3,8-Dibromophenanthroline supplier

Name
3,8-Dibromophenanthroline
EINECS
CAS No. 100125-12-0
Article Data24
CAS DataBase
Density 1.915
Solubility
Melting Point 221-222 °C
Formula C12H6 Br2 N2
Boiling Point 428.914oC at 760 mmHg
Molecular Weight 338.001
Flash Point 213.2oC
Transport Information
Appearance
Safety
Risk Codes
Molecular Structure
Hazard Symbols
Synonyms 3,8-Dibromo-1,10-phenanthroline;3,8-Dibromophenanthroline
PSA 25.78000
LogP 4.30800

Synthetic route

: 66-71-7
1,10-Phenanthroline

: 100125-12-0
3,8-dibromo-1,10-phenathroline

Conditions

Conditions	Yield
With pyridine; disulfur dichloride; bromine In various solvent(s) at 78℃; for 12h;	75%
With pyridine; thiothionyl chloride; n-Butyl chloride; bromine for 24h; Reflux;	70%
With pyridine; disulfur dichloride; bromine In water	64%

: 66-71-7
1,10-Phenanthroline

A: 66127-01-3
3-bromophenanthroline

B: 100125-12-0
3,8-dibromo-1,10-phenathroline

Conditions

Conditions	Yield
With bromine In nitrobenzene	A 38% B 60%

: 3829-86-5
1,10-phenanthroline hydrochloride

A: 66127-01-3
3-bromophenanthroline

B: 100125-12-0
3,8-dibromo-1,10-phenathroline

Conditions

Conditions	Yield
With bromine In nitrobenzene at 130 - 140℃; for 3h;	A 33% B 17%
With water; bromine In nitrobenzene
With bromine In bromobenzene at 135℃; for 36h;

: 139399-67-0
3-bromo-8-aminoquinoline

: 408529-03-3
3,3-diacetoxy-2-bromo-propene

: 100125-12-0
3,8-dibromo-1,10-phenathroline

Conditions

Conditions	Yield
With phosphoric acid; orthoarsenic acid

: 100125-12-0
3,8-dibromo-1,10-phenathroline

: 1066-54-2
trimethylsilylacetylene

: 320573-10-2
3,8-bis(trimethylsilanylethynyl)-[1,10]phenanthroline

Conditions

Conditions	Yield
With copper(l) iodide; N-ethyl-N,N-diisopropylamine; bis-triphenylphosphine-palladium(II) chloride In benzene at 95℃; for 40h; Sonogashira coupling;	100%
With copper(l) iodide; diisopropylamine; bis-triphenylphosphine-palladium(II) chloride In tetrahydrofuran at 20℃; Sonogashira coupling reaction;	90%
With copper(l) iodide; tetrakis(triphenylphosphine) palladium(0); triethylamine In tetrahydrofuran at 60℃; under 2068.59 Torr; for 6h;	88%

: 17084-13-8
potassium hexafluorophosphate

: cis-bis-(2,2′-bipyridine) dichlororuthenium(II) dihydrate

: 100125-12-0
3,8-dibromo-1,10-phenathroline

: [Ru(bpy)(3,8-dibromo-1,10-phenanthroline)](PF6)2

Conditions

Conditions	Yield
Stage #1: cis-bis-(2,2′-bipyridine) dichlororuthenium(II) dihydrate; 3,8-dibromo-1,10-phenathroline In methanol for 16h; Reflux; Stage #2: potassium hexafluorophosphate In methanol; water at 4℃; for 16h;	100%

...Expand

: 2,2'-p-[2,5-bis(dodecyloxy)-1,4-phenylene]bis(5,5-dimethyl-1,3,2-dioxaborinane)

: 100125-12-0
3,8-dibromo-1,10-phenathroline

polymer, Mn 7000 Da, Mw/Mn 2.0; monomer(s): 3,8-dibromo-1,10-phenanthroline; 2,2-[2,5-bis(dodecyloxy)-1,4-phenylene]bis(5,5-dimethyl-1,3,2-dioxaborinane): polymer, Mn 7000 Da, Mw/Mn 2.0; monomer(s): 3,8-dibromo-1,10-phenanthroline; 2,2-[2,5-bis(dodecyloxy)-1,4-phenylene]bis(5,5-dimethyl-1,3,2-dioxaborinane)

Conditions

Conditions	Yield
With base; tetrakis(triphenylphosphine) palladium(0) In tetrahydrofuran; water at 60℃; Suzuki reaction;	97%

