Product Name

  • Name

    Bathophenanthroline

  • EINECS 216-767-1
  • CAS No. 1662-01-7
  • Article Data8
  • CAS DataBase
  • Density 1.21 g/cm3
  • Solubility Soluble in benzene, chloroform and dilute inorganic acid, slightly soluble in ethanol and aether, insoluble in water
  • Melting Point 218-220 °C(lit.)
  • Formula C24H16N2
  • Boiling Point 543.108 °C at 760 mmHg
  • Molecular Weight 332.404
  • Flash Point 242.111 °C
  • Transport Information
  • Appearance white to faintly yellow crystalline powder
  • Safety 22-24/25-36-26
  • Risk Codes 20/21/22-36/37/38
  • Molecular Structure Molecular Structure of 1662-01-7 (Bathophenanthroline)
  • Hazard Symbols HarmfulXn
  • Synonyms 1,10-Bathophenanthroline;4,7-Diphenyl-1,10-diazaphenanthrene;4,7-Diphenyl-1,10-phenanthroline;4,7-Diphenyl-o-phenanthroline;BPhen;DPA;NSC 637659;
  • PSA 25.78000
  • LogP 6.11700

Synthetic route

3-chloropropiophenone
936-59-4

3-chloropropiophenone

1,2-diamino-benzene
95-54-5

1,2-diamino-benzene

bathophenanthroline
1662-01-7

bathophenanthroline

Conditions
ConditionsYield
With hydrogenchloride; hydrogen iodide In water at 100℃; for 0.333333h; Reagent/catalyst; Temperature;76.4%
4-phenyl-8-aminoquinoline
55484-55-4

4-phenyl-8-aminoquinoline

3-chloropropiophenone
936-59-4

3-chloropropiophenone

bathophenanthroline
1662-01-7

bathophenanthroline

Conditions
ConditionsYield
With phosphoric acid; orthoarsenic acid
3-chloropropiophenone
936-59-4

3-chloropropiophenone

bathophenanthroline
1662-01-7

bathophenanthroline

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: arsenic acid; aqueous sulfuric acid
2: SnCl2+2 H2O; ethanol
3: syrupy H3PO4; H3aso4
View Scheme
4-phenyl-8-nitroquinoline
25771-65-7

4-phenyl-8-nitroquinoline

bathophenanthroline
1662-01-7

bathophenanthroline

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: SnCl2+2 H2O; ethanol
2: syrupy H3PO4; H3aso4
View Scheme
2-nitro-aniline
88-74-4

2-nitro-aniline

bathophenanthroline
1662-01-7

bathophenanthroline

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: arsenic acid; aqueous sulfuric acid
2: SnCl2+2 H2O; ethanol
3: syrupy H3PO4; H3aso4
View Scheme
[Co(4,7-diphenyl-1,10-phenanthroline)2(diflunisal)][hexafluorophosphate]

[Co(4,7-diphenyl-1,10-phenanthroline)2(diflunisal)][hexafluorophosphate]

A

bathophenanthroline
1662-01-7

bathophenanthroline

B

2',4'-difluoro-4-hydroxybiphenyl-3-carboxylic acid
22494-42-4

2',4'-difluoro-4-hydroxybiphenyl-3-carboxylic acid

Conditions
ConditionsYield
In aq. phosphate buffer at 37℃; for 24h; Time;
bis-(dimethyl(phenyl)silylmethyl)(cycloocta-1,5-diene)platinum(II)

bis-(dimethyl(phenyl)silylmethyl)(cycloocta-1,5-diene)platinum(II)

bathophenanthroline
1662-01-7

bathophenanthroline

bis-(dimethyl(phenyl)silylmethyl)(4,7-diphenyl-1,10-phenanthroline)platinum(II)

bis-(dimethyl(phenyl)silylmethyl)(4,7-diphenyl-1,10-phenanthroline)platinum(II)

