trans-1,4-Cyclohexanedicarboxybic acid Chemical Properties

Melting point:

>300 °C(lit.)

Boiling point:

262.49°C (rough estimate)

Density 

1.2104 (rough estimate)

refractive index 

1.4795 (estimate)

storage temp. 

Sealed in dry,Room Temperature

form 

powder to crystal

pka

pK1:4.18 ;pK2:5.42 (16°C)

color 

White to Almost white

Water Solubility 

Soluble in hot methanol (almost transparency), ethanol, acetone. Slightly soluble in ether and water

InChI

InChI=1S/C8H12O4/c9-7(10)5-1-2-6(4-3-5)8(11)12/h5-6H,1-4H2,(H,9,10)(H,11,12)/t5-,6-

InChIKey

PXGZQGDTEZPERC-IZLXSQMJSA-N

SMILES

[C@@H]1(C(O)=O)CC[C@@H](C(O)=O)CC1

CAS DataBase Reference

619-82-9(CAS DataBase Reference)

NIST Chemistry Reference

1,4-Cyclohexanedicarboxylic acid, trans-(619-82-9)

Safety Information

Risk Statements 

36/37/38

Safety Statements 

26-36/37/39-24/25

WGK Germany 

3

HS Code 

29172090

MSDS

• Language:English Provider:SigmaAldrich

trans-1,4-Cyclohexanedicarboxybic acid Usage And Synthesis

Chemical Properties

white to light yellow crystal powder

Uses

It is a pharmaceutical intermediate.

Definition

ChEBI: 1,4-cyclohexanedicarboxylic acid is a dicarboxylic acid that is cyclohexane substituted by carboxy groups at positions 1 and 4.

Synthesis

The general procedure for the synthesis of cis-1,4-cyclohexanedicarboxylic acid from terephthalic acid is as follows: 200 g of terephthalic acid, 15 g of the Pd-Pt/C catalyst described in Examples 1 to 14 and 1000 g of water were added to an autoclave and stirring was initiated. Three nitrogen purges were first performed, followed by three replacements with hydrogen. The system was pressurized to a hydrogen pressure of 4 MPa and the reaction temperature was kept stable at 200°C, and hydrogen was continuously supplied to the reaction for 3 hours. At the end of the reaction, the catalyst was removed by filtration while hot, and the filtrate was cooled and filtered again to collect the filter cake. The filter cake was dried at 120 °C to obtain the solid product. The solid product was analyzed by liquid chromatography to determine the contents of 1,4-cyclohexanedicarboxylic acid and trans-1,4-cyclohexanedicarboxylic acid therein, from which the yields of 1,4-cyclohexanedicarboxylic acid and the selectivity of trans-1,4-cyclohexanedicarboxylic acid were calculated, and the specific results are shown in Table 2.

References

[1] Patent: CN103769089, 2016, B. Location in patent: Paragraph 0029; 0030
[2] RSC Advances, 2017, vol. 7, # 30, p. 18178 - 18188
[3] Patent: CN105237341, 2016, A. Location in patent: Paragraph 0014
[4] Patent: KR2017/36493, 2017, A. Location in patent: Paragraph 0057; 0058; 0059
[5] Patent: KR2018/35585, 2018, A. Location in patent: Paragraph 0117-0121; 0145; 0146

trans-1,4-Cyclohexanedicarboxybic acid(619-82-9)Related Product Information

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