene at 100℃; for 24h; Reagent/catalyst; Suzuki-Miyaura Coupling;99%
With {2,6-bis[(di-1-piperidinylphosphino)amino]phenyl}palladium(II) chloride; potassium carbonate In 1,4-dioxane; water; butan-1-ol at 100℃; for 0.5h; Suzuki-Miyaura reaction;98%
9-Bromoanthracene
1564-64-3

9-Bromoanthracene

4-biphenylboronic acid
5122-94-1

4-biphenylboronic acid

9-([1,1'-biphenyl]-4-yl)anthracene

9-([1,1'-biphenyl]-4-yl)anthracene

Conditions
ConditionsYield
With palladium diacetate; potassium carbonate; triphenylphosphine In 1,2-dimethoxyethane; water at 80℃; for 17h; Inert atmosphere;99%
With tetrakis(triphenylphosphine) palladium(0); potassium carbonate In ethanol; toluene for 24h; Inert atmosphere; Reflux; Sealed tube;90%
With tetrakis(triphenylphosphine) palladium(0); potassium carbonate In ethanol; water; toluene at 90℃; for 16h; Inert atmosphere;90%
9-Bromoanthracene
1564-64-3

9-Bromoanthracene

2-bromo-6-[2-(diphenylphosphinoyl)ethyl]pyridine
1158054-27-3

2-bromo-6-[2-(diphenylphosphinoyl)ethyl]pyridine

2-(9-anthracyl)-6-[2-(diphenylphosphinoyl)ethyl]pyridine
1158054-88-6

2-(9-anthracyl)-6-[2-(diphenylphosphinoyl)ethyl]pyridine

Conditions
ConditionsYield
Stage #1: 9-Bromoanthracene With n-butyllithium In tetrahydrofuran; hexane at -78℃; for 0.5h;
Stage #2: With zinc(II) chloride In tetrahydrofuran; hexane at 20℃; for 1h;
Stage #3: 2-bromo-6-[2-(diphenylphosphinoyl)ethyl]pyridine With tetrakis(triphenylphosphine) palladium(0) In tetrahydrofuran; hexane at 60℃; for 24h; Negishi-Takahashi coupling;
99%
9-Bromoanthracene
1564-64-3

9-Bromoanthracene

2-Methylphenylboronic acid
16419-60-6

2-Methylphenylboronic acid

9-(2-methylphenyl)anthracene
23674-13-7

9-(2-methylphenyl)anthracene

Conditions
ConditionsYield
With tris-(dibenzylideneacetone)dipalladium(0); potassium phosphate monohydrate; C30H25FeP In toluene at 100℃; for 24h; Suzuki-Miyaura Coupling; Sealed tube;99%
With potassium phosphate; C29H37O2P; palladium diacetate In toluene at 110℃; for 3h; Suzuki-Miyaura Coupling; Inert atmosphere; Schlenk technique;94%
With potassium phosphate; tris-(dibenzylideneacetone)dipalladium(0); 1′-triethylsilyl-1-(2-(E)-phenylvinyl)-2-(diphenylphosphino)ferrocene In toluene at 70℃; for 24h; Suzuki-Miyaura Coupling; Schlenk technique; Inert atmosphere; Sealed tube;89%
9-Bromoanthracene
1564-64-3

9-Bromoanthracene

benzylzinc chloride
89523-63-7

benzylzinc chloride

9-benzylanthracene
1498-71-1

9-benzylanthracene

Conditions
ConditionsYield
With palladium; triphenylphosphine In tetrahydrofuran at 70℃; for 24h; Catalytic behavior; Negishi Coupling; Inert atmosphere; Green chemistry;99%
9-Bromoanthracene
1564-64-3

9-Bromoanthracene

p-tolylboronic pinacol ester
195062-57-8

p-tolylboronic pinacol ester

9-(4-methylphenyl)anthracene
23674-14-8

9-(4-methylphenyl)anthracene

Conditions
ConditionsYield
With bis-triphenylphosphine-palladium(II) chloride; potassium hydroxide In neat (no solvent) at 110℃; for 24h; Suzuki-Miyaura Coupling; Schlenk technique; Inert atmosphere;99%
9-Bromoanthracene
1564-64-3

