1,3:2,4-Bis(3,4-dimethylobenzylideno) sorbitol
[CAS# 135861-56-2]

Identification

• Classification: Organic raw materials >> Aryl compounds
• Name: 1,3:2,4-Bis(3,4-dimethylobenzylideno) sorbitol
• Synonyms: Millad 3988; Millad 3988I; Millad 8C41-10; Nucleating agent 3988; ZN-3S
• Molecular Formula: C₂₄H₃₀O₆
• Molecular Weight: 414.49
• CAS Registry Number: 135861-56-2
• EC Number: 413-110-2
• SMILES: CC1=C(C=C(C=C1)C2OC[C@H]3[C@@H](O2)[C@H](OC(O3)C4=CC(=C(C=C4)C)C)[C@@H](CO)O)C

Properties

• Density: 1.2±0.1 g/cm³, Calc.^*
• Index of Refraction: 1.563, Calc.^*
• Boiling Point: 611.6±50.0 °C (760 mmHg), Calc.^*
• Flash Point: 323.7±30.1 °C, Calc.^*

^* Calculated using Advanced Chemistry Development (ACD/Labs) Software.

Safety Data

• Hazard Symbols: GHS07 Warning
• Risk Statements: H302-H319
• Safety Statements: P264-P270-P280-P301+P312-P305+P351+P338-P337+P313

Discovery and Applications

1,3:2,4-Bis(3,4-dimethylobenzylideno) sorbitol, commonly referred to as a compound of sorbitol, is a chemical substance widely recognized for its applications in the field of materials science. This compound is a type of polyol-based derivative and is synthesized by attaching 3,4-dimethylobenzylidene groups to a sorbitol core structure. Sorbitol itself is a sugar alcohol commonly used in various industrial and pharmaceutical applications due to its non-cariogenic properties.

The discovery of sorbitol dates back to the 19th century, with its initial use being as a sugar substitute. Over time, various derivatives of sorbitol, including 1,3:2,4-Bis(3,4-dimethylobenzylideno) sorbitol, have been developed to extend its functionality in materials chemistry. The modification of sorbitol with specific aromatic groups, such as 3,4-dimethylobenzylidene, provides additional properties, such as improved structural stability and potential applications in polymeric materials.

The compound is typically used in the synthesis of functional polymers. Specifically, 1,3:2,4-Bis(3,4-dimethylobenzylideno) sorbitol is utilized in the production of polyesters and polyurethanes where its incorporation into polymer matrices improves the material’s thermal and mechanical properties. Its ability to form highly cross-linked polymer networks contributes to enhanced strength, rigidity, and heat resistance, making it a valuable ingredient in the development of durable and high-performance materials.

Furthermore, the structure of 1,3:2,4-Bis(3,4-dimethylobenzylideno) sorbitol provides sites for further chemical modifications, allowing it to be employed in various forms of functionalized plastics and coatings. The aromatic groups attached to the sorbitol backbone also contribute to the compound's suitability as an intermediate in the synthesis of certain specialty chemicals, further extending its versatility in industrial applications.

In addition to its use in polymers, the compound is also significant in the field of medicinal chemistry and drug delivery systems. Its polyol structure may offer beneficial properties in the formulation of drug carriers or excipients in pharmaceutical formulations, where it can help modulate the release of active pharmaceutical ingredients. However, the primary application of 1,3:2,4-Bis(3,4-dimethylobenzylideno) sorbitol remains within the realm of material science, especially in high-performance polymers.

As with many sorbitol derivatives, the substance is also explored for use in food and cosmetic industries, although such applications are typically secondary to its more significant roles in polymer chemistry. Its potential as a stabilizer and plasticizer continues to be explored, particularly in sustainable material development where biopolymer formulations are of increasing interest.

In conclusion, 1,3:2,4-Bis(3,4-dimethylobenzylideno) sorbitol is a versatile compound with important applications in the development of functional polymers, specialty chemicals, and drug delivery systems. Its ability to improve the properties of materials such as heat resistance and mechanical strength has made it a key substance in materials science. Through its incorporation into polymers and other materials, the compound contributes to the development of products with enhanced durability and performance, making it a valuable tool in both industrial and scientific applications.

References

2018. The Chemical and Products Database, a resource for exposure-relevant data on chemicals in consumer products. Scientific Data, 5, Article number: 180125.
DOI: 10.1038/sdata.2018.125