2,2':6',2''-Terpyridine,4'-phenyl- supplier

Name
4'-PHENYL-2,2':6',2''-TERPYRIDINE
EINECS
CAS No. 58345-97-4
Article Data49
CAS DataBase
Density 1.167 g/cm³
Solubility
Melting Point 208 °C
Formula C₂₁H₁₅N₃
Boiling Point 475.2 °C at 760 mmHg
Molecular Weight 309.37
Flash Point 209.4 °C
Transport Information
Appearance
Safety
Risk Codes
Molecular Structure
Hazard Symbols
Synonyms 2,6-Bis(2-pyridyl)-4-phenylpyridine;4'-Phenyl-2,2':6',2''-terpyridine;Terosine;
PSA 38.67000
LogP 4.87260

Synthetic route

: 96-09-3
styrene oxide

: 1758-54-9, 79462-42-3, 81563-77-1
1-pyridin-2-yl-ethanone oxime

: 58345-97-4
4'-phenyl-2,2':6',2-terpyridine

Conditions

Conditions	Yield
at 200℃; for 3h; Sealed tube;	93%

: 1758-54-9, 79462-42-3, 81563-77-1
1-pyridin-2-yl-ethanone oxime

: 100-52-7
benzaldehyde

: 58345-97-4
4'-phenyl-2,2':6',2-terpyridine

Conditions

Conditions	Yield
In neat (no solvent) at 200℃; for 3h; Sealed tube; Neutral conditions;	93%

: 1122-62-9
2-acetylpyridine

: 100-52-7
benzaldehyde

: 58345-97-4
4'-phenyl-2,2':6',2-terpyridine

Conditions

Conditions	Yield
With ammonium acetate; bis(trifluoromethanesulfonyl)amide In neat (no solvent) at 80℃; for 0.75h;	90%
With [((CH3)3C)2Sn(OH)(H2O)]2(2+)*2(OSO2CF3)(1-)=[((CH3)3C)2Sn(OH)(OSO2CF3)(H2O)]2; ammonium acetate In water at 100℃; for 0.75h; Green chemistry;	90%
With ammonium acetate In water at 130℃; for 0.4h; Kroehnke reaction; microwave irradiation;	82%

: 1122-62-9
2-acetylpyridine

: 100-46-9
benzylamine

: 58345-97-4
4'-phenyl-2,2':6',2-terpyridine

Conditions

Conditions	Yield
With tris(pentafluorophenyl)borate; oxygen at 120℃; under 760.051 Torr; for 12h;	81%
With tris(pentafluorophenyl)borate; oxygen In neat (no solvent) at 120℃; under 760.051 Torr; for 12h;	56%

: 5325-66-6, 20890-12-4, 72491-18-0
1-phenyl-3-(2-pyridyl)propen-1-one

: C10H10FNO3

: 58345-97-4
4'-phenyl-2,2':6',2-terpyridine

Conditions

Conditions	Yield
Stage #1: 1-phenyl-3-(2-pyridyl)propen-1-one; C10H10FNO3 With caesium carbonate In acetonitrile at 40℃; for 1h; Stage #2: With ammonium acetate In acetonitrile at 120℃; for 24h; regioselective reaction;	68%

: 1122-54-9
methyl (4-pyridyl) ketone

: 100-52-7
benzaldehyde

: 58345-97-4
4'-phenyl-2,2':6',2-terpyridine

Conditions

Conditions	Yield
Stage #1: benzaldehyde With potassium hydroxide In ethanol at 20℃; for 0.166667h; Stage #2: methyl (4-pyridyl) ketone With ammonium hydroxide In water at 20℃; for 4h;	60%
With ammonium hydroxide; sodium hydroxide In ethanol at 20℃; for 12h;	43%

: 134653-69-3
4'-{[(Trifluoromethyl)sulfonyl]oxy}-2,2':6',2''-terpyridine

: 98-80-6
phenylboronic acid

: 58345-97-4
4'-phenyl-2,2':6',2-terpyridine

Conditions

Conditions	Yield
With tetrakis(triphenylphosphine) palladium(0); sodium carbonate In tetrahydrofuran Suzuki cross-coupling reaction; Heating;	10%

: 133762-11-5
3-phenyl-1,5-bis(pyridine-2-yl)pentane-1,5-dione

: 58345-97-4
4'-phenyl-2,2':6',2-terpyridine

Conditions

Conditions	Yield
With hydrogenchloride; ethanol; hydroxylamine at 160℃;
With ammonium acetate In acetic acid for 2h; Heating;	4.05 g
With ammonium hydroxide In various solvent(s) at 100℃; for 2h;