: 100125-12-0
3,8-dibromo-1,10-phenathroline

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

: 1228032-35-6
3,8-bis[(3,5-bis(trifluoromethyl))phenyl]-1,10-phenanthroline

Conditions

Conditions	Yield
With dicyclohexyl-(2',6'-dimethoxybiphenyl-2-yl)-phosphane; tris-(dibenzylideneacetone)dipalladium(0); caesium carbonate In tetrahydrofuran; water at 80℃; Suzuki cross-coupling; Inert atmosphere;	95%
Stage #1: 3,8-dibromo-1,10-phenathroline; 3,5-bis-trifluromethylphenylboronic acid With potassium carbonate In 1,4-dioxane; water Suzuki Coupling; Inert atmosphere; Glovebox; Stage #2: With palladium diacetate; tricyclohexylphosphine In 1,4-dioxane; water for 17h; Suzuki Coupling; Reflux;	91%

: 1003-09-4
2-bromothiophene

: 100125-12-0
3,8-dibromo-1,10-phenathroline

: 3,8-bis(thiophen-2',2"-yl)-1,10-phenanthroline

Conditions

Conditions	Yield
Stage #1: 2-bromothiophene With magnesium In tetrahydrofuran at 20℃; for 2h; Stage #2: 3,8-dibromo-1,10-phenathroline; 1,3-bis[(diphenylphosphino)propane]dichloronickel(II) In tetrahydrofuran for 14h;	94%

: 100125-12-0
3,8-dibromo-1,10-phenathroline

: 305344-39-2
2-(4-(5,5-dimethyl-1,3-dioxan-2-yl)phenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane

: 3,8-di[p-(5,5-dimethyl-1,3-dioxan-2-yl)]phenyl-1,10-phenanthroline

Conditions

Conditions	Yield
With barium dihydroxide; tetrakis(triphenylphosphine) palladium(0) In water; toluene for 48h; Suzuki cross-coupling; Heating;	92%

: 100125-12-0
3,8-dibromo-1,10-phenathroline

: 602331-25-9
3,8-dibromo-5,6-dihydro-1,10-phenanthroline-5,6-dione

Conditions

Conditions	Yield
With sulfuric acid; nitric acid; potassium bromide at 130℃; for 3h;	92%
With sulfuric acid; nitric acid; potassium bromide for 3h; Heating;	91.6%
Stage #1: 3,8-dibromo-1,10-phenathroline With sulfuric acid; nitric acid; potassium bromide at 0 - 110℃; for 3h; Stage #2: With sodium hydroxide In water pH=7; Temperature; Cooling with ice;	90%

: ammonium hexafluorophosphate

: 100125-12-0
3,8-dibromo-1,10-phenathroline

: bis(4,4'-di-tert-butyl-2,2'-bipyridine)-ruthenium(II)-dichloride

: bis(4,4'-di-tert-butyl-2,2'-bipyridine)(3,8-dibromo-1,10-phenanthroline)ruthenium(II) hexafluorophosphate

Conditions

Conditions	Yield
In ethanol; water other Radiation; (Ar or N2), Ru complex and ligand (1:1) suspnd. on EtOH/H2O 5:3 v/v, refluxed for 2 h under microwave irradiation, cooled to room temp., filtered, concd., pptd. with aq.NH4PF6; filtered, washed (h2O, EtOH, Et2O), dried (air);	91%

...Expand

: 100125-12-0
3,8-dibromo-1,10-phenathroline

: 536-74-3
phenylacetylene

: 168003-69-8
3,8-bis(phenylacetylene)-1,10-phenanthroline

Conditions

Conditions	Yield
With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; triethylamine In methanol for 4h; Ambient temperature;	90%
With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; triethylamine In methanol at 40 - 50℃; Sonogashira cross-coupling; Inert atmosphere; Sonication;	81%

: 67-56-1
methanol

: 100125-12-0
3,8-dibromo-1,10-phenathroline

: 3,8-dimethoxy-1,10-phenanthroline

Conditions

Conditions	Yield
Stage #1: methanol With sodium hydride for 0.75h; Heating; Stage #2: 3,8-dibromo-1,10-phenathroline In N,N-dimethyl-formamide at 50℃; for 15h;	90%

: copper(II) choride dihydrate

: 100125-12-0
3,8-dibromo-1,10-phenathroline

: 21436-03-3
(S,S)-1,2-diaminocyclohexane

: potassium perchlorate

: [copper(II)((1S,2S)-diaminocyclohexane)(3,8-dibromo-1,10-phenanthroline)](perchlorate) monohydrate

Conditions

Conditions	Yield
In ethanol; water at 60℃; for 3.5h;	90%

...Expand

: [iridium(III)(μ-chloro)(2-phenylpyridine)2]2

: 100125-12-0
3,8-dibromo-1,10-phenathroline

: C34H22Br2IrN4(1+)*Cl(1-)

Conditions

Conditions	Yield
In methanol; dichloromethane for 6h; Reflux;	90%
In methanol; dichloromethane for 6h; Reflux;	70%