Conditions
ConditionsYield
In toluene Ar atmosphere; stirring (60°C, 28 d); removal of excess of ligand on washing with aq. FeSO4, concn., pptn. on addn. of hexane; elem. anal.;99%
bis(triphenylphosphino)copper(I) nitrate
14494-93-0, 23751-62-4, 106678-35-7

bis(triphenylphosphino)copper(I) nitrate

bathophenanthroline
1662-01-7

bathophenanthroline

triphenylphosphine
603-35-0

triphenylphosphine

(4,7-diphenyl-1,10-phenanthroline)bis(triphenylphosphine)copper(I) nitrate
1262033-35-1

(4,7-diphenyl-1,10-phenanthroline)bis(triphenylphosphine)copper(I) nitrate

Conditions
ConditionsYield
In chloroform at 20℃; for 1h; Schlenk technique;99%
bathophenanthroline
1662-01-7

bathophenanthroline

2-methyl-4,7-diphenyl-1,10-phenanthroline

2-methyl-4,7-diphenyl-1,10-phenanthroline

Conditions
ConditionsYield
With methyllithium In tetrahydrofuran at 0℃; for 0.25h; Inert atmosphere;99%
MoO2Br2(NCCH3)2

MoO2Br2(NCCH3)2

bathophenanthroline
1662-01-7

bathophenanthroline

((C6H5)2C12H6N2)MoO2(Br)2

((C6H5)2C12H6N2)MoO2(Br)2

Conditions
ConditionsYield
In tetrahydrofuran N2; stirred for 1 h; cncd., pptd. (ether), ppt. washed (diethyl ether), dried (vac.); elem. anal.;98%
bathophenanthroline
1662-01-7

bathophenanthroline

chromium(III) chloride
10025-73-7

chromium(III) chloride

[(4,7-diphenyl-1,10-phenanthroline)2CrCl2]Cl
1242583-98-7

[(4,7-diphenyl-1,10-phenanthroline)2CrCl2]Cl

Conditions
ConditionsYield
With Zn In ethanol solid anhyd. CrCl3 was added to a suspn. of phenanthroline-compound in abs. ethanol, a trace amount of zinc dust was added, the mixt. was heatedto reflux for 1 h; filtered, rotary evapd.;98%
bathophenanthroline
1662-01-7

bathophenanthroline

[(η5-C5H4CH2C6H4Br-4)Mo(CO)2(NCMe)2][BF4]

[(η5-C5H4CH2C6H4Br-4)Mo(CO)2(NCMe)2][BF4]

[(η5-C5H4CH2C6H4Br-4)Mo(CO)2(4,7-Ph2-phen)][BF4]

[(η5-C5H4CH2C6H4Br-4)Mo(CO)2(4,7-Ph2-phen)][BF4]

Conditions
ConditionsYield
In dichloromethane at 20℃; Inert atmosphere; Schlenk technique;98%
silver tetrafluoroborate
14104-20-2

silver tetrafluoroborate

bathophenanthroline
1662-01-7

bathophenanthroline

1,3-bis-(diphenylphosphino)propane
6737-42-4

1,3-bis-(diphenylphosphino)propane

[Ag2(4,7-diphenyl-1,10-phenanthroline)2(μ-1,3-bis(diphenylphosphino)propane)](BF4)2

[Ag2(4,7-diphenyl-1,10-phenanthroline)2(μ-1,3-bis(diphenylphosphino)propane)](BF4)2

Conditions
ConditionsYield
Stage #1: silver tetrafluoroborate; 1,3-bis-(diphenylphosphino)propane In methanol; dichloromethane for 1h; Inert atmosphere; Schlenk technique;
Stage #2: bathophenanthroline In methanol; dichloromethane for 1h; Inert atmosphere; Schlenk technique;
97%
dichloro(benzene)ruthenium(II) dimer
37366-09-9

dichloro(benzene)ruthenium(II) dimer

bathophenanthroline
1662-01-7

bathophenanthroline

[(BZ)(Ph2phen)RuCl]Cl

[(BZ)(Ph2phen)RuCl]Cl

Conditions
ConditionsYield
In methanol for 3.25h; Inert atmosphere; Reflux;97%
In water for 0.25h; Sonication; Green chemistry;
bathophenanthroline
1662-01-7

bathophenanthroline

[(η5-C5H4CH2C6H4F-4)Mo(CO)2(NCMe)2][BF4]