: 26482-00-8
1-(2-oxo-2-(2-pyridyl)ethyl)pyridinium iodide

: 53940-12-8
(E)-3-phenyl-1-(pyridin-2-yl)-2-propen-1-one

: 58345-97-4
4'-phenyl-2,2':6',2-terpyridine

Conditions

Conditions	Yield
With ammonium acetate In methanol

: 121-43-7
Trimethyl borate

: 89972-76-9
4'-(4-bromo-phenyl)-[2,2';6',2'']terpyridine

A: C23H20BN3O2

B: 58345-97-4
4'-phenyl-2,2':6',2-terpyridine

Conditions

Conditions	Yield
Stage #1: 4'-(4-bromo-phenyl)-[2,2';6',2'']terpyridine With n-butyllithium at -78 - 20℃; Stage #2: Trimethyl borate at -78 - 20℃;

...Expand

: 61676-62-8
2-Isopropoxy-4,4,5,5-tetramethyl-1,3,2-dioxaborolane

: 89972-76-9
4'-(4-bromo-phenyl)-[2,2';6',2'']terpyridine

A: 381218-99-1
4′-(4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)-2,2′,6′,2″-terpyridine

B: 58345-97-4
4'-phenyl-2,2':6',2-terpyridine

Conditions

Conditions	Yield
Stage #1: 4'-(4-bromo-phenyl)-[2,2';6',2'']terpyridine With n-butyllithium at -78 - 20℃; Stage #2: 2-Isopropoxy-4,4,5,5-tetramethyl-1,3,2-dioxaborolane at -78 - 20℃;

...Expand

: 1122-62-9
2-acetylpyridine

: 58345-97-4
4'-phenyl-2,2':6',2-terpyridine

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: NaOH / various solvent(s) / 2 h / 0 °C 2: aq. NH3 / various solvent(s) / 2 h / 100 °C View Scheme
Multi-step reaction with 2 steps 1.1: aq. NH3; KOH / ethanol / Heating 2.1: C4H9Li / -78 - 20 °C 2.2: -78 - 20 °C View Scheme
Multi-step reaction with 2 steps 1.1: aq. NH3; KOH / ethanol / Heating 2.1: C4H9Li / -78 - 20 °C 2.2: -78 - 20 °C View Scheme
Multi-step reaction with 2 steps 1: NaOH / 0.17 h 2: 4.05 g / NH4OAc / acetic acid / 2 h / Heating View Scheme

: 100-52-7
benzaldehyde

Fmoc-L-tert-leucine on Wang resin: Fmoc-L-tert-leucine on Wang resin

: 58345-97-4
4'-phenyl-2,2':6',2-terpyridine

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: NaOH / various solvent(s) / 2 h / 0 °C 2: aq. NH3 / various solvent(s) / 2 h / 100 °C View Scheme

: 1122-91-4
4-bromo-benzaldehyde

LiPh2InH2: LiPh2InH2

: 58345-97-4
4'-phenyl-2,2':6',2-terpyridine

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1.1: aq. NH3; KOH / ethanol / Heating 2.1: C4H9Li / -78 - 20 °C 2.2: -78 - 20 °C View Scheme
Multi-step reaction with 2 steps 1.1: aq. NH3; KOH / ethanol / Heating 2.1: C4H9Li / -78 - 20 °C 2.2: -78 - 20 °C View Scheme

: 100-52-7
benzaldehyde

(C5H5)2(Cl)Zr{trans-CH=CH[CH2]4OSi(CH3)2(t-Bu)}: (C5H5)2(Cl)Zr{trans-CH=CH[CH2]4OSi(CH3)2(t-Bu)}

: 58345-97-4
4'-phenyl-2,2':6',2-terpyridine

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: NaOH / 0.17 h 2: 4.05 g / NH4OAc / acetic acid / 2 h / Heating View Scheme
Multi-step reaction with 2 steps 1: aq. KOH / methanol 2: ammonium acetate / methanol View Scheme

: 133762-11-5
3-phenyl-1,5-bis(pyridine-2-yl)pentane-1,5-dione

: 631-61-8
ammonium acetate

: 58345-97-4
4'-phenyl-2,2':6',2-terpyridine

Conditions

Conditions	Yield
In ethanol for 37h; Reflux;	9.3 g

: 100-42-5
styrene

: 58345-97-4
4'-phenyl-2,2':6',2-terpyridine

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: tert.-butylhydroperoxide / acetonitrile / 12 h / 80 °C 2: sodium hydroxide / ethanol View Scheme

