Description

1,3,5-Adamantanetriol (CAS No. 99181-50-7) is a highly functionalized adamantane derivative with the molecular formula C₁₀H₁₆O₃. This compound features a rigid adamantane core substituted with three hydroxyl groups at the 1, 3, and 5 positions, offering unique steric and electronic properties. With an IUPAC name of adamantane-1,3,5-triol, it is a valuable building block in organic synthesis, pharmaceutical research, and materials science. The high symmetry and stability of the adamantane framework make it an ideal candidate for designing novel polymers, dendrimers, and supramolecular architectures. Available in high purity grades, this product is rigorously tested for quality and consistency, ensuring reliable performance in advanced research applications.

Properties

• CAS Number: 99181-50-7
• Complexity: 206
• IUPAC Name: adamantane-1,3,5-triol
• InChI: InChI=1S/C10H16O3/c11-8-1-7-2-9(12,4-8)6-10(13,3-7)5-8/h7,11-13H,1-6H2
• InChI Key: MCYBYTIPMYLHAK-UHFFFAOYSA-N
• Exact Mass: 184.109944368
• Molecular Formula: C10H16O3
• Molecular Weight: 184.23
• SMILES: C1C2CC3(CC1(CC(C2)(C3)O)O)O
• Topological: 60.7
• Monoisotopic Mass: 184.109944368
• Synonyms: 1,3,5-Adamantanetriol, 99181-50-7, DTXSID50432519, DTXCID20383347, Adamantane-1,3,5-triol, 1,3,5-Trihydroxyadamantane, MFCD08276262, Tricyclo[3.3.1.13,7]decane-1,3,5-triol, SCHEMBL424435, SCHEMBL4296936, YSZC3670, ALBB-035407, AKOS015840960, CS-W017003, AC-32091, AS-57747, SY054927, A1682, D88466

Application

1,3,5-Adamantanetriol is widely utilized in pharmaceutical research as a scaffold for drug development due to its rigid, three-dimensional structure. It serves as a key intermediate in the synthesis of advanced materials, such as high-performance polymers and dendrimers, leveraging its multiple reactive hydroxyl groups. Additionally, this compound is employed in supramolecular chemistry for constructing complex molecular assemblies and host-guest systems. Its stability and symmetry also make it suitable for studying steric effects in organic reactions.

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