4-iodophthalic acid
4-iodophthalic acid Basic information
- Product Name:
- 4-iodophthalic acid
- Synonyms:
-
- 4-iodophthalic acid
- Einecs 228-594-9
- 4-Iodo-1,2-benzenedicarboxylic acid
- 1,2-BENZENEDICARBOXYLIC ACID,4-IODO
- CAS:
- 6301-60-6
- MF:
- C8H5IO4
- MW:
- 292.03
- EINECS:
- 228-594-9
- Mol File:
- 6301-60-6.mol
4-iodophthalic acid Chemical Properties
- Melting point:
- 180-184 °C
- Boiling point:
- 431.1±40.0 °C(Predicted)
- Density
- 2.138±0.06 g/cm3(Predicted)
- storage temp.
- Keep in dark place,Sealed in dry,Room Temperature
- pka
- 2.90±0.10(Predicted)
- Appearance
- White to off-white Solid
4-iodophthalic acid Usage And Synthesis
Synthesis Reference(s)
The Journal of Organic Chemistry, 16, p. 1275, 1951 DOI: 10.1021/jo50002a014
Synthesis
31599-61-8
6301-60-6
The general procedure for the synthesis of 4-iodophthalic acid from 3,4-dimethyl iodobenzene was as follows: 3,4-dimethyl iodobenzene (31 mL, 0.22 mol) was co-dissolved with pyridine (125 mL) in water (375 mL), and potassium permanganate (205 g, 1.3 mol) was slowly added at 60°C and reacted for 16 h under continuous stirring. After completion of the reaction, the temperature was maintained at 60°C and the filtrate was filtered through diatomaceous earth to remove solid impurities. After cooling the filtrate to room temperature, it was acidified by adjusting the pH to 2 with 6N hydrochloric acid and subsequently extracted with ethyl acetate. After purification by column chromatography, the target product 4-iodophthalic acid (44 g, 69% yield) was concentrated.
References
[1] Patent: KR2015/60183, 2015, A. Location in patent: Paragraph 0101; 0102; 0103
[2] European Journal of Organic Chemistry, 2015, vol. 2015, # 27, p. 5919 - 5924
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