[(η5-C5H4CH2C6H4F-4)Mo(CO)2(NCMe)2][BF4]

[(η5-C5H4CH2C6H4F-4)Mo(CO)2(4,7-Ph2-phen)][BF4]

[(η5-C5H4CH2C6H4F-4)Mo(CO)2(4,7-Ph2-phen)][BF4]

Conditions
ConditionsYield
In dichloromethane at 20℃; Inert atmosphere; Schlenk technique;97%
bathophenanthroline
1662-01-7

bathophenanthroline

diethylzinc
557-20-0

diethylzinc

C28H26N2Zn

C28H26N2Zn

Conditions
ConditionsYield
for 1h; Inert atmosphere; Schlenk technique; Glovebox;97%
bis(pentafluorophenyl)(1,5-cyclooctadiene)platinum(II)

bis(pentafluorophenyl)(1,5-cyclooctadiene)platinum(II)

bathophenanthroline
1662-01-7

bathophenanthroline

(4,7-diphenylphenanthroline)Pt(C6F5)2
852954-53-1

(4,7-diphenylphenanthroline)Pt(C6F5)2

Conditions
ConditionsYield
recrystn. and subl.;96%
copper(II) choride dihydrate

copper(II) choride dihydrate

bathophenanthroline
1662-01-7

bathophenanthroline

(2S)-2-(6-methoxy(2-naphthyl))propanoic acid
22204-53-1

(2S)-2-(6-methoxy(2-naphthyl))propanoic acid

Cu(4,7-diphenyl-1,10-phenanthroline)(naproxen)2

Cu(4,7-diphenyl-1,10-phenanthroline)(naproxen)2

Conditions
ConditionsYield
Stage #1: (2S)-2-(6-methoxy(2-naphthyl))propanoic acid With potassium hydroxide In methanol at 20℃; for 1h;
Stage #2: copper(II) choride dihydrate; bathophenanthroline In methanol at 50℃; for 20h;
96%
tetrakis(actonitrile)copper(I) hexafluorophosphate
64443-05-6

tetrakis(actonitrile)copper(I) hexafluorophosphate

bathophenanthroline
1662-01-7

bathophenanthroline

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

bis[2-(diphenylphosphino)phenyl] ether

C60H44CuN2OP2(1+)*F6P(1-)
1421057-29-5

C60H44CuN2OP2(1+)*F6P(1-)

Conditions
ConditionsYield
Stage #1: tetrakis(actonitrile)copper(I) hexafluorophosphate; bis[2-(diphenylphosphino)phenyl] ether In dichloromethane Schlenk technique; Reflux;
Stage #2: bathophenanthroline In dichloromethane at 20℃; Schlenk technique; Reflux;
95%
bathophenanthroline
1662-01-7

bathophenanthroline

dichlorido(4,7-diphenyl-1,10-phenanthroline)platinum(II)
35273-41-7

dichlorido(4,7-diphenyl-1,10-phenanthroline)platinum(II)

Conditions
ConditionsYield
In methanol for 3h; Reflux;95%
copper(II) choride dihydrate

copper(II) choride dihydrate

diethyl ether
60-29-7

diethyl ether

bathophenanthroline
1662-01-7

bathophenanthroline

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

(S,S)-1,2-diaminocyclohexane

potassium perchlorate

potassium perchlorate

[copper(II)((1S,2S)-diaminocyclohexane)(4,7-diphenyl-1,10-phenanthroline)](perchlorate)2*0.5(C4H10O)