: 1122-62-9
2-acetylpyridine

: 108295-45-0
4′-formyl-2,2′:6′2″-terpyridine

: 58345-97-4
4'-phenyl-2,2':6',2-terpyridine

Conditions

Conditions	Yield
With ammonium acetate; sodium hydroxide In ethanol Inert atmosphere; Schlenk technique;

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

: 58345-97-4
4'-phenyl-2,2':6',2-terpyridine

: 515125-29-8
[Re(CO)3(4'-phenyl-2,2':6',2''-terpyridine)Cl]

Conditions

Conditions	Yield
In toluene the mixt. in toluene was refluxed under N2 for 4 h, cooled; ppt. was filtered, stirred in DCM for 10 min, filtered, washed with CH2Cl2 and diethyl ether, dried in vac.;	99%
In acetonitrile Reflux;	75%
In methanol; toluene for 3h; Reflux; Inert atmosphere;

: 110-86-1
pyridine

: neodymium(III) chloride

: 58345-97-4
4'-phenyl-2,2':6',2-terpyridine

: C26H20Cl3N4Nd

Conditions

Conditions	Yield
at 150℃; for 0.166667h; Inert atmosphere; Sealed tube;	99%

...Expand

: 110-86-1
pyridine

: samarium(III) chloride

: 58345-97-4
4'-phenyl-2,2':6',2-terpyridine

: C26H20Cl3N4Sm

Conditions

Conditions	Yield
at 150℃; for 0.166667h; Inert atmosphere; Sealed tube;	99%

...Expand

: 110-86-1
pyridine

: europioum(III) chloride

: 58345-97-4
4'-phenyl-2,2':6',2-terpyridine

: C26H20Cl3EuN4

Conditions

Conditions	Yield
at 150℃; for 0.166667h; Inert atmosphere; Sealed tube;	99%

...Expand

: 110-86-1
pyridine

: gadolinium(III) chloride

: 58345-97-4
4'-phenyl-2,2':6',2-terpyridine

: C26H20Cl3GdN4

Conditions

Conditions	Yield
at 150℃; for 0.166667h; Inert atmosphere; Sealed tube;	99%

...Expand

: 110-86-1
pyridine

: terbium(III) chloride

: 58345-97-4
4'-phenyl-2,2':6',2-terpyridine

: C26H20Cl3N4Tb

Conditions

Conditions	Yield
at 150℃; for 0.166667h; Inert atmosphere; Sealed tube;	99%

...Expand

: 110-86-1
pyridine

: dysprosium(III) chloride

: 58345-97-4
4'-phenyl-2,2':6',2-terpyridine

: C26H20Cl3DyN4

Conditions

Conditions	Yield
at 150℃; for 0.166667h; Inert atmosphere; Sealed tube;	99%

...Expand

: 110-86-1
pyridine

: holmium(III) chloride

: 58345-97-4
4'-phenyl-2,2':6',2-terpyridine

: C26H20Cl3HoN4

Conditions

Conditions	Yield
at 150℃; for 0.166667h; Inert atmosphere; Sealed tube;	99%

...Expand

: 110-86-1
pyridine

: erbium(III) chloride

: 58345-97-4
4'-phenyl-2,2':6',2-terpyridine

: C26H20Cl3ErN4

Conditions

Conditions	Yield
at 150℃; for 0.166667h; Inert atmosphere; Sealed tube;	99%

...Expand

: 110-86-1
pyridine

: thulium(III) chloride

: 58345-97-4
4'-phenyl-2,2':6',2-terpyridine

: C26H20Cl3N4Tm

Conditions

Conditions	Yield
at 150℃; for 0.166667h; Inert atmosphere; Sealed tube;	99%

...Expand

: 110-86-1
pyridine

: ytterbium(III) chloride

: 58345-97-4
4'-phenyl-2,2':6',2-terpyridine

: C26H20Cl3N4Yb

Conditions

Conditions	Yield
at 150℃; for 0.166667h; Inert atmosphere; Sealed tube;	99%

...Expand

: 110-86-1
pyridine

: lutetium(III) chloride

: 58345-97-4
4'-phenyl-2,2':6',2-terpyridine

: C26H20Cl3LuN4

Conditions

Conditions	Yield
at 150℃; for 0.166667h; Inert atmosphere; Sealed tube;	99%

