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

5,6-Diamino-1,10-phenanthroline

 EINECS N/A
CAS No. 168646-54-6 Density 1.414 g/cm3
PSA 77.82000 LogP 3.10980
Solubility N/A 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 N/A Appearance N/A
Safety Risk Codes N/A
Molecular Structure Molecular Structure of 168646-54-6 (5,6-Diamino-1,10-phenanthroline) Hazard Symbols N/A
Synonyms

1,10-Phenanthroline-5,6-diamine;

Article Data 23

5,6-Diamino-1,10-phenanthroline Synthetic route

1,10-phenanthroline-5,6-dioxime

168646-54-6

1,10-o-phenanthroline-5,6-diamine

Conditions
ConditionsYield
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
ConditionsYield
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
ConditionsYield
With hydrazine hydrate; palladium on activated charcoal83%
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
ConditionsYield
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
ConditionsYield
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
ConditionsYield
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
ConditionsYield
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
ConditionsYield
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
ConditionsYield
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
ConditionsYield
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%

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 .

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