5,6-Diamino-1,10-phenanthroline supplier

Name
5,6-Diamino-1,10-phenanthroline
EINECS
CAS No. 168646-54-6
Article Data23
CAS DataBase
Density 1.414 g/cm³
Solubility
Melting Point 155-156 °C
Formula C₁₂H₁₀N₄
Boiling Point 492.661 ºC at 760 mmHg
Molecular Weight 210.238
Flash Point 283.784 ºC
Transport Information
Appearance
Safety
Risk Codes
Molecular Structure
Hazard Symbols
Synonyms 1,10-Phenanthroline-5,6-diamine;
PSA 77.82000
LogP 3.10980

Synthetic route

: 1,10-phenanthroline-5,6-dioxime

: 168646-54-6
1,10-o-phenanthroline-5,6-diamine

Conditions

Conditions	Yield
With hydrogen; palladium on activated charcoal In ethanol at 20℃; under 3750.3 Torr; for 24h;	89%

: 1,10-phenanthroline-5,6-dione dioxime

: 168646-54-6
1,10-o-phenanthroline-5,6-diamine

Conditions

Conditions	Yield
With sodium dithionite In ammonium hydroxide; ethanol at 85℃; for 0.75h;	86%
With palladium 10% on activated carbon; hydrazine In ethanol at 70℃; for 3h;	82%
Stage #1: 1,10-phenanthroline-5,6-dione dioxime With palladium on activated charcoal; hydrazine In ethanol at 70℃; for 24h; Inert atmosphere; Stage #2: With sodium dithionite; ammonia In ethanol for 0.75h; Reflux;	78%

: 168646-53-5
5-amino-6-nitro-1,10-phenanthroline

: 168646-54-6
1,10-o-phenanthroline-5,6-diamine

Conditions

Conditions	Yield
With hydrazine hydrate; palladium on activated charcoal	83%
With hydrazine hydrate; palladium on activated charcoal In ethanol for 2h; Heating;	65%
With palladium 10% on activated carbon; hydrazine hydrate In 1,4-dioxane; ethanol for 1.5h;	22%

: (5E,6Z)-1,10-phenanthroline-5,6-dione dioxime

: 168646-54-6
1,10-o-phenanthroline-5,6-diamine

Conditions

Conditions	Yield
With hydrazine hydrate; palladium on activated charcoal In ethanol for 12h; Heating;	83%

: 14090-76-7
phenanthrene-9,10-dione dioxime

: 168646-54-6
1,10-o-phenanthroline-5,6-diamine

Conditions

Conditions	Yield
With palladium on activated charcoal; hydrazine In ethanol Reflux;	70%

: 27318-90-7
1,10-phenanthroline-5,6-dione

: 168646-54-6
1,10-o-phenanthroline-5,6-diamine

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: 83 percent / Na2CO3; NH2OH*HCl / ethanol / 5 h / Heating 2: 89 percent / H2 / Pd/C / ethanol / 24 h / 20 °C / 3750.3 Torr View Scheme
Multi-step reaction with 2 steps 1: 95 percent / NH2OH*HCl, BaCO3 / ethanol / 12 h / Heating 2: 83 percent / hydrazine hydrate / 10percent Pd/C / ethanol / 12 h / Heating View Scheme
Multi-step reaction with 2 steps 1: hydroxylamine hydrochloride; barium carbonate / ethanol 2: hydrazine hydrate / ethanol View Scheme

: 4199-88-6
5-Nitro-1,10-phenanthroline

: 168646-54-6
1,10-o-phenanthroline-5,6-diamine

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: hydroxylamine hydrochloride / ethanol / Heating View Scheme
Multi-step reaction with 2 steps 1: NH3, KMnO4 / 2 h / -29 °C 2: 65 percent / N2H4*H2O / Pd/C / ethanol / 2 h / Heating View Scheme
Multi-step reaction with 2 steps 1: hydroxylamine hydrochloride; potassium hydroxide / ethanol / Reflux 2: palladium on activated charcoal; hydrazine View Scheme

: 66-71-7
1,10-Phenanthroline

: 168646-54-6
1,10-o-phenanthroline-5,6-diamine

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1: 85 percent / H2SO4, HNO3, NaBr / 100 °C 2: 95 percent / NH2OH*HCl, BaCO3 / ethanol / 12 h / Heating 3: 83 percent / hydrazine hydrate / 10percent Pd/C / ethanol / 12 h / Heating View Scheme

