10,10'-Dibromo-9,9'-bianthryl supplier

Name
10,10'-Dibromo-9,9'-bianthryl
EINECS
CAS No. 121848-75-7
Article Data24
CAS DataBase
Density 1.583 g/cm³
Solubility
Melting Point 357-359 °C
Formula C₂₈H₁₆Br₂
Boiling Point 598.992 °C at 760 mmHg
Molecular Weight 512.243
Flash Point 361.42 °C
Transport Information
Appearance White powder
Safety
Risk Codes
Molecular Structure
Hazard Symbols
Synonyms 9,9'-Bianthryl,10,10'-dibromo- (6CI);10,10'-Dibromo-9,9'-bianthracene;
PSA 0.00000
LogP 9.49140

Synthetic route

: 1055-23-8
9,9'-bianthracene

: 121848-75-7
10,10'-dibromo-9,9'-bianthryl

Conditions

Conditions	Yield
With N-Bromosuccinimide In chloroform at 20℃;	95%
With bromine In carbon disulfide for 30h; Ambient temperature;	92%
With N-Bromosuccinimide; acetic acid In chloroform for 3h; Reflux;	92%

: 1564-64-3
9-Bromoanthracene

A: 1055-23-8
9,9'-bianthracene

B: 122447-72-7
10-bromo-9,9′-bianthryl

C: 121848-75-7
10,10'-dibromo-9,9'-bianthryl

D: C28H18Br2

Conditions

Conditions	Yield
In benzene Product distribution; Irradiation; photolysis; also in 1,4-dioxane, acetonitrile;	A 3.1% B 3.8% C 1.3% D 90.7%
In benzene Irradiation;	A 3.1% B 3.8% C 1.3% D 90.7%

...Expand

: 641144-16-3
(10-bromo-9-anthracenyl)boronic acid

: 35356-70-8
Methyl 2-acetamidoacrylate

A: 1227732-28-6
methyl 2-acetamido-3-(10-bromoanthracen-9-yl)propanoate

B: 121848-75-7
10,10'-dibromo-9,9'-bianthryl

Conditions

Conditions	Yield
With triphenyl phosphite; palladium diacetate; caesium carbonate In N,N-dimethyl-formamide at 75℃;	A 59% B 13%

...Expand

: 187-98-4
Tetradehydrodianthracene

: 121848-75-7
10,10'-dibromo-9,9'-bianthryl

Conditions

Conditions	Yield
With bromine In various solvent(s) Ambient temperature;	44%

: 641144-16-3
(10-bromo-9-anthracenyl)boronic acid

: 121848-75-7
10,10'-dibromo-9,9'-bianthryl

Conditions

Conditions	Yield
With Cu(OH)x has been encapsulated over montmorillonite-KSF; air In methanol at 20℃; for 1h; Green chemistry;	41%

: 641144-16-3
(10-bromo-9-anthracenyl)boronic acid

: 35356-70-8
Methyl 2-acetamidoacrylate

A: 1227732-29-7
methyl 2-acetamido-3-(10-bromoanthracen-9-yl)prop-2-enoate

B: 121848-75-7
10,10'-dibromo-9,9'-bianthryl

Conditions

Conditions	Yield
With triphenyl phosphite; sodium acetate; palladium diacetate In N,N-dimethyl-formamide at 75℃;	A 20% B 15%

...Expand

: 64-18-6
formic acid

: 187-98-4
Tetradehydrodianthracene

A: 121848-75-7
10,10'-dibromo-9,9'-bianthryl

B: Formic acid 10'-bromo-[9,9']bianthracenyl-10-yl ester

C: C29H17BrO2

Conditions

Conditions	Yield
With bromine Title compound not separated from byproducts;	A 13% B 12.7 % Spectr. C n/a

