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

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

 EINECS N/A
CAS No. 58345-97-4 Density 1.167 g/cm3
PSA 38.67000 LogP 4.87260
Solubility N/A 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 N/A Appearance N/A
Safety Risk Codes N/A
Molecular Structure Molecular Structure of 58345-97-4 (4'-PHENYL-2,2':6',2''-TERPYRIDINE) Hazard Symbols N/A
Synonyms

2,6-Bis(2-pyridyl)-4-phenylpyridine;4'-Phenyl-2,2':6',2''-terpyridine;Terosine;

Article Data 49

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

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

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