: Δ-[(bpy)2Ru(pq)]*2PF6

: 168646-54-6
1,10-o-phenanthroline-5,6-diamine

: Δ-[Ru(2,2'-bipyridine)2(tetrapyrido[3,2-a:2',3'-c:3'',2''-h:2''',3'''-j]phenazine)][PF6]2*1.5H2O

Conditions

Conditions	Yield
In methanol; acetonitrile under Ar atm. to refluxing soln. Ru complex in MeCN was added soln. phendiamine in MeOH and stirred at 80°C for 6 h; react. mixt. was cooled to room temp. and filtered, solvent was removed in vacuo, residue was triturated with MeCN, filtered, and evapd. to dryness; elem. anal.;	99%

: [Ru(2,2'-bipyridine)2(1,10-phenanthroline-5,6-dione)](PF6)2

: 168646-54-6
1,10-o-phenanthroline-5,6-diamine

: Λ-[Ru(2,2'-bipyridine)2(tetrapyrido[3,2-a:2',3'-c:3'',2''-h:2''',3'''-j]phenazine)][PF6]2*1.5H2O

Conditions

Conditions	Yield
In methanol; acetonitrile under Ar atm. to refluxing soln. Ru complex in MeCN was added soln. phendiamine in MeOH and stirred at 80°C for 6 h; react. mixt. was cooled to room temp. and filtered, solvent was removed in vacuo, residue was triturated with MeCN, filtered, and evapd. to dryness; elem. anal.;	96%

: 81-84-5
1,8-Naphthalic anhydride

: 168646-54-6
1,10-o-phenanthroline-5,6-diamine

: C24H12N4O

Conditions

Conditions	Yield
With acetic acid at 140℃; for 24h; Inert atmosphere;	94%

: ammonium hexafluorophosphate

: [(1,10-phenanthroline-5,6-dione)bis(2.2'-bipyridyl)ruthenium(II)] dichloride

: 168646-54-6
1,10-o-phenanthroline-5,6-diamine

: [Ru(2,2'-bipyridine)2(tetrapyrido[3,2-a:2',3'-c:3'',2''-h:2''',3'''-j]phenazine)](PF6)2

Conditions

Conditions	Yield
Stage #1: [(1,10-phenanthroline-5,6-dione)bis(2.2'-bipyridyl)ruthenium(II)] dichloride; 1,10-o-phenanthroline-5,6-diamine In methanol; acetonitrile for 6h; Reflux; Inert atmosphere; Stage #2: ammonium hexafluorophosphate In water; acetonitrile at 20℃; for 0.5h;	93%

...Expand

: 100-52-7
benzaldehyde

: 168646-54-6
1,10-o-phenanthroline-5,6-diamine

: 171565-44-9
2-phenyl-1H-imidazo[4,5-f ][1,10]phenanthroline

Conditions

Conditions	Yield
With acetic acid In ethanol; toluene for 6h; Inert atmosphere; Reflux;	91.55%
With acetic acid In ethanol; toluene for 6h; Inert atmosphere; Reflux;	91.55%
With acetic acid In ethanol; toluene for 6h; Inert atmosphere; Reflux;	91.55%

: ammonium hexafluorophosphate

: [Os(2,2'-bipyridine)2(1,10-phenanthroline-5,6-dione)](PF6)2

: 168646-54-6
1,10-o-phenanthroline-5,6-diamine

: [(2,2'-bipyridine)2Os(tetrapyrido[3,2-a:2',3'-c:3'',2''-h:2''',3'''-j]phenazine)](PF6)2 * 5 H2O

Conditions

Conditions	Yield
In methanol; acetonitrile addn. of 2 equiv. diaminophenanthroline (in MeOH) to Os-complex (in boiling MeCN), heating to 80°C for 6 h, cooling to room temp., filtration, washing of residue (MeCN), pptn. on addn. of concd. aq. NH4PF6 to filtrate; collection (filtration), washing (water, EtOH, Et2O), drying (vac.); elem. anal.;	90%

...Expand

: 168646-54-6
1,10-o-phenanthroline-5,6-diamine

: 6217-22-7
pyrene-4,5-dione

: C28H16N4

Conditions

Conditions	Yield
In ethanol for 8h; Reflux;	90%

: 168646-54-6
1,10-o-phenanthroline-5,6-diamine

: 1263320-32-6
[1,2,5]selenadiazole[3,4-f][1,10]phenanthroline

Conditions

Conditions	Yield
With selenium(IV) oxide In ethanol; water for 1h; Reflux;	90%
With selenium(IV) oxide In ethanol at 90℃; for 6h;	67.3%
With selenium(IV) oxide In ethanol for 6h; Reflux;	67.8%
With selenium(IV) oxide In ethanol for 6h; Reflux;

