1,10-PHENANTHROLINE-2,9-DICARBOXYLIC ACID synthesis
- Product Name:1,10-PHENANTHROLINE-2,9-DICARBOXYLIC ACID
- CAS Number:57709-61-2
- Molecular formula:C14H8N2O4
- Molecular Weight:268.22
78831-41-1
57709-61-2
General procedure for the synthesis of 2,9-dicarboxy-1,10-phenanthroline from 2,9-bis(trichloromethyl)-1,10-phenanthroline: 2,9-bis(trichloromethyl)-1,10-phenanthroline (540 mg, 1.3 mmol, 1.0 eq.) was dissolved in a concentrated aqueous sulfuric acid solution (95-98%, 17 mL), and the reaction was stirred for 7 hr at 85 °C. Upon completion of the reaction, the brown reaction solution was cooled to room temperature and slowly poured onto crushed ice. After the ice was completely melted, the resulting white suspension was filtered under vacuum, washed thoroughly with water and dried in air to obtain the pure 2,9-dicarboxy-1,10-phenanthroline (360 mg, quantitative yield). The product characterization data were as follows: 1H NMR (300 MHz, DMSO-d6): δ= 8.22 (s, 2H), 8.42 (d, 3J = 8.4 Hz, 2H), 8.74 (d, 3J = 8.4 Hz, 2H); melting point 215-216 °C (decomposition).
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57709-61-2
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Yield: 100%
Reaction Conditions:
with sulfuric acid in water at 85; for 7 h;
Steps:
1,10-Phenanthroline-2,9-dicarboxylic acid (3)
A solution of 2 (540 mg, 1.3 mmol, 1.0 equiv) in concentratedaqueous sulfuric acid (95-98%, 17 mL) was stirred at 85 °C for 7h. Following this, the brown solution was cooled to room temperatureand poured over crushed ice. The ice was allowed tomelt and the resulting white suspension filtered under vacuum,washed with water, and air-dried to afford pure compound 3(360 mg, quant. yield). 1H NMR (300 MHz, DMSO-d6): δ = 8.22(s, 2 H), 8.42 (d, 3J = 8.4 Hz, 2 H), 8.74 (d, 3J = 8.4 Hz, 2 H); mp215-216 °C (dec.).
References:
Miron, Caitlin E.;Petitjean, Anne [Synlett,2018,vol. 29,# 10,p. 1362 - 1366]
![[1,10]PHENANTHROLINE-2,9-DICARBALDEHYDE](/CAS/GIF/57709-62-3.gif)
57709-62-3
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57709-61-2
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484-11-7
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57709-61-2
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78831-40-0
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57709-61-2
111 suppliers
$23.00/250mg