...Expand

dianthranyl: dianthranyl

: 121848-75-7
10,10'-dibromo-9,9'-bianthryl

Conditions

Conditions	Yield
With carbon disulfide; bromine

dianthryl: dianthryl

: 121848-75-7
10,10'-dibromo-9,9'-bianthryl

Conditions

Conditions	Yield
With carbon disulfide; bromine

dinitrodianthryl: dinitrodianthryl

: 121848-75-7
10,10'-dibromo-9,9'-bianthryl

Conditions

Conditions	Yield
With bromine; acetic acid

: 90-44-8
anthracen-9(10H)-one

: 121848-75-7
10,10'-dibromo-9,9'-bianthryl

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1: zinc; zinc(II) chloride; water / tetrahydrofuran / 36 h / 20 °C / Inert atmosphere 2: toluene-4-sulfonic acid / toluene / 2 h / Inert atmosphere; Reflux 3: bromine / tetrachloromethane / 4 h / 0 - 20 °C / Cooling with ice View Scheme
Multi-step reaction with 2 steps 1.1: zinc(II) chloride; zinc / tetrahydrofuran; water / 8 h / 20 °C 1.2: Reflux 2.1: N-Bromosuccinimide / chloroform / 20 °C View Scheme
Multi-step reaction with 2 steps 1: zinc; zinc(II) chloride / tetrahydrofuran; water / 36 h 2: bromine / tetrachloromethane / 0 °C View Scheme

: 4393-30-0
10,10′-tetrahydro-9,9′-dihydroxybianthryl

: 121848-75-7
10,10'-dibromo-9,9'-bianthryl

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: toluene-4-sulfonic acid / toluene / 2 h / Inert atmosphere; Reflux 2: bromine / tetrachloromethane / 4 h / 0 - 20 °C / Cooling with ice View Scheme

: 84-65-1
9,10-phenanthrenequinone

: 121848-75-7
10,10'-dibromo-9,9'-bianthryl

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: zinc; hydrogenchloride; acetic acid 2: bromine / 1,2-dichloro-ethane View Scheme
Multi-step reaction with 2 steps 1: zinc; hydrogenchloride 2: bromine / dichloromethane View Scheme
Multi-step reaction with 2 steps 1: hydrogenchloride; zinc; acetic acid / water / 50 °C 2: N-Bromosuccinimide; acetic acid / chloroform / 3 h / Reflux View Scheme

: 1564-64-3
9-Bromoanthracene

: 121848-75-7
10,10'-dibromo-9,9'-bianthryl

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: zinc; triphenylphosphine; nickel dibromide / tetrahydrofuran 2: N-Bromosuccinimide / N,N-dimethyl-formamide View Scheme

: 121848-75-7
10,10'-dibromo-9,9'-bianthryl

: 143418-49-9
3,4,5-trifluorophenylboronic acid

: 1505455-99-1
10,10'-bis(3,4,5-trifluorophenyl)-9,9'-bianthracene

Conditions

Conditions	Yield
With tetrakis(triphenylphosphine) palladium(0); water; potassium carbonate In tetrahydrofuran for 24h; Suzuki Coupling; Inert atmosphere; Reflux;	96%

: 121848-75-7
10,10'-dibromo-9,9'-bianthryl

: 98-80-6
phenylboronic acid

: 10-bromo-10'-phenyl-9,9'-bianthracene

Conditions

Conditions	Yield
With tetrakis(triphenylphosphine) palladium(0); sodium carbonate In ethanol; water; toluene for 1.5h; Inert atmosphere; Reflux;	95.4%

: 121848-75-7
10,10'-dibromo-9,9'-bianthryl

: 32316-92-0
naphthalene-2-boronic acid

: 10-(2-naphthyl)-10'-bromo-9,9'-bianthracene

Conditions

Conditions	Yield
With tetrakis(triphenylphosphine) palladium(0); sodium carbonate In ethanol; water; toluene for 1.5h; Inert atmosphere; Reflux;	95%
With tetrakis(triphenylphosphine) palladium(0); 2-dicyclophosphine-2',6'-dimethoxybiphenyl; sodium carbonate In ethanol; water; toluene at 80℃; for 16h; Inert atmosphere;	74%

: 121848-75-7
10,10'-dibromo-9,9'-bianthryl

: 768-35-4
3-fluorophenylboronic acid

: 1505455-96-8
10,10'-bis(3-fluorophenyl)-9,9'-bianthracene

Conditions

Conditions	Yield
With tetrakis(triphenylphosphine) palladium(0); water; potassium carbonate In tetrahydrofuran for 24h; Suzuki Coupling; Inert atmosphere; Reflux;	93%