: 100125-12-0
3,8-dibromo-1,10-phenathroline

: potassium vinyltrifluoroborate

: 3,8-divinyl-1,10-phenanthroline

Conditions

Conditions	Yield
With potassium phosphate; tetrakis(triphenylphosphine) palladium(0) In 1,4-dioxane; water for 48h; Inert atmosphere; Reflux;	90%

: 100125-12-0
3,8-dibromo-1,10-phenathroline

: 768-60-5
4-methoxyphenylacetylen

: 168003-71-2
3,8-di(4-methoxyphenylethynyl)-1,10-phenanthroline

Conditions

Conditions	Yield
With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; triethylamine In methanol for 4h; Ambient temperature;	89%

: 100125-12-0
3,8-dibromo-1,10-phenathroline

: 182163-96-8
3,4,5-trimethoxyphenylboronic Acid

: 3,8-bis(3,4,5-tris(methoxy)phenyl)-1,10-phenanthroline

Conditions

Conditions	Yield
With tetrakis(triphenylphosphine) palladium(0); sodium carbonate In tetrahydrofuran; ethanol; water for 18h; Suzuki Coupling; Inert atmosphere; Reflux;	88%

: 100125-12-0
3,8-dibromo-1,10-phenathroline

: 766-97-2
4-n-methylphenylacetylene

: 3,8-Bis-p-tolylethynyl-[1,10]phenanthroline

Conditions

Conditions	Yield
With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; triethylamine In methanol for 4h; Ambient temperature;	87%

: 100125-12-0
3,8-dibromo-1,10-phenathroline

: 38274-16-7
2-bromo-1-(trimethylsilylethynyl)benzene

: 503809-92-5
3,8-bis-(2-trimethylsilanylethynyl-phenyl)-[1,10]phenanthroline

Conditions

Conditions	Yield
Stage #1: 2-bromo-1-(trimethylsilylethynyl)benzene With n-butyllithium In tetrahydrofuran at -78℃; Stage #2: 3,8-dibromo-1,10-phenathroline With tetrakis(triphenylphosphine) palladium(0) In tetrahydrofuran; N,N-dimethyl-formamide for 72h; Heating;	87%

: 14057-91-1
tetrakis(acetonitrile)copper(I) perchlorate

: 100125-12-0
3,8-dibromo-1,10-phenathroline

: 75-09-2
dichloromethane

: 161265-03-8
4,5-bis(diphenylphosphino)-9,9-dimethylxanthene

: [Cu(3,8-dibromo-1,10-phenanthroline)(9,9-dimethyl-4,5-bis(diphenylphosphino)-9H-xanthene)]ClO4*2CH2Cl2

Conditions

Conditions	Yield
at 20℃; for 5h; Inert atmosphere; Schlenk technique;	86.1%

...Expand

: 100125-12-0
3,8-dibromo-1,10-phenathroline

: C25H20N2

: C62H44N6

Conditions

Conditions	Yield
With tris-(dibenzylideneacetone)dipalladium(0); tri-tert-butyl phosphine; sodium t-butanolate In 5,5-dimethyl-1,3-cyclohexadiene at 110℃; Inert atmosphere;	85%

: 100125-12-0
3,8-dibromo-1,10-phenathroline

: C25H20N2

: C62H44N6

Conditions

Conditions	Yield
With tris-(dibenzylideneacetone)dipalladium(0); tri-tert-butyl phosphine; sodium t-butanolate In 5,5-dimethyl-1,3-cyclohexadiene at 110 - 120℃; Inert atmosphere;	85%

: 100125-12-0
3,8-dibromo-1,10-phenathroline

: C25H20N2

: C62H44N6

Conditions

Conditions	Yield
With tris-(dibenzylideneacetone)dipalladium(0); tri-tert-butyl phosphine; sodium t-butanolate In 5,5-dimethyl-1,3-cyclohexadiene at 110 - 120℃; Inert atmosphere;	85%

: 100125-12-0
3,8-dibromo-1,10-phenathroline

: C25H20N2

: C62H44N6

Conditions

Conditions	Yield
With tris-(dibenzylideneacetone)dipalladium(0); tri-tert-butyl phosphine; sodium t-butanolate In 5,5-dimethyl-1,3-cyclohexadiene at 110 - 120℃; Inert atmosphere;	85%

: 100125-12-0
3,8-dibromo-1,10-phenathroline

: 106-93-4
ethylene dibromide

: N,N'-ethyl-3,8-dibromo-1,10-phenanthrolinium dibromide

Conditions

Conditions	Yield
at 100℃; for 48h; Autoclave;	85%

: 100125-12-0
3,8-dibromo-1,10-phenathroline

: 213596-33-9
2-(4-methoxyphenyl)-5,5-dimethyl-1,3,2-dioxaborolane

: 209795-84-6
3,8-bis-(4-methoxyphenyl)-1,10-phenanthroline

Conditions

Conditions	Yield
With sodium carbonate; tetrakis(triphenylphosphine) palladium(0) In toluene at 80℃; for 12h;	84%

