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9-Bromoanthracene

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Name

9-Bromoanthracene

EINECS 216-359-3
CAS No. 1564-64-3 Density 1.479 g/cm3
PSA 0.00000 LogP 4.75550
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 N/A Appearance white to light yellow crystal powder
Safety 22-24/25 Risk Codes N/A
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;

Article Data 66

9-Bromoanthracene Synthetic route

120-12-7

anthracene

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%
641144-16-3

(10-bromo-9-anthracenyl)boronic acid

1564-64-3

9-Bromoanthracene

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

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

A

784-04-3

9-acetylanthracene

B

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%
22362-86-3

9-iodoanthracene

1564-64-3

9-Bromoanthracene

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

anthracene

A

1564-64-3

9-Bromoanthracene

B

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;
523-27-3

9,10-Dibromoanthracene

A

1564-64-3

9-Bromoanthracene

B

25882-75-1

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

C

101-61-1

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

D

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%
523-27-3

9,10-Dibromoanthracene

121-69-7

N,N-dimethyl-aniline

A

1564-64-3

9-Bromoanthracene

B

25882-75-1

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

C

3571-43-5

crystal violet bromide

D

101-61-1

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

E

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%
602-55-1

9-phenylanthracene

1564-64-3

9-Bromoanthracene

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

9,10-Dibromoanthracene

100-67-4

potassium phenolate

A

1564-64-3

9-Bromoanthracene

B

23674-00-2

bromo-9 phenoxy-10 anthracene

C

84-65-1

9,10-phenanthrenequinone

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

N-Bromosuccinimide

120-12-7

anthracene

1564-64-3

9-Bromoanthracene

Conditions
ConditionsYield
Kinetics;

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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