: 121848-75-7
10,10'-dibromo-9,9'-bianthryl

: 1765-93-1
4-fluoroboronic acid

: 1505455-97-9
10,10'-bis(4-fluorophenyl)-9,9'-bianthracene

Conditions

Conditions	Yield
With tetrakis(triphenylphosphine) palladium(0); water; potassium carbonate In tetrahydrofuran for 24h; Suzuki Coupling; Inert atmosphere; Reflux;	91%

: 121848-75-7
10,10'-dibromo-9,9'-bianthryl

: 144025-03-6
2,4-difluorophenylboronic acid

: 1505455-98-0
10,10'-bis(2,4-difluorophenyl)-9,9'-bianthracene

Conditions

Conditions	Yield
With tetrakis(triphenylphosphine) palladium(0); water; potassium carbonate In tetrahydrofuran for 24h; Suzuki Coupling; Inert atmosphere; Reflux;	90%

: 121848-75-7
10,10'-dibromo-9,9'-bianthryl

: 87199-17-5
4-formylphenylboronic acid,

: 4,4′-([9,9′-bianthracene]-10,10′-diyl)dibenzaldehyde

Conditions

Conditions	Yield
With tetrakis(triphenylphosphine) palladium(0); potassium carbonate In tetrahydrofuran; water for 24h; Inert atmosphere; Reflux;	90%

: 121848-75-7
10,10'-dibromo-9,9'-bianthryl

: 766-97-2
4-n-methylphenylacetylene

: 10,10′-bis(p-tolylethynyl)-9,9′-bianthryl

Conditions

Conditions	Yield
With copper(l) iodide; tetrakis(triphenylphosphine) palladium(0); triethylamine In tetrahydrofuran at 70 - 80℃; for 36h; Sonogashira Cross-Coupling; Inert atmosphere; Sealed tube;	89%

: 121848-75-7
10,10'-dibromo-9,9'-bianthryl

: 1993-03-9
o-fluorophenylboronic acid

: 1505455-95-7
10,10'-bis(2-fluorophenyl)-9,9'-bianthracene

Conditions

Conditions	Yield
With tetrakis(triphenylphosphine) palladium(0); water; potassium carbonate In tetrahydrofuran for 24h; Suzuki Coupling; Inert atmosphere; Reflux;	89%

: 121848-75-7
10,10'-dibromo-9,9'-bianthryl

: 128796-39-4
4-trifluoromethylphenylboronic acid

: 10,10′-bis(4-(trifluoromethyl)phenyl)-9,9′-bianthracene

Conditions

Conditions	Yield
With tetrakis(triphenylphosphine) palladium(0); potassium carbonate In tetrahydrofuran Suzuki Coupling;	89%

: 867044-33-5
(4-(2-phenyl-1H-benzo[d]imidazol-1-yl)phenyl)-boronic acid

: 121848-75-7
10,10'-dibromo-9,9'-bianthryl

: C66H42N4

Conditions

Conditions	Yield
With tetrakis(triphenylphosphine) palladium(0); sodium carbonate In ethanol; water; toluene for 5h; Inert atmosphere; Reflux;	87.14%

: 121848-75-7
10,10'-dibromo-9,9'-bianthryl

: 9,9’-(5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1,3-phenylene)bis(3,6-di-tert-butyl-9H-carbazole)

: 10,10′ -bis(3,5-bis(3,6-di-tert-butylcarbazol-9-yl)-phenyl)-9,9′ -bianthracene

Conditions

Conditions	Yield
With tetrakis(triphenylphosphine) palladium(0); sodium carbonate In tetrahydrofuran for 24h; Suzuki-Miyaura Coupling; Reflux; Inert atmosphere;	87%

: 121848-75-7
10,10'-dibromo-9,9'-bianthryl

: 2222-33-5
dibenzosuberenon

: C58H38O2

Conditions

Conditions	Yield
Stage #1: 10,10'-dibromo-9,9'-bianthryl With n-butyllithium In tetrahydrofuran; hexane at -78℃; for 1h; Inert atmosphere; Stage #2: dibenzosuberenon In tetrahydrofuran; hexane at -78 - 20℃; for 16h; Inert atmosphere;	86%

