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CAS No.: | 100125-12-0 |
---|---|
Name: | 3,8-Dibromophenanthroline |
Article Data: | 24 |
Molecular Structure: | |
Formula: | C12H6 Br2 N2 |
Molecular Weight: | 338.001 |
Synonyms: | 3,8-Dibromo-1,10-phenanthroline;3,8-Dibromophenanthroline |
Density: | 1.915 |
Melting Point: | 221-222 °C |
Boiling Point: | 428.914oC at 760 mmHg |
Flash Point: | 213.2oC |
PSA: | 25.78000 |
LogP: | 4.30800 |
1,10-Phenanthroline
3,8-dibromo-1,10-phenathroline
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% |
1,10-Phenanthroline
A
3-bromophenanthroline
B
3,8-dibromo-1,10-phenathroline
Conditions | Yield |
---|---|
With bromine In nitrobenzene | A 38% B 60% |
1,10-phenanthroline hydrochloride
A
3-bromophenanthroline
B
3,8-dibromo-1,10-phenathroline
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; |
3-bromo-8-aminoquinoline
3,3-diacetoxy-2-bromo-propene
3,8-dibromo-1,10-phenathroline
Conditions | Yield |
---|---|
With phosphoric acid; orthoarsenic acid |
3,8-dibromo-1,10-phenathroline
trimethylsilylacetylene
3,8-bis(trimethylsilanylethynyl)-[1,10]phenanthroline
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% |
potassium hexafluorophosphate
3,8-dibromo-1,10-phenathroline
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% |
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)
Conditions | Yield |
---|---|
With base; tetrakis(triphenylphosphine) palladium(0) In tetrahydrofuran; water at 60℃; Suzuki reaction; | 97% |
3,8-dibromo-1,10-phenathroline
3,5-bis-trifluromethylphenylboronic acid
3,8-bis[(3,5-bis(trifluoromethyl))phenyl]-1,10-phenanthroline
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% |
2-bromothiophene
3,8-dibromo-1,10-phenathroline
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% |
3,8-dibromo-1,10-phenathroline
2-(4-(5,5-dimethyl-1,3-dioxan-2-yl)phenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane
Conditions | Yield |
---|---|
With barium dihydroxide; tetrakis(triphenylphosphine) palladium(0) In water; toluene for 48h; Suzuki cross-coupling; Heating; | 92% |
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