: 24677-78-9
2,3-dihydroxybenzaldehyde

: 168646-54-6
1,10-o-phenanthroline-5,6-diamine

: 3-(1H-imidazo[4,5-f][1,10]phenanthrolin-2-yl)benzene-1,2-diol

Conditions

Conditions	Yield
In ethanol at 70 - 80℃; for 24h;	89%

: 168646-54-6
1,10-o-phenanthroline-5,6-diamine

: C24H26O4

: 12,15-dimethoxy-10b,16b-dimethyl-10,10a,10b,10c,11,16,16a,16b,16c,17-decahydro-10,17:11,16-dimethanonaphtho<2'',3'':3',4'>cyclobuta<1',2':3,4>cyclobuta<1,2-I>dipyrido<3,2-a:2',3'-c>phenazine

Conditions

Conditions	Yield
In ethanol; chloroform for 4h; Heating; in the dark;	88%

: 3,8-bis(4-tert-butyl-phenyl)-1,10-phenanthroline-5,6-dione

: 168646-54-6
1,10-o-phenanthroline-5,6-diamine

: 3,16-di(4-tert-butyl-phenyl)-tetrapyridophenazine

Conditions

Conditions	Yield
In methanol for 48h; Reflux; Inert atmosphere;	88%

: 14099-01-5
rhenium(I) pentacarbonyl chloride

: 168646-54-6
1,10-o-phenanthroline-5,6-diamine

: fac-Re(5,6-diamino-1,10-phenanthroline)(CO)3Cl

Conditions

Conditions	Yield
In toluene for 18h; Reflux;	88%

: 37091-73-9
2-chloro-1,3-dimethylimidazolinium chloride

: 168646-54-6
1,10-o-phenanthroline-5,6-diamine

: C22H26N8

Conditions

Conditions	Yield
With triethylamine In acetonitrile for 6h; Cooling with ice; Reflux; Inert atmosphere; Schlenk technique;	88%

: 168646-54-6
1,10-o-phenanthroline-5,6-diamine

: 643-79-8
o-phthalic dicarboxaldehyde

: isoindolylimidazo[4,5,f][1,10]phenanthroline

Conditions

Conditions	Yield
Stage #1: 1,10-o-phenanthroline-5,6-diamine With hydrogenchloride In ethanol; water at 80℃; for 1h; Stage #2: o-phthalic dicarboxaldehyde In ethanol; water for 8h; Reflux;	88%

: 168646-54-6
1,10-o-phenanthroline-5,6-diamine

: 1,6-bis(N,N-dimethylaminophenyl)hexa-1,5-diyne-3,4-dione

: 6,7-bis(dimetylphenylsilylethynyl)pyrazino[2,3-f][1,10]phenanthroline

Conditions

Conditions	Yield
In acetic acid at 20℃; for 1h;	87%

: 168646-54-6
1,10-o-phenanthroline-5,6-diamine

: 95-01-2
2,4-Dihydroxybenzaldehyde

: 4-(1H-imidazo[4,5-f][1,10]phenanthrolin-2-yl)benzene-1,3-diol

Conditions

Conditions	Yield
In ethanol at 70 - 80℃; for 24h;	85%

: 4569-83-9
4-morpholinonaphthalene-1,2-dione

: 168646-54-6
1,10-o-phenanthroline-5,6-diamine

: 4-(benzo[h]dipyrido[3,2-a:2',3'-c]phenazin-14-yl)morpholine

Conditions

Conditions	Yield
With acetic acid In methanol Reflux;	84.03%

: 1160942-39-1
2,3-dioxo-5,10,15,20-tetramesitylchlorin

: 168646-54-6
1,10-o-phenanthroline-5,6-diamine

: (pyrazo[5′,6′-e]-1′,10′-phenanthroline)[b]meso-tetramesitylporphyrin-phenanthroline

Conditions

Conditions	Yield
With trifluoroacetic acid In dichloromethane Inert atmosphere; Reflux;	84%

