619-81-8

Basic information

• Product Name: cis-1,4-Cyclohexanedicarboxybic acid
• Synonyms: 1,4-Cyclohexanedicarboxylic acid, cis-;CIS-HEXAHYDROTEREPHTHALIC ACID;CIS-1,4-CYCLOHEXANEDICARBOXYBIC ACID;CIS-1,4-CYCLOHEXANEDICARBOXYLIC ACID;Cyclohexanedicarboxylicacid;cis-Cyclohexane-1,4-dicarboxylic acid
• CAS NO: 619-81-8
• Molecular Formula: C₈H₁₂O₄
• Molecular Weight: 172.18
• Product Categories: chiral;4-Substituted Cyclohexanecarboxylic Acids
• Mol File: 619-81-8.mol
• Article Data: 23

Chemical Properties

• Melting Point: 168 °C
• Boiling Point: 384.1 °C at 760 mmHg
• Flash Point: 200.3 °C
• Appearance: /
• Density: 1.3200
• Storage Temp.: Sealed in dry,Room Temperature
• Solubility: soluble in Ethanol,Ether,Chloroform,Methanol
• PKA: 4.51±0.25(Predicted)
• CAS DataBase Reference: cis-1,4-Cyclohexanedicarboxybic acid(CAS DataBase Reference)
• NIST Chemistry Reference: cis-1,4-Cyclohexanedicarboxybic acid(619-81-8)
• EPA Substance Registry System: cis-1,4-Cyclohexanedicarboxybic acid(619-81-8)

Safety Data

• Hazardous Substances Data: 619-81-8(Hazardous Substances Data)

Usage

General Description

Cis-1,4-Cyclohexanedicarboxybic acid is a chemical compound with the molecular formula C8H12O4. It is a white crystalline solid with a faint odor, and it is used in the production of polymer resins and coatings. It is commonly utilized in the manufacturing of adhesives, sealants, and plasticizers. Cis-1,4-Cyclohexanedicarboxybic acid is also used as a corrosion inhibitor and as a component in the synthesis of pharmaceuticals and agrochemicals. Additionally, it is found in some consumer products such as paints, varnishes, and automotive coatings. Overall, it is a versatile chemical with a wide range of industrial applications.

Upstream product

• 100-21-0 terephthalic acid 
• 3919-11-7 cis-Cyclohex-2-ene-1,4-dicarboxylic acid 
• 2205-27-8 cyclohex-1-ene-1,4-dicarboxylic acid 
• 153032-61-2 1,1,4,4-Cyclohexanetetracarboxylic acid 
• 7697-37-2 nitric acid 
• 64-19-7 acetic acid 
• 1165952-91-9 cyclohexa-1,3-diene 
• 10028-70-3 disodium terephthalate 
• 931-64-6 norbornene 
• 54638-93-6 1,4-dibromo-cyclohexane-1r,4c-dicarboxylic acid 
• 54638-93-6 1,4-dibromo-cyclohexane-1r,4t-dicarboxylic acid 
• 58498-24-1 2-bromo-cyclohexane-1,4-dicarboxylic acid 
• 54143-38-3 5.8-dioxo-(4arH.8acH)-decahydro-1.4-ethano-naphthalene 
• 1659-96-7 1,4-dibromo-trans-cyclohexane-1,4-dicarboxylic acid dimethyl ester 

Downstream Products

• 13170-66-6 trans-1,4-cyclohexanedicarboxylic acid chloride 
• 619-82-9 trans-hexahydroterephthalic acid 
• 6550-85-2 trans-1,4-cyclohexanedicarbonitrile 
• 6550-96-5 cis-cyclohexane-1,4-dicarbonitrile 
• 54657-09-9 trans-1,4-di(carboxamido)cyclohexane 
• 70925-16-5 cis-cyclohexane-dicarboxylic acid-(1.4)-diamide 
• 10029-09-1 cis-cyclohexane-1,4-diyldimethanamine 
• 10029-07-9 trans-1,4-cyclohexane-bis(methylamine) 
• 70924-84-4 trans-1,4-bis-acetylaminomethyl-cyclohexane 
• 70924-83-3 cis-1,4-bis-acetylaminomethyl-cyclohexane 
• 54638-93-6 1,4-dibromo-cyclohexane-1r,4t-dicarboxylic acid 
• 54638-93-6 1,4-dibromo-cyclohexane-1r,4c-dicarboxylic acid 
• 2680-24-2 trans-1,4-bis-benzaminomethyl-cyclohexane 
• 2680-24-2 cis-1,4-bis-benzaminomethyl-cyclohexane 

Relevant articles and documents

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Highly-efficient Ru/Al-SBA-15 catalysts with strong Lewis acid sites for the water-assisted hydrogenation of: P -phthalic acid

Ruthenium nanoparticles supported onto aluminum-doped mesoporous silica catalysts (Ru/Al-SBA-15) are fabricated using hydrothermal and impregnation methods for catalysis application. The Ru/Al-SBA-15-3 catalyst at a Si/Al molar ratio of 3 exhibited excellent catalytic performance for the hydrogenation of p-phthalic acid with high conversion efficiency (100.0%) and cis-isomer selectivity (84.0%) in water. Moreover, this system displays exceptional stability and recyclability through preserving the conversion efficiency, as well as a cis-isomer selectivity of 90.2 and 83.3%, respectively, after reusing it fourteen times. Such an exceptional system can also be ideal for the hydrogenation of aromatic dicarboxylic acids and their ester derivatives in water. Strong Lewis acid sites due to doped Al species play significant roles in the hydrogenation reaction. Moreover, isotope labeling studies indicated that water molecules effectively participated in the hydrogenation reaction. Hydrogen and water contributed half of the hydrogen atoms for this hydrogenation reaction. In the end, a plausible mechanistic pathway for the hydrogenation of p-phthalic acid using the Ru/Al-SBA-15-3 catalyst in water is proposed.

Catalytic hydrogenation products of aromatic and aliphatic dicarboxylic acids

Hydrogenation of aromatic dicarboxylic acids gave 100 % selectivity to respective cyclohexane dicarboxylic acid with 5 % Pd/C catalyst. 5 % Ru/C catalyst was observed to give over hydrogenation products at 493 K and at lower temperature (453 K) the selectivity for cyclohexane dicarboxylic acids was increased. Hydrogenation of phthalic acid with Ru-Sn/Al2O3 catalyst was observed to give phthalide instead of 1,2-benzene dimethanol or 2-hydroxy methyl benzoic acid. Ru-Sn/Al2O3 catalyst selectively hydrogenated the carboxylic group of cyclohexane dicarboxylic acids to give cyclohexane dimethanol. Use of proper catalysts and reaction conditions resulted in desired products.