Cas no 40631-75-2 (1’,6,6’-Trichloro Sucrose)

1’,6,6’-Trichloro Sucrose is a chlorinated derivative of sucrose, primarily recognized for its role as an intermediate in the synthesis of high-intensity sweeteners such as sucralose. This compound is characterized by the selective substitution of hydroxyl groups with chlorine atoms at the 1’, 6, and 6’ positions, enhancing its stability and reactivity for further chemical modifications. Its precise molecular structure ensures consistent performance in synthetic applications, making it a valuable precursor in the food and pharmaceutical industries. The chlorination pattern also contributes to improved solubility and processing efficiency, facilitating its use in controlled reaction environments.
1’,6,6’-Trichloro Sucrose structure
1’,6,6’-Trichloro Sucrose structure
Product Name:1’,6,6’-Trichloro Sucrose
CAS No:40631-75-2
MF:C12H19Cl3O8
MW:397.633462190628
CID:925994
PubChem ID:10475946
Update Time:2025-06-08

1’,6,6’-Trichloro Sucrose Chemical and Physical Properties

Names and Identifiers

    • 1’,6,6’-Trichloro Sucrose
    • 1',6,6'-Trichloro Sucrose
    • CGK 733
    • 2-[2,5-bis(chloromethyl)-3,4-dihydroxyoxolan-2-yl]oxy-6-(chloromethyl)oxane-3,4,5-triol
    • Sucralose impurity B
    • 1′,6,6′-Trichloro-1′,6,6′-trideoxysucrose
    • 1,6-Dichloro-1,6-dideoxy-β-D-fructofuranosyl 6-chloro-6-deoxy-α-D-glucopyranoside
    • SUCRALOSE IMPURITY B [EP IMPURITY]
    • (2R,3R,4S,5S,6S)-2-(((2R,3S,4S,5S)-2,5-Bis(chloromethyl)-3,4-dihydroxytetrahydrofuran-2-yl)oxy)-6-(chloromethyl)tetrahydro-2H-pyran-3,4,5-triol
    • 1,6-DICHLORO-1,6-DIDEOXY-.BETA.-D-FRUCTOFURANOSYL 6-CHLORO-6-DEOXY-.ALPHA.-D-GLUCOPYRANOSIDE
    • 6,1',6'-Trichlorosucrose
    • 1',6,6'-Trichloro-1',6,6'-trideoxysucrose
    • (2R,3R,4S,5S,6S)-2-[(2R,3S,4S,5S)-2,5-bis(chloromethyl)-3,4-dihydroxyoxolan-2-yl]oxy-6-(chloromethyl)oxane-3,4,5-triol
    • CGG2B0M3MW
    • alpha-D-Glucopyranoside, 1,6-dichloro-1,6-dideoxy-beta-D-fructofuranosyl 6-chloro-6-deoxy-
    • NSC-297293
    • UNII-CGG2B0M3MW
    • 40631-75-2
    • 1',6,6'-Trichlorosucrose
    • 6,1',6'-Trichloro-6,1',6'-trideoxysucrose
    • .ALPHA.-D-GLUCOPYRANOSIDE, 1,6-DICHLORO-1,6-DIDEOXY-.BETA.-D-FRUCTOFURANOSYL 6-CHLORO-6-DEOXY-
    • Inchi: 1S/C12H19Cl3O8/c13-1-4-6(16)8(18)9(19)11(21-4)23-12(3-15)10(20)7(17)5(2-14)22-12/h4-11,16-20H,1-3H2/t4-,5-,6-,7-,8+,9-,10+,11-,12+/m1/s1
    • InChI Key: BPQOIESVQZIMHQ-UGDNZRGBSA-N
    • SMILES: ClC[C@@]1([C@H]([C@@H]([C@@H](CCl)O1)O)O)O[C@@H]1[C@@H]([C@H]([C@@H]([C@@H](CCl)O1)O)O)O

Computed Properties

  • Exact Mass: 396.01500
  • Monoisotopic Mass: 396.014551g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 5
  • Hydrogen Bond Acceptor Count: 8
  • Heavy Atom Count: 23
  • Rotatable Bond Count: 5
  • Complexity: 405
  • Covalently-Bonded Unit Count: 1
  • Defined Atom Stereocenter Count: 9
  • Undefined Atom Stereocenter Count : 0
  • Defined Bond Stereocenter Count: 0
  • Undefined Bond Stereocenter Count: 0
  • XLogP3: -1.5
  • Topological Polar Surface Area: 129?2