: 121848-75-7
10,10'-dibromo-9,9'-bianthryl

: 10-hexadecyl-3-vinyl-10H-phenothiazine

: 10,10'-bis((E)-2-(10-hexadecyl-10H-phenothiazine-3-yl)vinyl)-9,9'-bianthracene

Conditions

Conditions	Yield
With tetrabutylammomium bromide; palladium diacetate; potassium carbonate In N,N-dimethyl-formamide at 110℃; for 18h; Heck Reaction; Inert atmosphere;	85%

: 121848-75-7
10,10'-dibromo-9,9'-bianthryl

: 73852-19-4
3,5-bis-trifluromethylphenylboronic acid

: 1505456-00-7
10,10'-bis[3,5-bis(trifluoromethyl)phenyl]-9,9'-bianthracene

Conditions

Conditions	Yield
With tetrakis(triphenylphosphine) palladium(0); water; potassium carbonate In tetrahydrofuran for 24h; Suzuki Coupling; Inert atmosphere; Reflux;	83%

: 121848-75-7
10,10'-dibromo-9,9'-bianthryl

: 1423-26-3
(meta-(trifluoromethyl)phenyl)boronic acid

: 10,10′-bis(3-(trifluoromethyl)phenyl)-9,9′-bianthracene

Conditions

Conditions	Yield
With tetrakis(triphenylphosphine) palladium(0); potassium carbonate In tetrahydrofuran Suzuki Coupling;	83%

: 121848-75-7
10,10'-dibromo-9,9'-bianthryl

: 250603-10-2
4-dihydroxyborylstilbene

: 10,10'-distylbenylbiantryl

Conditions

Conditions	Yield
With potassium carbonate; Pd catalyst In tetrahydrofuran; toluene; butan-1-ol for 80h; Heating;	82%

: 10-octyl-3-vinyl-10H-phenothiazine

: 121848-75-7
10,10'-dibromo-9,9'-bianthryl

: 10,10'-bis((E)-2-(10-octyl-10H-phenothiazine-3-yl)vinyl)-9,9'-bianthracene

Conditions

Conditions	Yield
With tetrabutylammomium bromide; palladium diacetate; potassium carbonate In N,N-dimethyl-formamide at 110℃; for 18h; Heck Reaction; Inert atmosphere;	82%

: 101-70-2
bis(4-methoxyphenyl)amine

: 121848-75-7
10,10'-dibromo-9,9'-bianthryl

: C56H44N2O4

Conditions

Conditions	Yield
With tri-tert-butyl phosphine; palladium diacetate; sodium t-butanolate In toluene at 120℃; for 8h; Buchwald-Hartwig Coupling; Inert atmosphere;	82%

: 100124-06-9
4-dibenzofurylboronic acid

: 121848-75-7
10,10'-dibromo-9,9'-bianthryl

: 4-(10'-bromo-9,9'-bianthracene-10-yl)dibenzo[b,d]furan

Conditions

Conditions	Yield
With tetrakis(triphenylphosphine) palladium(0); sodium carbonate In water; toluene at 90℃; Inert atmosphere;	81%

: 54737-45-0
(E)-2-bromostilbene

: 121848-75-7
10,10'-dibromo-9,9'-bianthryl

: 7439-95-4
magnesium

: C56H38

Conditions

Conditions	Yield
Stage #1: (E)-2-bromostilbene; magnesium With iodine In tetrahydrofuran at 20 - 60℃; for 1.5h; Stage #2: 10,10'-dibromo-9,9'-bianthryl With diisobutylaluminium hydride; bis-triphenylphosphine-palladium(II) chloride In tetrahydrofuran; toluene at 20℃; Heating / reflux;	80%

...Expand

: 1-bromo-3-(1-phenylprop-1-en-2-yl)benzene

: 121848-75-7
10,10'-dibromo-9,9'-bianthryl

: 7439-95-4
magnesium

: C58H42

Conditions

Conditions	Yield
Stage #1: 1-bromo-3-(1-phenylprop-1-en-2-yl)benzene; magnesium With iodine In tetrahydrofuran at 20 - 60℃; for 1.5h; Stage #2: 10,10'-dibromo-9,9'-bianthryl With diisobutylaluminium hydride; bis-triphenylphosphine-palladium(II) chloride In tetrahydrofuran; toluene at 20℃; Heating / reflux;	79%