[copper(II)((1S,2S)-diaminocyclohexane)(4,7-diphenyl-1,10-phenanthroline)](perchlorate)2*0.5(C4H10O)

Conditions
ConditionsYield
In ethanol; water at 60℃; for 3.5h;94%
(tetra-n-butylammonium)2[Mo3S7Cl6]

(tetra-n-butylammonium)2[Mo3S7Cl6]

bathophenanthroline
1662-01-7

bathophenanthroline

Mo3S7Cl4(4,7-diphenyl-1,10-phenanthroline)

Mo3S7Cl4(4,7-diphenyl-1,10-phenanthroline)

Conditions
ConditionsYield
In dichloromethane at 20℃; for 6.5h; Reflux;94%
bathophenanthroline
1662-01-7

bathophenanthroline

methyllithium
917-54-4

methyllithium

2-methyl-4,7-diphenyl-1,10-phenanthroline

2-methyl-4,7-diphenyl-1,10-phenanthroline

Conditions
ConditionsYield
In diethyl ether; toluene at 0 - 20℃; for 1h; Schlenk technique; Inert atmosphere;94%
In diethyl ether; toluene at 0℃; for 0.5h;63%
In diethyl ether; toluene at 0℃; for 0.5h; Inert atmosphere; Schlenk technique;55%
uranyl nirate hexahydrate

uranyl nirate hexahydrate

bathophenanthroline
1662-01-7

bathophenanthroline

[UVIO2(NO3)2(4,7-diphenyl-1,10-phenanthroline)]

[UVIO2(NO3)2(4,7-diphenyl-1,10-phenanthroline)]

Conditions
ConditionsYield
In acetonitrile at 20℃; for 0.5h;94%
tetrakis(acetonitrile)copper(I)tetrafluoroborate

tetrakis(acetonitrile)copper(I)tetrafluoroborate

bathophenanthroline
1662-01-7

bathophenanthroline

bis(diphenylphosphino)acetylene
5112-95-8

bis(diphenylphosphino)acetylene

benzene
71-43-2

benzene

C100H72Cu2N4P4(2+)*2BF4(1-)*C6H6

C100H72Cu2N4P4(2+)*2BF4(1-)*C6H6

Conditions
ConditionsYield
Stage #1: tetrakis(acetonitrile)copper(I)tetrafluoroborate; bis(diphenylphosphino)acetylene In dichloromethane; acetonitrile for 0.5h; Inert atmosphere;
Stage #2: bathophenanthroline In dichloromethane; acetonitrile for 1h; Inert atmosphere;
Stage #3: benzene In diethyl ether at -100.16℃;
94%
tetrakis(acetonitrile)copper(I)tetrafluoroborate

tetrakis(acetonitrile)copper(I)tetrafluoroborate

bathophenanthroline
1662-01-7

bathophenanthroline

bis(diphenylphosphino)acetylene
5112-95-8

bis(diphenylphosphino)acetylene

[Cu2(μ-dppa)2(bathophenanthroline)2](BF4)2

[Cu2(μ-dppa)2(bathophenanthroline)2](BF4)2

Conditions
ConditionsYield
Stage #1: tetrakis(acetonitrile)copper(I)tetrafluoroborate; bis(diphenylphosphino)acetylene In dichloromethane; acetonitrile for 0.5h; Inert atmosphere;
Stage #2: bathophenanthroline In dichloromethane; acetonitrile for 1h; Inert atmosphere;
94%
bathophenanthroline
1662-01-7

bathophenanthroline

palladium diacetate
3375-31-3

palladium diacetate

(4,7-diphenyl-1,10-phenanthroline)palladium(II) acetate
95246-09-6

(4,7-diphenyl-1,10-phenanthroline)palladium(II) acetate

Conditions
ConditionsYield
In dichloromethane; toluene at 20℃; Inert atmosphere;93%
In dichloromethane; toluene at 20℃; Inert atmosphere;93%
With CH3COOH In acetone (Pd(MeCOO)2) is dissolved in acetone at room temp., after 30 min soln. is filtd. and a few drops of glacial acetic acid are added, the ligand is added as a solid to the soln.; ppt. is filtd., washed with cold acetone and dried in vac., elem. anal.;70%
bathophenanthroline
1662-01-7

bathophenanthroline

1,3-dibromo-propane
109-64-8

1,3-dibromo-propane

2Br(1-)*C27H22N2(2+)