9-Bromoanthracene

tributyl(p-tolyl)stannane
31614-66-1

tributyl(p-tolyl)stannane

9-(4-methylphenyl)anthracene
23674-14-8

9-(4-methylphenyl)anthracene

Conditions
ConditionsYield
With palladium diacetate; cesium fluoride; tricyclohexylphosphine In neat (no solvent) at 110℃; under 760.051 Torr; for 24h; Stille Cross Coupling; Sealed tube;99%
9-Bromoanthracene
1564-64-3

9-Bromoanthracene

9,10-dihydroanthracene
613-31-0

9,10-dihydroanthracene

Conditions
ConditionsYield
With manganese(II) chloride dihydrate; lithium In tetrahydrofuran at 25℃; for 0.5h; Birch reaction; Inert atmosphere;98%
With potassium hydroxide semihydrate; phosphorus; water In dimethyl sulfoxide at 100℃; for 3h; Inert atmosphere;90%
With Dicalcium Nitride Electride In tetrahydrofuran; isopropyl alcohol at 65℃; for 24h; Birch Reduction; Inert atmosphere;84%
With tetraethylammonium perchlorate; triethylamine In dimethyl sulfoxide at 20℃; for 4h; Electrolysis; Green chemistry;65%
9-Bromoanthracene
1564-64-3

9-Bromoanthracene

4-methoxyphenylboronic acid
5720-07-0

4-methoxyphenylboronic acid

9-(p-methoxyphenyl)anthracene
23674-15-9

9-(p-methoxyphenyl)anthracene

Conditions
ConditionsYield
With tetrakis(triphenylphosphine) palladium(0); potassium carbonate In ethanol; water; toluene for 24h; Suzuki Coupling; Reflux; Inert atmosphere;98%
With tetrakis(triphenylphosphine) palladium(0); potassium carbonate In ethanol; water; toluene at 105℃; for 18h; Temperature; Inert atmosphere;90%
With tetrakis(triphenylphosphine) palladium(0); potassium carbonate In ethanol; toluene at 110℃; for 20h; Temperature; Inert atmosphere;90%
9-Bromoanthracene
1564-64-3

9-Bromoanthracene

1-Naphthylboronic acid
13922-41-3

1-Naphthylboronic acid

10-(naphthalen-1-yl)anthracene
7424-70-6

10-(naphthalen-1-yl)anthracene

Conditions
ConditionsYield
With potassium phosphate; tris-(dibenzylideneacetone)dipalladium(0); C31H27FeOP In toluene at 70℃; for 24h; Reagent/catalyst; Time; Suzuki-Miyaura Coupling; Schlenk technique; Inert atmosphere; Sealed tube;98%
With C70H40Cl2F68N2O6Pd2; tetrabutylammomium bromide; potassium carbonate In water at 140℃; for 0.2h; Suzuki-Miyaura reaction; Microwave irradiation;97%
With tetrabutylammomium bromide; potassium carbonate In ethanol; water; toluene at 70 - 75℃; for 2h; Inert atmosphere;97.46%
9-Bromoanthracene
1564-64-3

9-Bromoanthracene

7H-Dibenzofluorenone
86853-97-6

7H-Dibenzofluorenone

7-(9-anthryl)-7H-dibenzo[c,g]fluoren-7-ol

7-(9-anthryl)-7H-dibenzo[c,g]fluoren-7-ol

Conditions
ConditionsYield
Stage #1: 9-Bromoanthracene With n-butyllithium In tetrahydrofuran; hexane at -78℃; for 1h; Inert atmosphere;
Stage #2: 7H-Dibenzofluorenone In tetrahydrofuran; hexane at -78 - 20℃; Inert atmosphere;
98%
9-Bromoanthracene
1564-64-3

