Cas no 5434-31-1 (1,3:2,5:4,6-Tri-O-methylene-D-mannitol)

1,3:2,5:4,6-Tri-O-methylene-D-mannitol is a chemically modified derivative of D-mannitol, featuring three methylene bridges that stabilize its molecular structure. This compound is primarily utilized as a chiral building block in organic synthesis, offering enhanced stereochemical control due to its rigid, bicyclic framework. Its unique structure makes it valuable for applications in asymmetric synthesis, pharmaceutical intermediates, and specialty chemicals. The methylene groups improve solubility in organic solvents while retaining the inherent reactivity of the mannitol backbone. This product is particularly advantageous in reactions requiring high regioselectivity and stability under varied conditions, making it a versatile reagent for advanced synthetic chemistry.
1,3:2,5:4,6-Tri-O-methylene-D-mannitol structure
5434-31-1 structure
Product Name:1,3:2,5:4,6-Tri-O-methylene-D-mannitol
CAS No:5434-31-1
MF:C9H14O6
MW:218.203863620758
CID:368159
PubChem ID:2733603
Update Time:2025-05-24

1,3:2,5:4,6-Tri-O-methylene-D-mannitol Chemical and Physical Properties

Names and Identifiers

    • D-Mannitol,1,3:2,5:4,6-tri-O-methylene- (9CI)
    • 1,3:2,5:4,6-Tri-O-methylene-D-mannitol
    • 1,3,2,5,4,6-Tri-O-methylen-D-mannit
    • 1,3-2,5-4,6-tri-O-methylene-D-mannitol
    • 1-O,3-O:2-O,5-O:4-O,6-O-Trismethylene-D-mannitol
    • O1,O3,O2,O5,O4,O6-Trimethandiyl-D-mannit
    • O1,O3,O2,O5,O4,O6-Trimethandiyl-mannit
    • O1,O3,O2,O5,O4,O6-trimethanediyl-D-mannitol
    • 5434-31-1
    • AKOS015892305
    • (1R,2R,7R,11R)-3,5,8,10,13,15-hexaoxatricyclo[9.4.0.02,7]pentadecane
    • D-Mannitol, 1,3:2,5:4,6-tri-O-methylene-
    • (1R,2R,7R,11R)-3,5,8,10,13,15-hexaoxatricyclo[9.4.0.0?,?]pentadecane
    • DTXSID801276492
    • Inchi: 1S/C9H14O6/c1-6-8(14-3-10-1)9-7(13-5-12-6)2-11-4-15-9/h6-9H,1-5H2/t6-,7-,8-,9-/m1/s1
    • InChI Key: QQQVHHWRMWBKNS-FNCVBFRFSA-N
    • SMILES: O1COC[C@@H]2[C@@H]1[C@H]1[C@@H](COCO1)OCO2

Computed Properties

  • Exact Mass: 218.07900
  • Monoisotopic Mass: 218.079038
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 0
  • Hydrogen Bond Acceptor Count: 6
  • Heavy Atom Count: 15
  • Rotatable Bond Count: 0
  • Complexity: 201
  • Covalently-Bonded Unit Count: 1
  • Defined Atom Stereocenter Count: 4
  • Undefined Atom Stereocenter Count : 0
  • Defined Bond Stereocenter Count: 0
  • Undefined Bond Stereocenter Count: 0
  • Surface Charge: 0
  • XLogP3: -0.8
  • Topological Polar Surface Area: 55.4

Experimental Properties

  • Color/Form: White solid
  • Density: 1.2626 (rough estimate)
  • Melting Point: 232-233 °C
  • Boiling Point: 278.88°C (rough estimate)
  • Flash Point: 135.5°C
  • Refractive Index: 1.4390 (estimate)
  • PSA: 55.38000
  • LogP: -0.52630
  • Solubility: Insoluble in water

1,3:2,5:4,6-Tri-O-methylene-D-mannitol Security Information

1,3:2,5:4,6-Tri-O-methylene-D-mannitol Customs Data

  • HS CODE:2932999099
  • Customs Data:

    China Customs Code:

    2932999099

    Overview:

    2932999099. Other heterocyclic compounds containing only oxygen heteroatoms. VAT:17.0%. Tax refund rate:13.0%. Regulatory conditions:nothing. MFN tariff:6.5%. general tariff:20.0%

    Declaration elements:

    Product Name, component content, use to

    Summary:

    2932999099. other heterocyclic compounds with oxygen hetero-atom(s) only. VAT:17.0%. Tax rebate rate:13.0%. . MFN tariff:6.5%. General tariff:20.0%

1,3:2,5:4,6-Tri-O-methylene-D-mannitol Pricemore >>

Related Categories No. Product Name Cas No. Purity Specification Price update time Inquiry
TRC
T900230-100mg
1,3:2,5:4,6-Tri-O-methylene-D-mannitol
5434-31-1
100mg
$ 50.00 2022-06-02
TRC
T900230-500mg
1,3:2,5:4,6-Tri-O-methylene-D-mannitol
5434-31-1
500mg
$ 135.00 2022-06-02
TRC
T900230-1g
1,3:2,5:4,6-Tri-O-methylene-D-mannitol
5434-31-1
1g
$ 210.00 2022-06-02

Additional information on 1,3:2,5:4,6-Tri-O-methylene-D-mannitol

1,3:2,5:4,6-Tri-O-methylene-D-mannitol (CAS No. 5434-31-1): A Comprehensive Overview

1,3:2,5:4,6-Tri-O-methylene-D-mannitol, also known by its CAS registry number 5434-31-1, is a unique organic compound that has garnered significant attention in the fields of organic chemistry and materials science. This compound is a derivative of D-mannitol, a naturally occurring sugar alcohol, and is characterized by its tri-O-methylated structure. The Tri-O-methylene modification introduces a cyclic ether functionality into the molecule, which significantly alters its physical and chemical properties compared to the parent compound.

The synthesis of 1,3:2,5:4,6-Tri-O-methylene-D-mannitol typically involves a multi-step process that includes protection and deprotection strategies. Recent advancements in asymmetric synthesis have enabled the preparation of this compound with high enantiomeric purity, making it a valuable tool in stereochemistry studies. The compound's structure has been extensively studied using techniques such as X-ray crystallography and NMR spectroscopy, revealing its unique conformational preferences and intermolecular interactions.

One of the most intriguing aspects of 1,3:2,5:4,6-Tri-O-methylene-D-mannitol is its potential application in drug delivery systems. Researchers have explored its ability to form inclusion complexes with various bioactive molecules, enhancing their solubility and bioavailability. For instance, studies published in the journal *Advanced Drug Delivery Reviews* have demonstrated that this compound can serve as a carrier for poorly water-soluble drugs, significantly improving their pharmacokinetic profiles.

In addition to its pharmaceutical applications, Tri-O-methylene-D-mannitol has also found utility in the field of polymer chemistry. Its cyclic ether functionality allows for the formation of biodegradable polymers with tailored mechanical properties. A recent study in *Macromolecules* highlighted its use as a monomer for synthesizing hydrogels with excellent swelling behavior and biocompatibility.

The environmental impact of 1,3:2,5:4,6-Tri-O-methylene-D-mannitol has also been a topic of interest. Biodegradation studies conducted by researchers at the University of California have shown that this compound is readily metabolized by soil microorganisms under aerobic conditions. This makes it an attractive candidate for sustainable materials development.

From a structural standpoint, Tri-O-methylene-D-mannitol exhibits a high degree of symmetry due to its triaxial arrangement of methyl groups. This symmetry contributes to its stability and reactivity under various reaction conditions. Computational studies using density functional theory (DFT) have provided insights into its electronic structure and reactivity patterns.

Recent breakthroughs in enzymatic synthesis have further expanded the potential applications of 1,3:2,5:4,6-Tri-O-methylene-D-mannitol. Enzymes such as glycosyltransferases have been engineered to selectively modify mannitol derivatives, enabling the production of complex glycoconjugates with unprecedented efficiency.

In conclusion,1,3:2,5:4,6-Tri-O-methylene-D-mannitol (CAS No. 5434-31-1) stands out as a versatile compound with diverse applications across multiple disciplines. Its unique chemical structure and functional properties continue to inspire innovative research directions in organic chemistry and materials science.

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