: 100125-12-0
3,8-dibromo-1,10-phenathroline

: 5720-07-0
4-methoxyphenylboronic acid

: 209795-84-6
3,8-bis-(4-methoxyphenyl)-1,10-phenanthroline

Conditions

Conditions	Yield
With sodium carbonate; tetrakis(triphenylphosphine) palladium(0) In methanol; toluene for 24h; Suzuki cross-coupling; Heating;	84%
With tetrakis(triphenylphosphine) palladium(0); sodium carbonate In ethanol; water; toluene at 80℃; for 12h; Inert atmosphere;	78%
With tetrakis(triphenylphosphine) palladium(0); sodium carbonate In tetrahydrofuran; ethanol; water for 18h; Suzuki Coupling; Inert atmosphere; Reflux;	75%

: 2,7-bis(5,5-dimethyl-1,3,2-dioxaborinan-2-yl)-9,9-dioctylfluorene

: 100125-12-0
3,8-dibromo-1,10-phenathroline

polymer, Mn 6700 Da, Mw/Mn 1.8; monomer(s): 3,8-dibromo-1,10-phenanthroline; 2,2\-(9,9-dioctyl-9H-fluorene-2,7-diyl)bis(5,5-dimethyl-1,3,2-dioxaborinane): polymer, Mn 6700 Da, Mw/Mn 1.8; monomer(s): 3,8-dibromo-1,10-phenanthroline; 2,2\-(9,9-dioctyl-9H-fluorene-2,7-diyl)bis(5,5-dimethyl-1,3,2-dioxaborinane)

Conditions

Conditions	Yield
With base; tetrakis(triphenylphosphine) palladium(0) In tetrahydrofuran; water at 60℃; Suzuki reaction;	84%

: 1032392-75-8
2-{9,9-bis[6-(N-carbazolyl)hexyl]fluoren-2-yl}[1,3,2]dioxaborolane

: 100125-12-0
3,8-dibromo-1,10-phenathroline

: 1032392-82-7
3,8-bis(9,9-bis(6-(9H-carbazol-9-yl)hexyl)-9H-fluoren-2-yl)-1,10-phenanthroline

Conditions

Conditions	Yield
With sodium carbonate; tetrakis(triphenylphosphine) palladium(0) In tetrahydrofuran; toluene at 88℃; for 48h; Susuki-Miyaura cross-coupling reaction;	84%

: 100125-12-0
3,8-dibromo-1,10-phenathroline

: 4433-01-6
3,3'-bis(hydroxycarbonyl)-2,2'-bipyridine

: 6147-53-1
cobalt(II) diacetate tetrahydrate

: 1460349-93-2
C28H20Br2CoN4O8

Conditions

Conditions	Yield
With sodium hydroxide In tetrahydrofuran; methanol; water for 6h; Reflux;	83%

...Expand

: 14282-76-9
2-bromo-3-methylthiophene

: 100125-12-0
3,8-dibromo-1,10-phenathroline

: 1083197-15-2
3,8-di(3-methylthiophen-2-yl)-1,10-phenanthroline

Conditions

Conditions	Yield
Stage #1: 2-bromo-3-methylthiophene With iodine; magnesium In tetrahydrofuran at 20℃; Inert atmosphere; Reflux; Stage #2: 3,8-dibromo-1,10-phenathroline With 1,3-bis[(diphenylphosphino)propane]dichloronickel(II) In tetrahydrofuran at 20℃; for 14h; Kumada-Corriu coupling reaction; Inert atmosphere; Reflux;	82.3%

: 401813-32-9
fluoranthene-8-ylboronic acid

: 100125-12-0
3,8-dibromo-1,10-phenathroline

: 676542-62-4
C44H24N2

Conditions

Conditions	Yield
With sodium carbonate; tetrakis(triphenylphosphine) palladium(0) In ethanol; water; toluene at 20 - 77℃; for 3.5h;	82%

3,8-Dibromophenanthroline Chemical Properties

The MF of 3,8-Dibromophenanthroline(100125-12-0): C₁₂H₈Br₂N₂
The MW of 3,8-Dibromophenanthroline(100125-12-0): 340.01
density: 1.915
Synonyms: 3,8-Dibromo-1,10-phenanthroline;3,8-Dibromophenanthroline
The Structure of 3,8-Dibromophenanthroline(100125-12-0):

Product Name

3,8-Dibromophenanthroline

Synthetic route

3,8-Dibromophenanthroline Chemical Properties

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