Description

(1α,3α,5α)-1,3,5-Cyclohexanetricarboxylic Acid (CAS: 25357-95-3) is a high-purity, stereochemically defined tricarboxylic acid derivative with the molecular formula C₉H₁₂O₆. This compound features a rigid cyclohexane backbone with three carboxyl groups in axial positions, making it a valuable scaffold for organic synthesis, coordination chemistry, and materials science applications. Its unique stereochemistry and multifunctional nature enable its use as a building block for metal-organic frameworks (MOFs), supramolecular assemblies, and chiral catalysts. Available in ≥98% purity (HPLC), this product is rigorously tested for consistency and suitability in sensitive research applications. Packaged under inert gas to ensure stability, it is ideal for researchers requiring precise structural control in synthetic or analytical workflows.

Properties

• CAS Number: 25357-95-3
• Complexity: 237
• IUPAC Name: cyclohexane-1,3,5-tricarboxylic acid
• InChI: InChI=1S/C9H12O6/c10-7(11)4-1-5(8(12)13)3-6(2-4)9(14)15/h4-6H,1-3H2,(H,10,11)(H,12,13)(H,14,15)
• InChI Key: FTHDNRBKSLBLDA-UHFFFAOYSA-N
• Exact Mass: 216.06338810
• Molecular Formula: C9H12O6
• Molecular Weight: 216.19
• SMILES: C1C(CC(CC1C(=O)O)C(=O)O)C(=O)O
• Topological: 112
• Monoisotopic Mass: 216.06338810
• Synonyms: 1,3,5-Cyclohexanetricarboxylic acid, (1alpha,3alpha,5alpha)-, (1alpha,3alpha,5alpha)-1,3,5-Cyclohexanetricarboxylic Acid, 1,3,5-Cyclohexanetricarboxylic acid, (1.alpha.,3.alpha.,5.alpha.)-, 628-569-6, cyclohexane-1,3,5-tricarboxylic acid, 16526-68-4, 25357-95-3, 1,3,5-Cyclohexanetricarboxylic acid, Cis,cis-cyclohexane-1,3,5-tricarboxylic acid, cis,cis-1,3,5-Cyclohexanetricarboxylic acid, 16526-69-5, MFCD00075294, (1R,3S,5S)-CYCLOHEXANE-1,3,5-TRICARBOXYLIC ACID, trans-cyclohexane-1,3,5-tricarboxylic acid, Cyclohexane-1alpha,3alpha,5beta-tricarboxylic acid, NSC409575, starbld0014319, SCHEMBL326061, SCHEMBL2038877, SCHEMBL6542917, SCHEMBL21085036, SCHEMBL23366184, DTXSID90937053, FTHDNRBKSLBLDA-UHFFFAOYSA-N, DTXSID901247638, RAA52668, MFCD00134148, AKOS002735652, AKOS015914607, NSC-409575, AS-62694, SY060417, C2029, C2063, CS-0182949, ST50997672, D89479, EN300-343599, 1,3,5-Cyclohexanetricarboxylic acid, cis 90 %, 1,3,5-Cyclohexanetricarboxylic acid, cis 95 %, A877613, (1|A,3|A,5|A)-1,3,5-Cyclohexanetricarboxylic Acid, 1,3,5-Cyclohexanetricarboxylic acid, (1|A,3|A,5|A)-, (1I+/-,3I+/-,5I(2))-1,3,5-Cyclohexanetricarboxylic acid

Application

(1α,3α,5α)-1,3,5-Cyclohexanetricarboxylic Acid serves as a versatile precursor for designing porous MOFs due to its radial symmetry and strong metal-coordinating ability. It is employed in asymmetric catalysis as a chiral auxiliary and in polymer chemistry to introduce rigidity into polyesters or polyamides. Researchers also utilize it as a crosslinker for biomaterials or as a standard for chromatographic method development.

Safety and Hazards

GHS Hazard Statements

• H315 (100%): Causes skin irritation [Warning Skin corrosion/irritation]
• H319 (100%): Causes serious eye irritation [Warning Serious eye damage/eye irritation]

Precautionary Statements

• P264, P264+P265, P280, P302+P352, P305+P351+P338, P321, P332+P317, P337+P317, and P362+P364

Hazard Classes and Categories

• Skin Irrit. 2 (100%)
• Eye Irrit. 2 (100%)
• STOT SE 3 (97.5%)

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