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CS-W001157 4
Total: USD 88.00

2,2-Dimethyl-1,3-dioxan-5-ol

  • CAS No. 3391-30-8

  • Cat. No. CS-0197161
  • Molecule weight132.16
  • Purity≥98%
  • MDL No.None

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

2,2-Dimethyl-1,3-dioxan-5-ol|CS-0197161

Structure of 3391-30-8

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General Information

  • CAS No. 3391-30-8
  • Cat. No. CS-0197161
  • Purity ≥98%
  • MDL No. None
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₆H₁₂O₃
  • Molecular Weight 132.16
  • Synonym(s) None
  • SMILES OC1COC(C)(C)OC1

Description

2,2-Dimethyl-1,3-dioxan-5-ol features a stable cyclic acetal core with a terminal hydroxyl group, enabling direct use in glycosylation chemistry. The geminal dimethyl substitution enhances steric protection and resistance to acid-catalyzed hydrolysis. This bench-stable derivative serves as a reliable building block for carbohydrate synthesis and protected alcohol transformations under standard conditions.

Application

2,2-Dimethyl-1,3-dioxan-5-ol serves as a stable, bench-ready synthon for stereoselective transformations in carbohydrate and heterocyclic synthesis. Its rigid cyclic structure provides predictable stereochemical control, while the hydroxyl group enables selective derivatization under standard conditions. The molecule functions effectively as a protected diol equivalent and participates reliably in coupling reactions with broad functional group tolerance.

Synthesis

  • Route1

    References

    • Forbes, David C.; Ene, Doina G.; Doyle, Michael P. Synthesis, 1998 , # 6 p. 879 - 882
  • Route2

    References

    • Fadnavis, Nitin Wasantrao; Reddipalli, Gowri Sankar; Ramakrishna, Gadupudi; Mishra, Mithilesh Kumar; Sheelu, Gurrala Synthesis, 2009 , # 4 p. 557 - 560
  • Route3
    • (2,2-Dimethyl-5-nitro-1,3-dioxan-5-yl)methanol|CS-0217474
      4728-14-7
    • ~%
    • In-stock
      2,2-Dimethyl-1,3-dioxan-5-ol|CS-0197161
      3391-30-8

    References

    • Majewski, Marek; Gleave, D. Mark; Nowak, Pawel Canadian Journal of Chemistry, 1995 , vol. 73, # 10 p. 1616 - 1626

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS07
Signal Word : Warning
UN#: N/A
Class : N/A
Packing Group : N/A
Hazard Statements : H227-H315-H319-H335
Precautionary Statements : P210-P261-P264-P271-P280-P302+P352-P304+P340-P362+P364-P370+P378-P403-P405-P501

Quality Control

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Computational Chemistry Data

  • TPSA   38.69
  • LogP   0.1302
  • H_Acceptors   3
  • H_Donors   1
  • Rotatable_Bonds   0

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