...Expand

: 110-86-1
pyridine

: yttrium(III) chloride

: 58345-97-4
4'-phenyl-2,2':6',2-terpyridine

: C26H20Cl3N4Y

Conditions

Conditions	Yield
at 150℃; for 0.166667h; Inert atmosphere; Sealed tube;	99%

...Expand

: 7790-86-5
cerium(III) chloride

: 58345-97-4
4'-phenyl-2,2':6',2-terpyridine

: Ce(3+)*3Cl(1-)*C21H15N3

Conditions

Conditions	Yield
With pyridine at 150℃; for 0.166667h; Inert atmosphere; Sealed tube;	99%

: praseodymium(III) chloride

: 58345-97-4
4'-phenyl-2,2':6',2-terpyridine

: Pr(3+)*3Cl(1-)*C21H15N3

Conditions

Conditions	Yield
With pyridine at 150℃; for 0.166667h; Inert atmosphere; Sealed tube;	99%

: 58345-97-4
4'-phenyl-2,2':6',2-terpyridine

: manganese(ll) chloride

: 133598-07-9
{Cl2(4'-phenyl-2,2':6',2''-terpyridine)manganese(II)}

Conditions

Conditions	Yield
In tetrahydrofuran at 20℃; for 24h; Inert atmosphere; Schlenk technique; Glovebox;	98%
In methanol refluxing for 30 min; concn., washing of the ppt. with MeOH and Et2O and drying (vac.); elem. anal.;

: 110-86-1
pyridine

: praseodymium(III) chloride

: 58345-97-4
4'-phenyl-2,2':6',2-terpyridine

: C26H20Cl3N4Pr

Conditions

Conditions	Yield
at 80℃; for 8h; Inert atmosphere; Sealed tube;	98%

...Expand

: manganese(II) chloride tetrahydrate

: 58345-97-4
4'-phenyl-2,2':6',2-terpyridine

: 133598-07-9
{Cl2(4'-phenyl-2,2':6',2''-terpyridine)manganese(II)}

Conditions

Conditions	Yield
In methanol; acetone ligand dissolved in acetone at 50°C, a soln. of Mn salt in MeOH added, incubated at 50°C; cooled to 0°C, filtered, washed (MeOH/acetone, Et2O), dried (vac., overnight); elem. anal.;	96%
In ethanol; chloroform at 20℃; Reflux;	77%

: 1271489-38-3, 32648-22-9
RuCl3(isopropyl-S-phenyl)2(CH3OH)

: 58345-97-4
4'-phenyl-2,2':6',2-terpyridine

: 146164-70-7
{Ru(4'-Ph-2,2':6',2''-terpyridine)Cl3}

Conditions

Conditions	Yield
In acetonitrile for 18h; Reflux;	96%

: lanthanum(III) chloride

: 58345-97-4
4'-phenyl-2,2':6',2-terpyridine

: La(3+)*3Cl(1-)*C21H15N3

Conditions

Conditions	Yield
With pyridine at 250℃; for 34h; Inert atmosphere; Sealed tube;	95%

: terbium(III) nitrate hexahydrate

: 58345-97-4
4'-phenyl-2,2':6',2-terpyridine

: [Tb(nitrate)3(4′-phenyl-2,2′:6′,2″-terpyridine)(H2O)]

Conditions

Conditions	Yield
In dichloromethane; acetonitrile at 80℃; for 48h; High pressure; Autoclave;	94.8%

: 31355-55-2, 39210-30-5
trichlorotris(tetrahydrofuran)molybdenum(III)

: 58345-97-4
4'-phenyl-2,2':6',2-terpyridine

: C21H15Cl3MoN3

Conditions

Conditions	Yield
In tetrahydrofuran at 20℃; for 24h;	94%

: neodymium(III) chloride

: 58345-97-4
4'-phenyl-2,2':6',2-terpyridine

: Nd(3+)*3Cl(1-)*C21H15N3

Conditions

Conditions	Yield
With pyridine at 250℃; for 34h; Inert atmosphere; Sealed tube;	94%

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

: 58345-97-4
4'-phenyl-2,2':6',2-terpyridine

: C24H15ClN3O3Re

Conditions

Conditions	Yield
In methanol; toluene for 3h; Reflux; Inert atmosphere;	93%

: trans-[bis(dimethyl sulfoxide-S)(methyl)(chloro)platinum]