...Expand

: 121848-75-7
10,10'-dibromo-9,9'-bianthryl

: C26H35NS

: 10,10'-bis((E)-2-(10-dodecyl-10H-phenothiazine-3-yl)vinyl)-9,9'-bianthracene

Conditions

Conditions	Yield
With tetrabutylammomium bromide; palladium diacetate; potassium carbonate In N,N-dimethyl-formamide at 110℃; for 18h; Heck Reaction; Inert atmosphere;	79%

: 121848-75-7
10,10'-dibromo-9,9'-bianthryl

: 3,5-di(4-tertiarybutylphenyl)phenylboronic acid

: 1323304-58-0
C80H74

Conditions

Conditions	Yield
With sodium carbonate; tetrakis(triphenylphosphine) palladium(0) In ethanol; water; toluene for 24h; Reflux; Inert atmosphere;	75%

: 121848-75-7
10,10'-dibromo-9,9'-bianthryl

: N-[4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl) phenyl]-(3-methylphenyl)phenylamine

: 10,10'-bis(N-4-((3-methylphenyl)phenylamino)phenyl)-9,9'-dianthryl

Conditions

Conditions	Yield
With tetrakis(triphenylphosphine) palladium(0); Aliquat 336; potassium carbonate In toluene at 120℃; Inert atmosphere;	75%

: 121848-75-7
10,10'-dibromo-9,9'-bianthryl

: benzo[b]naphtho[2,3-d]furan-2-ylboronic acid

: C44H25BrO

Conditions

Conditions	Yield
With tetrakis(triphenylphosphine) palladium(0); 2-dicyclophosphine-2',6'-dimethoxybiphenyl; sodium carbonate In ethanol; water; toluene at 80℃; for 16h; Inert atmosphere;	75%

: 121848-75-7
10,10'-dibromo-9,9'-bianthryl

: 201802-67-7
4-(diphenylamino)phenyl boronic acid

: 10,10′-bis(N,N-diphenyl-4-anilino)-9,9′-bianthryl

Conditions

Conditions	Yield
With tetrakis(triphenylphosphine) palladium(0); sodium hydrogencarbonate In water; toluene at 90 - 100℃; for 12h; Suzuki Coupling; Inert atmosphere; Sealed tube;	74%

: 121848-75-7
10,10'-dibromo-9,9'-bianthryl

: 128388-54-5
3,5-diphenylphenylboronic acid

: 10,10'-di([1,1':3′,1''-terphenyl]-5'-yl)-9,9'-bianthracene

Conditions

Conditions	Yield
With sodium hydrogencarbonate; tetrakis(triphenylphosphine) palladium(0) In ethanol; water; toluene for 4h; Reflux; Inert atmosphere;	73%

10,10'-Dibromo-9,9'-bianthryl Specification

The 10,10'-Dibromo-9,9'-bianthryl, with the cas registry number 121848-75-7, has other names as 9,9'-Bianthryl,10,10'-dibromo- (6CI).

The characteristics of this kind of chemical are as follows: (1)ACD/LogP: 10.35; (2)# of Rule of 5 Violations: 2; (3)ACD/LogD (pH 5.5): 10; (4)ACD/LogD (pH 7.4): 10; (5)#H bond acceptors: 0; (6)#Freely Rotating Bonds: 1; (7)Polar Surface Area: 0; (8)Index of Refraction: 1.794; (9)Molar Refractivity: 137.595 cm³; (10)Molar Volume: 323.551 cm³; (11)Polarizability: 54.547× 10^-24 cm³; (12)Surface Tension: 59.062 dyne/cm; (13)Density: 1.583 g/cm³; (14)Flash Point: 361.42 °C; (15)Enthalpy of Vaporization: 85.901 kJ/mol; (16)Boiling Point: 598.992 °C at 760 mmHg

Additionally, the following datas could be converted into the molecular structure:
(1)SMILES:Brc5c1ccccc1c(c3c2ccccc2c(Br)c4ccccc34)c6ccccc56
(2)InChI:InChI=1/C28H16Br2/c29-27-21-13-5-1-9-17(21)25(18-10-2-6-14-22(18)27)26-19-11-3-7-15-23(19)28(30)24-16-8-4-12-20(24)26/h1-16H
(3)InChIKey:NPNNLGXEAGTSRN-UHFFFAOYAE

Product Name

10,10'-Dibromo-9,9'-bianthryl

Synthetic route

10,10'-Dibromo-9,9'-bianthryl Specification

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