Experimental Properties

  • PSA: 128.84000
  • LogP: -1.65610

1’,6,6’-Trichloro Sucrose Security Information

  • Hazardous Material transportation number:NONH for all modes of transport

1’,6,6’-Trichloro Sucrose Pricemore >>

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Additional information on 1’,6,6’-Trichloro Sucrose

Introduction to 1’,6,6’-Trichloro Sucrose (CAS No. 40631-75-2)

1’,6,6’-Trichloro Sucrose, with the chemical identifier CAS No. 40631-75-2, is a specialized carbohydrate derivative that has garnered significant attention in the field of chemical and pharmaceutical research. This compound, characterized by its trichloro substitution pattern on the sucrose molecule, exhibits unique physicochemical properties that make it a valuable intermediate in synthetic chemistry and industrial applications. The structural modification of sucrose through chlorination introduces reactive sites that can be exploited for further functionalization, making it a versatile building block in the development of novel compounds.

The synthesis of 1’,6,6’-Trichloro Sucrose involves a carefully controlled chlorination process, typically employing reagents such as phosphorus oxychloride (POCl?) or sulfuryl chloride (SO?Cl?). The reaction conditions must be meticulously optimized to ensure regioselectivity and high yield, as uncontrolled chlorination can lead to undesired poly-chlorinated byproducts. Advances in catalytic systems have recently enabled more efficient and environmentally benign routes to this compound, aligning with the growing emphasis on sustainable chemical manufacturing practices.

In recent years, 1’,6,6’-Trichloro Sucrose has been explored as a precursor in the synthesis of complex carbohydrates and glycosides. Its trichloro-substituted structure provides a stable platform for further derivatization, allowing chemists to introduce various functional groups at specific positions. This flexibility has made it particularly useful in the development of pharmaceuticals and agrochemicals, where precise molecular architecture is critical for biological activity. For instance, researchers have utilized this compound to construct novel glycosidic linkages that mimic natural sugars but exhibit enhanced stability or altered bioavailability.

One of the most promising applications of 1’,6,6’-Trichloro Sucrose lies in its role as a chiral auxiliary in asymmetric synthesis. The inherent stereochemistry of sucrose derivatives can be leveraged to achieve enantioselective transformations, which are crucial for producing optically active compounds used in drug development. Recent studies have demonstrated its utility in constructing quaternary carbon centers with high enantiomeric purity, underscoring its importance in modern synthetic organic chemistry.

The compound's reactivity also extends to its use as a cross-linking agent in polymer chemistry. By incorporating 1’,6,6’-Trichloro Sucrose into polymer backbones, researchers have developed novel materials with tailored properties such as improved solubility or mechanical strength. These materials find applications in biodegradable plastics and drug delivery systems, where controlled degradation rates are essential for functionality. The ability to fine-tune these properties through molecular design highlights the compound's versatility beyond traditional carbohydrate chemistry.

From an industrial perspective, 1’,6,6’-Trichloro Sucrose represents an interesting case study in process optimization. Its production requires careful balance between yield and purity to meet commercial demands. Recent innovations in continuous flow chemistry have shown promise in improving the scalability of its synthesis while reducing waste generation. Such advancements not only enhance economic feasibility but also contribute to greener manufacturing processes by minimizing environmental impact.

The pharmaceutical industry has taken particular interest in 1’,6,6’-Trichloro Sucrose due to its potential as a prodrug carrier. By leveraging its structural features, researchers aim to develop formulations that enhance drug solubility or target specific tissues within the body. Preliminary studies indicate that derivatives of this compound can effectively encapsulate hydrophobic molecules, improving their bioavailability and therapeutic efficacy. This aligns with broader trends in medicinal chemistry toward developing more sophisticated drug delivery systems.

In conclusion,1’,6,6’-Trichloro Sucrose (CAS No. 40631-75-2) is a multifaceted compound with broad applications across chemical synthesis and material science. Its unique structural features enable diverse functionalization strategies, making it indispensable in both academic research and industrial development. As synthetic methodologies continue to evolve, the utility of this compound is expected to expand further, driving innovation in pharmaceuticals and advanced materials alike.

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