: 56043-45-9, 13829-06-6
N,N,N',N'-tetramethylchlorformamidinium chloride

: 168646-54-6
1,10-o-phenanthroline-5,6-diamine

: C22H30N8

Conditions

Conditions	Yield
With triethylamine In acetonitrile for 6h; Cooling with ice; Reflux; Inert atmosphere; Schlenk technique;	84%

: 168646-54-6
1,10-o-phenanthroline-5,6-diamine

: 6305-43-7
1,4-Dibromo-butane-2,3-dione

: 2,3-bis(bromomethyl)pyrazino[2,3-f][1,10]phenanthroline

Conditions

Conditions	Yield
In methanol for 5h; Heating;	83%

: 24424-99-5
di-tert-butyl dicarbonate

: 168646-54-6
1,10-o-phenanthroline-5,6-diamine

: tert-butyl (6-amino-1,10-phenanthrolin-5-yl)carbamate

Conditions

Conditions	Yield
In methanol; dichloromethane at 20℃; for 24h;	83%

: 123135-53-5
4--1,2-naphthoquinone

: 168646-54-6
1,10-o-phenanthroline-5,6-diamine

: 4-(benzo[h]dipyrido[3,2-a:2',3'-c]phenazin-14-yl)-N,N-diethylaniline

Conditions

Conditions	Yield
With acetic acid In methanol Reflux;	82.23%

: 37942-07-7
3,5-di-tert-butyl-2-hydroxybenzaldehyde

: 168646-54-6
1,10-o-phenanthroline-5,6-diamine

: N,N'-bis(3,5-di-tert-butylsalicylidene)-5,6-(1,10-phenanthroline)diamine

Conditions

Conditions	Yield
With orthoformic acid triethyl ester In ethanol for 2h; Heating;	81%

: 168646-54-6
1,10-o-phenanthroline-5,6-diamine

: 32041-64-8
5-(4-nitrophenylazo)salicylaldehyde

: 2-(1H-imidazo[4,5-f][1,10]phenanthrolin-2-yl)-4-((4-nitrophenyl)diazenyl)phenol

Conditions

Conditions	Yield
In ethanol for 8h; Reflux;	81%

: 95072-47-2
1-(chloro(piperidin-1-yl)methylene)piperidin-1-ium chloride

: 168646-54-6
1,10-o-phenanthroline-5,6-diamine

: C34H46N8

Conditions

Conditions	Yield
With triethylamine In acetonitrile for 6h; Cooling with ice; Reflux; Inert atmosphere; Schlenk technique;	81%

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

: 75-09-2
dichloromethane

: 168646-54-6
1,10-o-phenanthroline-5,6-diamine

: 166330-10-5
bis[2-(diphenylphosphino)phenyl] ether

: C48H38CuN4OP2(1+)*ClO4(1-)*2.5CH2Cl2

Conditions

Conditions	Yield
at 20℃; for 1h; Inert atmosphere; Schlenk technique;	81%

...Expand

5,6-Diamino-1,10-phenanthroline Chemical Properties

Systematic Name: 1,10-Phenanthroline-5,6-diamine
Molecular Formula: C₁₂H₁₀N₄
Molecular Weight: 210.2346 g/mol
Canonical SMILES: n1c3c(ccc1)c(c(c2cccnc23)N)N
InChI: InChI=1/C12H10N4/c13-9-7-3-1-5-15-11(7)12-8(10(9)14)4-2-6-16-12/h1-6H,13-14H2
H bond acceptors: 4
H bond donors: 4
Freely Rotating Bonds: 2
Polar Surface Area: 77.82
Index of Refraction: 1.853
Molar Refractivity: 66.593 cm³
Molar Volume: 148.673 cm³
Polarizability: 26.399×10^-24 cm³
Surface Tension: 87.648 dyne/cm
Density: 1.414 g/cm³
Flash Point: 283.784 °C
Enthalpy of Vaporization: 75.964 kJ/mol
Boiling Point: 492.661 °C at 760 mmHg
Vapour Pressure of 5,6-Diamino-1,10-phenanthroline (CAS NO.168646-54-6): 0 mmHg at 25 °C

5,6-Diamino-1,10-phenanthroline Specification

5,6-Diamino-1,10-phenanthroline (CAS NO.168646-54-6), its Synonym is 1,10-Phenanthroline-5,6-diamine .

Product Name

5,6-Diamino-1,10-phenanthroline

Synthetic route

5,6-Diamino-1,10-phenanthroline Chemical Properties

5,6-Diamino-1,10-phenanthroline Specification

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