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CS-W001157 4
Total: USD 88.00

1,3-Adamantanediol

  • CAS No. 5001-18-3

  • Cat. No. CS-W001580
  • Purity≥97%
  • MDL No.MFCD00154013

*For research and further manufacturing use only, not for direct human use.

1,3-Adamantanediol|CS-W001580

Structure of 5001-18-3

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General Information

  • CAS No. 5001-18-3
  • Cat. No. CS-W001580
  • Purity ≥97%
  • MDL No. MFCD00154013
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₀H₁₆O₂
  • Molecular Weight None
  • Synonym(s) 1,3-Dihydroxyadamantane
  • SMILES OC12CC3CC(C1)CC(C2)(C3)O

Description

1,3-Adamantanediol offers a rigid, hydrocarbon scaffold with two hydroxyl groups positioned at the 1 and 3 ring junctions. This configuration enables precise stereochemical control in asymmetric synthesis and provides a stable, moisture-tolerant platform for functionalization. The molecule integrates readily into complex molecular architectures due to its high thermal stability and resistance to oxidation under standard conditions.

Application

1,3-Adamantanediol serves as a robust, bench-stable building block for the synthesis of functionalized polycyclic scaffolds. Its rigid adamantane core provides exceptional thermal and oxidative stability, while the equatorial 1,3-diol functionality enables selective protection, oxidation, or coupling reactions. Widely employed in medicinal chemistry and materials science, it facilitates the construction of complex heterocycles and bioactive analogs with predictable stereochemistry and high structural integrity.

Synthesis

  • Route1

    References

    • Mello, Rossella; Fiorentino, Michele; Fusco, Caterina; Curci, Ruggero Journal of the American Chemical Society, 1989 , vol. 111, # 17 p. 6749 - 6757
  • Route2

    References

    • Matsunaka, Katsuhisa; Iwahama, Takahiro; Sakaguchi, Satoshi; Ishii, Yasutaka Tetrahedron Letters, 1999 , vol. 40, # 11 p. 2165 - 2168
  • Route3

    References

    • Muraoka; Wang; Okumura; Nishiura; Tanabe; Momose Synthetic Communications, 1996 , vol. 26, # 8 p. 1555 - 1562

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS07
Signal Word : Warning
UN#: N/A
Class : N/A
Packing Group : N/A
Hazard Statements : H302-H315-H319-H335
Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P305+P351+P338-P330-P362+P364-P403+P233-P405-P501

Quality Control

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Computational Chemistry Data

  • TPSA   40.46
  • LogP   1.0624
  • H_Acceptors   2
  • H_Donors   2
  • Rotatable_Bonds   0

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