CYCLOHEXANE-1 2 4 5-TETRACARBOXYLIC ACI& Chemical Properties

Melting point:

>220 °C(lit.)

Boiling point:

549.1±50.0 °C(Predicted)

Density 

1.673

storage temp. 

Sealed in dry,Room Temperature

Water Solubility 

Soluble in water

form 

powder to crystal

pka

2.98±0.44(Predicted)

color 

White to Almost white

InChI

InChI=1S/C10H12O8/c11-7(12)3-1-4(8(13)14)6(10(17)18)2-5(3)9(15)16/h3-6H,1-2H2,(H,11,12)(H,13,14)(H,15,16)(H,17,18)

InChIKey

ZPAKUZKMGJJMAA-UHFFFAOYSA-N

SMILES

C1(C(O)=O)CC(C(O)=O)C(C(O)=O)CC1C(O)=O

CAS DataBase Reference

15383-49-0

Safety Information

Hazard Codes 

Xi

Risk Statements 

37/38-41-36/37/38

Safety Statements 

26-36/39

WGK Germany 

3

HS Code 

29172090

CYCLOHEXANE-1 2 4 5-TETRACARBOXYLIC ACI& Usage And Synthesis

Chemical Properties

White crystal

Definition

ChEBI: Cyclohexane-1,2,4,5-tetracarboxylic acid is an organooxygen compound. It is functionally related to a tetracarboxylic acid.

Synthesis

The general procedure for the synthesis of cyclohexane-1,2,4,5-tetracarboxylic acid from homophthalic dianhydride was as follows: 34.3 g of commercially available homophthalic dianhydride (GC analytical purity: 98.2%) was added to a 500 mL autoclave, followed by the addition of 250 mL of deionized water and 2.5 g of 5 wt% Pd-C catalyst (as precious metal catalyst). Hydrogen was introduced into the autoclave, and the hydrogen pressure was controlled to be 2 MPa, the reaction temperature was 33 °C ± 1 °C, and the reaction time was 2 hours. After the reaction was completed, the system was cooled to room temperature (15°C~25°C) and the Pd-C catalyst was separated by filtration. The filter cake (Pd-C catalyst) was dried in air overnight and recycled for the next batch of catalytic hydrogenation reaction. The filtrate was distilled to remove the solvent, and a precipitate of hydrogenated homophthalic acid precipitated. The filtrate was filtered again and the filter cake was decolorized and purified with deionized water and activated carbon to give 38.8 g of white solid hydrogenated homophthalic tetracarboxylic acid in 99.1% yield and 99.46% GC purity.

References

[1] Patent: CN103992330, 2016, B. Location in patent: Page/Page column 5-7
[2] Patent: JP2017/202981, 2017, A. Location in patent: Paragraph 0105
[3] Patent: EP2316811, 2011, A1. Location in patent: Page/Page column 7-8
[4] Patent: JP6083270, 2017, B2. Location in patent: Paragraph 0048; 0056
[5] Patent: CN108069978, 2018, A

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