2Br(1-)*C27H22N2(2+)

Conditions
ConditionsYield
at 130℃; for 6h; Inert atmosphere;93%
In nitrobenzene Menschutkin reaction;
With oxygen for 0.5h; Reflux;
In toluene Reflux;
ethanol
64-17-5

ethanol

Eu2(Piv)6(HPiv)6*HPiv

Eu2(Piv)6(HPiv)6*HPiv

bathophenanthroline
1662-01-7

bathophenanthroline

[(4,7-diphenyl-1,10-phenanthroline)2Eu2(piv)6]*2EtOH

[(4,7-diphenyl-1,10-phenanthroline)2Eu2(piv)6]*2EtOH

Conditions
ConditionsYield
In ethanol EtOH added to 4,7-Ph2-1,10-phen and Eu complex, heated at 80°C; filtered, concd.(vac.) at room temp., kept at 20°C for 24 h, washed (cold EtOH), dried (air), elem. anal.;93%
With air at 80℃; Schlenk technique;53%
[{η5-C5H4(C5F4N)}Mo(CO)2(NCMe)2][BF4]

[{η5-C5H4(C5F4N)}Mo(CO)2(NCMe)2][BF4]

bathophenanthroline
1662-01-7

bathophenanthroline

[{η5-C5H4(C5F4N)}Mo(CO)2(4,7-diphenyl-1,10-phenanthroline)][BF4]

[{η5-C5H4(C5F4N)}Mo(CO)2(4,7-diphenyl-1,10-phenanthroline)][BF4]

Conditions
ConditionsYield
In dichloromethane at 20℃; for 16h;93%
bathophenanthroline
1662-01-7

bathophenanthroline

[(η5-C5H4CH2C6H4Cl-4)Mo(CO)2(NCMe)2][BF4]

[(η5-C5H4CH2C6H4Cl-4)Mo(CO)2(NCMe)2][BF4]

[(η5-C5H4CH2C6H4Cl-4)Mo(CO)2(4,7-Ph2-phen)][BF4]

[(η5-C5H4CH2C6H4Cl-4)Mo(CO)2(4,7-Ph2-phen)][BF4]

Conditions
ConditionsYield
In dichloromethane at 20℃; Inert atmosphere; Schlenk technique;93%

5,7-dihydroxy-2-phenyl-chromen-4-one
480-40-0

5,7-dihydroxy-2-phenyl-chromen-4-one

bathophenanthroline
1662-01-7

bathophenanthroline

C39H25CuN2O4(1+)*ClO4(1-)

C39H25CuN2O4(1+)*ClO4(1-)

Conditions
ConditionsYield
Stage #1: copper(II) perchlorate hexahydrate; 5,7-dihydroxy-2-phenyl-chromen-4-one In methanol at 20℃; for 0.5h;
Stage #2: bathophenanthroline In methanol at 20℃; for 2h;
93%
cis-bis{(trimethylsilyl)methyl}(1,5-cyclooctadiene)platinum(II)
36223-69-5

cis-bis{(trimethylsilyl)methyl}(1,5-cyclooctadiene)platinum(II)

bathophenanthroline
1662-01-7

bathophenanthroline

bis(trimethylsilylmethyl)(4,7-diphenyl-1,10-phenanthroline)platinum(II)

bis(trimethylsilylmethyl)(4,7-diphenyl-1,10-phenanthroline)platinum(II)

Conditions
ConditionsYield
In toluene under Ar, heated to 60°C for 14 days; extn. (aq. ferrous sulphate soln.), organic phase concd., addn. of n-hexane, cooled, washed with hexane; elem. anal.;92%