: 58345-97-4
4'-phenyl-2,2':6',2-terpyridine

: 194653-41-3
[Pt(4'-phenyl-2,2':6',2''-terpyridine)(Me)]Cl

Conditions

Conditions	Yield
In methanol byproducts: DMSO; stirring equimolar amts. for 20 min; concn. (vac.), pptn. on Et2O addn. and cooling, collection, washing (Et2O), drying (vac.); elem. anal.;	92%

: 12080-32-9
dichloro( 1,5-cyclooctadiene)platinum(ll)

: 58345-97-4
4'-phenyl-2,2':6',2-terpyridine

: 2923-28-6
silver trifluoromethanesulfonate

: [PtCl(4'-phenyl-2,2':6',2''-terpyridine)](CF3SO3)

Conditions

Conditions	Yield
Stage #1: dichloro( 1,5-cyclooctadiene)platinum(ll); silver trifluoromethanesulfonate In dichloromethane; acetonitrile for 0.5h; Darkness; Stage #2: 4'-phenyl-2,2':6',2-terpyridine In dichloromethane; acetonitrile at 20℃; for 72h; Darkness;	92%

...Expand

: 14220-21-4
rhenium(I) pentacarbonyl bromide

: 58345-97-4
4'-phenyl-2,2':6',2-terpyridine

: C24H15BrN3O3Re

Conditions

Conditions	Yield
In toluene for 4h; Reflux;	91%

2,2':6',2''-Terpyridine,4'-phenyl- Specification

The 2,2':6',2''-Terpyridine,4'-phenyl-, also known as 4'-Phenyl-2,2':6',2''-terpyridin, is the organic compound with the formula C₂₁H₁₅N₃. With the CAS registry number 58345-97-4, its systematic name is called 4'-phenyl-2,2':6',2''-terpyridine.

Physical properties of 2,2':6',2''-Terpyridine,4'-phenyl-: (1)ACD/LogP: 4.57; (2)ACD/LogD (pH 5.5): 4.53; (3)ACD/LogD (pH 7.4): 4.56; (4)ACD/BCF (pH 5.5): 1584.83; (5)ACD/BCF (pH 7.4): 1732.51; (6)ACD/KOC (pH 5.5): 6622.22; (7)ACD/KOC (pH 7.4): 7239.27; (8)#H bond acceptors: 3; (9)#Freely Rotating Bonds: 3; (10)Index of Refraction: 1.63; (11)Molar Refractivity: 94.3 cm³; (12)Molar Volume: 264.9 cm³; (13)Surface Tension: 51.5 dyne/cm; (14)Density: 1.167 g/cm³; (15)Flash Point: 209.4 °C; (16)Enthalpy of Vaporization: 71.04 kJ/mol; (17)Boiling Point: 475.2 °C at 760 mmHg; (18)Vapour Pressure: 9.73E-09 mmHg at 25°C.

Preparation: this chemical can be prepared by 1-pyridin-2-yl-ethanone and benzaldehyde under other conditions of microwave irradiation and atmospheric pressure. This reaction will need reagent NH₄OAc and solvent ethane-1,2-diol. The yield is about 80%.

2,2':6',2''-Terpyridine,4'-phenyl- prepared by 1-pyridin-2-yl-ethanone and benzaldehyde

Uses of 2,2':6',2''-Terpyridine,4'-phenyl-: it can be used to prepare 4'-phenyl-[2,2';6',2'']terpyridine 1,1''-dioxide. This reaction will need reagent 3-chloroperbenzoic acid and solvent CH₂Cl₂. The yield is about 60%.

2,2':6',2''-Terpyridine,4'-phenyl- can be used to prepare 4'-phenyl-[2,2';6',2'']terpyridine 1,1''-dioxide

You can still convert the following datas into molecular structure:
(1)SMILES: c1ccc(cc1)c2cc(nc(c2)c3ccccn3)c4ccccn4
(2)InChI: InChI=1/C21H15N3/c1-2-8-16(9-3-1)17-14-20(18-10-4-6-12-22-18)24-21(15-17)19-11-5-7-13-23-19/h1-15H
(3)InChIKey: RTECKDZOLWRAGK-UHFFFAOYAH

Product Name

4'-PHENYL-2,2':6',2''-TERPYRIDINE

Synthetic route

2,2':6',2''-Terpyridine,4'-phenyl- Specification

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