9-Bromoanthracene

3-(1-naphthyl)propiolic acid
4843-42-9

3-(1-naphthyl)propiolic acid

9-((naphthalen-1-yl)ethynyl)anthracene

9-((naphthalen-1-yl)ethynyl)anthracene

Conditions
ConditionsYield
With palladium diacetate; caesium carbonate; XPhos In tetrahydrofuran-d8 for 20h; Sonogashira Cross-Coupling; Glovebox; Schlenk technique; Inert atmosphere; Heating;98%
9-Bromoanthracene
1564-64-3

9-Bromoanthracene

naphthalene-2-boronic acid
32316-92-0

naphthalene-2-boronic acid

9-(naphthyl-2-yl)anthracene
7424-72-8

9-(naphthyl-2-yl)anthracene

Conditions
ConditionsYield
With tetrakis(triphenylphosphine) palladium(0); sodium hydroxide In tetrahydrofuran at 50 - 90℃; for 13h; Inert atmosphere;97.4%
With potassium carbonate; triphenylphosphine; palladium diacetate In 1,2-dimethoxyethane; water for 8h; Suzuki cross-coupling; Heating;92%
With potassium carbonate; palladium diacetate; tris-(o-tolyl)phosphine In 1,2-dimethoxyethane; water at 80℃; for 3h; Suzuki-Miyaura coupling;92%
Trimethylboroxine
823-96-1

Trimethylboroxine

9-Bromoanthracene
1564-64-3

9-Bromoanthracene

9-methylanthracene
779-02-2

9-methylanthracene

Conditions
ConditionsYield
With C70H40Cl2F68N2O6Pd2; tetrabutylammomium bromide; potassium carbonate In water at 140℃; for 0.2h; Suzuki-Miyaura reaction; Microwave irradiation;97%
9-Bromoanthracene
1564-64-3

9-Bromoanthracene

isopropyllithium
1888-75-1

isopropyllithium

9-isopropylanthracene
1498-80-2

9-isopropylanthracene

Conditions
ConditionsYield
With tris-(dibenzylideneacetone)dipalladium(0); monophosphine 1,2,3,4,5-pentaphenyl-1'-(di-tert-butylphosphino)ferrocene In toluene at 20℃; for 1h;97%
With tris-(dibenzylideneacetone)dipalladium(0); DavePhos In toluene at 20℃; for 1h; Reagent/catalyst;
9-Bromoanthracene
1564-64-3

9-Bromoanthracene

3-methoxy-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-2-(trimethylsilyl)phenyl trifluoromethanesulfonate

3-methoxy-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-2-(trimethylsilyl)phenyl trifluoromethanesulfonate

5-(anthracen-9-yl)-3-methoxy-2-(trimethylsilyl)phenyl trifluoromethanesulfonate

5-(anthracen-9-yl)-3-methoxy-2-(trimethylsilyl)phenyl trifluoromethanesulfonate

Conditions
ConditionsYield
With palladium diacetate; potassium carbonate; XPhos In water; toluene at 80℃; for 18h; Inert atmosphere;97%
dibenzoazepine
256-96-2

dibenzoazepine

9-Bromoanthracene
1564-64-3

9-Bromoanthracene

N-(9-anthryl)iminostilbene

N-(9-anthryl)iminostilbene

Conditions
ConditionsYield
With C30H43O2P*C13H12N(1-)*CH3O3S(1-)*Pd(2+); lithium hexamethyldisilazane In 1,4-dioxane at 100℃; for 16h; Inert atmosphere;97%
9-Bromoanthracene
1564-64-3

9-Bromoanthracene

N-tert-butoxycarbonyl-N,N-bis[4-(di-tert-butylphenylamino)phenyl]amine

N-tert-butoxycarbonyl-N,N-bis[4-(di-tert-butylphenylamino)phenyl]amine

C66H69N3

C66H69N3

Conditions
ConditionsYield
Stage #1: N-tert-butoxycarbonyl-N,N-bis[4-(di-tert-butylphenylamino)phenyl]amine With trifluoroacetic acid at 20℃; for 0.166667h;
Stage #2: 9-Bromoanthracene With tris-(dibenzylideneacetone)dipalladium(0); tri-tert-butyl phosphine; sodium t-butanolate In toluene Inert atmosphere; Reflux;
97%
9-Bromoanthracene
1564-64-3