Bathophenanthroline Specification

The 1,10-Phenanthroline,4,7-diphenyl-, with the CAS registry number 1662-01-7, is also known as 1,10-Bathophenanthroline. It belongs to the product categories of Analytical Chemistry; Chelating Reagents; Electroluminescence; Functional Materials; Highly Purified Reagents; Other Categories; Phenanthrolines; Refined Products by Sublimation; White crystalline powder; Organic Amine. Its EINECS number is 216-767-1. This chemical's molecular formula is C24H16N2 and molecular weight is 332.40. What's more, its systematic name is 4,7-Diphenyl-1,10-phenanthroline. Its classification codes are: (1)Enzyme Inhibitors; (2)Indicators and reagents; (3)Mutation data; (4)Uncoupling agents. This chemical is used as a determination ferrous reagent. It is stable at common pressure and temperature, and it should be sealed and stored in a cool and dry place. Moreover, it should be protected from oxides.

Physical properties of 1,10-Phenanthroline,4,7-diphenyl- are: (1)ACD/LogP: 6.161; (2)# of Rule of 5 Violations: 1; (3)ACD/LogD (pH 5.5): 6.08; (4)ACD/LogD (pH 7.4): 6.16; (5)ACD/BCF (pH 5.5): 23389.81; (6)ACD/BCF (pH 7.4): 28283.67; (7)ACD/KOC (pH 5.5): 44172.85; (8)ACD/KOC (pH 7.4): 53415.15; (9)#H bond acceptors: 2; (10)#H bond donors: 0; (11)#Freely Rotating Bonds: 2; (12)Polar Surface Area: 25.78 Å2; (13)Index of Refraction: 1.71; (14)Molar Refractivity: 107.304 cm3; (15)Molar Volume: 274.682 cm3; (16)Polarizability: 42.539×10-24cm3; (17)Surface Tension: 55.57 dyne/cm; (18)Density: 1.21 g/cm3; (19)Flash Point: 242.111 °C; (20)Enthalpy of Vaporization: 79.064 kJ/mol; (21)Boiling Point: 543.108 °C at 760 mmHg; (22)Vapour Pressure: 0 mmHg at 25°C.

Preparation of 1,10-Phenanthroline,4,7-diphenyl-: this chemical can be prepared by 2-nitrochlorobenzene and beta-Chloropropiophenone by heating. This reaction will need reagents arsenic acid, sodium hydroxide and solvent dilute sulphuric acid.

1,10-Phenanthroline,4,7-diphenyl- can be prepared by 2-nitrochlorobenzene and beta-Chloropropiophenone by heating

Uses of 1,10-Phenanthroline,4,7-diphenyl-: it can be used to produce 2,9-bis-(4-methoxy-phenyl)-4,7-diphenyl-[1,10]phenanthroline. The yield is about 80%.

1,10-Phenanthroline,4,7-diphenyl- can be used to produce 2,9-bis-(4-methoxy-phenyl)-4,7-diphenyl-[1,10]phenanthroline

When you are using this chemical, please be cautious about it as the following:
This chemcial is irritating to eyes, respiratory system and skin. It is harmful by inhalation, in contact with skin and if swallowed. In case of contact with eyes, you should rinse immediately with plenty of water and seek medical advice. You should not breathe dust. When using it, you must avoid contact with eyes and wear suitable protective clothing.

You can still convert the following datas into molecular structure:
(1)SMILES: c1ccc(cc1)c2ccnc3c2ccc4c3nccc4c5ccccc5
(2)Std. InChI: InChI=1S/C24H16N2/c1-3-7-17(8-4-1)19-13-15-25-23-21(19)11-12-22-20(14-16-26-24(22)23)18-9-5-2-6-10-18/h1-16H
(3)Std. InChIKey: DHDHJYNTEFLIHY-UHFFFAOYSA-N 

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