4-[2,2':6',2''-Terpyridin]-4'-ylbenzoic acid Chemical Properties

Melting point:

338 °C

Boiling point:

560.8±50.0 °C(Predicted)

Density 

1.273

storage temp. 

Inert atmosphere,Room Temperature

form 

powder to crystal

pka

3.49±0.10(Predicted)

color 

White to Orange to Green

λmax

324nm(DMSO)(lit.)

InChI

InChI=1S/C22H15N3O2/c26-22(27)16-9-7-15(8-10-16)17-13-20(18-5-1-3-11-23-18)25-21(14-17)19-6-2-4-12-24-19/h1-14H,(H,26,27)

InChIKey

RPRRPKJKACRJDD-UHFFFAOYSA-N

SMILES

C(O)(=O)C1=CC=C(C2C=C(C3=NC=CC=C3)N=C(C3=NC=CC=C3)C=2)C=C1

Safety Information

HS Code 

2933.39.9200

4-[2,2':6',2''-Terpyridin]-4'-ylbenzoic acid Usage And Synthesis

Application

4'-(4-Carboxyphenyl)-2,2':6',2'-terpyridine is a heterocyclic organic compound that can be used as an organic ligand in organic synthesis.

Synthesis

General procedure for the synthesis of 4-(2,2':6',2"-terpyridine)-4'-benzoic acid from 2-acetylpyridine and methyl p-formylbenzoate: 4-methoxycarbonylbenzaldehyde (1.0 g, 6.1 mmol) and 2-acetylpyridine (1.37 ml, 12.2 mmol) were dissolved in 25 ml of ethanol in a round bottomed flask. Subsequently, 30% ammonia solution (1 ml) and sodium hydroxide (0.488 g, 12.2 mmol) dissolved in a small amount of water were added to the flask. It was observed that the solution gradually changed from clear to light yellow and turned red after about one hour. The reaction continued at room temperature for about 17 hours, during which time a gradual deepening of the color of the resulting precipitate was observed. After completion of the reaction, the mixture was dissolved in 50 ml of water and neutralized with hydrochloric acid. The precipitate was collected by filtration and washed with water. The precipitate was redissolved in 50 ml of ethanol and refluxed for 1 h. Subsequent filtration and drying under vacuum gave the target product in 50% yield.

References

[1] Patent: KR101489185, 2015, B1. Location in patent: Paragraph 0268-0271
[2] Dalton Transactions, 2007, # 38, p. 4323 - 4332

4-[2,2':6',2''-Terpyridin]-4'-ylbenzoic acid(158014-74-5)Related Product Information

• 4-(2,2':6',2''-TERPYRIDIN-4'-YL)BENZALDEHYDE
• 2,2'-bipyridine-4-carboxylic acid
• 5,5'-Dibromo-2,2'-bipyridyl
• 4',4''''-(1,4-PHENYLENE)BIS(2,2':6',2''-TERPYRIDINE)
• 2,2'-Bipyridine-4,4'-dicarboxylic acid
• 4,4'-DIMETHOXY-2,2'-BIPYRIDINE
• 5,5'-DIMETHYL-2,2'-DIPYRIDYL
• 4,4'-Bis(hydroxymethyl)-2,2'-bipyridine
• 6,6'-Dimethyl-2,2'-dipyridyl
• 2,2-bipyridine-6-carboxylic acid
• 4'-(9-Anthracenyl)-2,2':6',2''-terpyridine
• 2,6-BIS(2-PYRIDYL)-4(1H)-PYRIDONE
• 2,2':6',2''-TERPYRIDINE-4'-CARBALDEHYDE
• 4'-(4-BROMOPHENYL)-2,2':6',2''-TERPYRIDINE
• 2,2':6',2''-TERPYRIDINE
• 4,4'-BIS(DIHYDROXYPHOSPHORYL)-2,2'-BIPYRIDINE
• 2,2':6',2''-TERPYRIDINE-4'-CARBOXYLIC ACID
• 4,4'-DIBROMO-2,2'-BIPYRIDINE