9-Bromoanthracene

methyllithium
917-54-4

methyllithium

9-methylanthracene
779-02-2

9-methylanthracene

Conditions
ConditionsYield
Stage #1: 9-Bromoanthracene With bis(tri-t-butylphosphine)palladium(0); oxygen In toluene at 20℃; for 0.0166667h; Schlenk technique;
Stage #2: methyllithium In toluene at 20℃; for 0.0333333h; Schlenk technique;
97%
9-Bromoanthracene
1564-64-3

9-Bromoanthracene

2-(4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)quinoline
1383803-71-1

2-(4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)quinoline

C29H19N

C29H19N

Conditions
ConditionsYield
Stage #1: 9-Bromoanthracene; 2-(4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)quinoline With potassium carbonate In ethanol; toluene for 0.333333h; Inert atmosphere;
Stage #2: With tetrakis(triphenylphosphine) palladium(0) In ethanol; toluene Reflux;
97%
9-Bromoanthracene
1564-64-3

9-Bromoanthracene

p-toluidine
106-49-0

p-toluidine

N-(4-methylphenyl)anthracen-9-amine
15424-39-2

N-(4-methylphenyl)anthracen-9-amine

Conditions
ConditionsYield
With bis[chloro(1,2,3-trihapto-allylbenzene)palladium(II)]; C30H42N2; sodium t-butanolate In tetrahydrofuran at 80℃; for 1h; Kinetics; Buchwald-Hartwig Coupling; Glovebox; Inert atmosphere; Molecular sieve; Sealed tube;97%

9-Bromoanthracene Chemical Properties

Molecule structure of 9-Bromoanthracene (CAS NO.1564-64-3):

IUPAC Name: 9-Bromoanthracene 
Molecular Weight: 257.12526 g/mol
Molecular Formula: C14H9Br 
Density: 1.479 g/cm
Melting Point: 97-100 °C(lit.)
Boiling Point: 389.7 °C at 760 mmHg 
Flash Point: 190.3 °C
Index of Refraction: 1.733
Molar Refractivity: 69.62 cm3
Molar Volume: 173.8 cm3 
Surface Tension: 51.3 dyne/cm 
Enthalpy of Vaporization: 61.41 kJ/mol
Vapour Pressure: 6.28E-06 mmHg at 25 °C 
Storage Temp.: 0-6 °C
XLogP3: 5.2
Exact Mass: 255.988763
MonoIsotopic Mass: 255.988763
Canonical SMILES: C1=CC=C2C(=C1)C=C3C=CC=CC3=C2Br
InChI: InChI=1S/C14H9Br/c15-14-12-7-3-1-5-10(12)9-11-6-2-4-8-13(11)14/h1-9H
InChIKey: ZIRVQSRSPDUEOJ-UHFFFAOYSA-N
EINECS: 216-359-3
Product Categories: Aromatic Compounds; blocks; Bromides; Aromatic Halides (substituted); Anthracenes; Anthracene series; Aryl; C13 to C37+; Halogenated Hydrocarbons

9-Bromoanthracene Safety Profile

Hazard Codes: IrritantXi
Safety Statements: 22-24/25 
S22:Do not breathe dust. 
S24/25:Avoid contact with skin and eyes.
WGK Germany: 3
Hazard Note: Irritant 
May cause eye irritation. if absorbed through the skin,it will cause skin irritation.
Ingestion:if swallowed,it May cause  the  irritation of  digestive tract.if inhaled.it  May be harmful for your  respiratory.

9-Bromoanthracene Specification

 9-Bromoanthracene (CAS NO.1564-64-3) is also named as NSC 803 ; Anthracene, 9-bromo- ; 10-Bromoanthracene ; 9-Anthracenyl bromide ; 9-Bromo anthracene . 9-Bromoanthracene (CAS NO.1564-64-3) is white to light yellow crystal powder.

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