2-[4-(Diethylamino)-2-hydroxybenzoyl]benzoic acid hexyl ester
[CAS# 302776-68-7]

Identification

• Classification: Analytical chemistry >> Standard >> Volatile organic compounds (VOCs)
• Name: 2-[4-(Diethylamino)-2-hydroxybenzoyl]benzoic acid hexyl ester
• Synonyms: hexyl 2-[4-(diethylamino)-2-hydroxybenzoyl]benzoate
• Molecular Formula: C₂₄H₃₁NO₄
• Molecular Weight: 397.22
• CAS Registry Number: 302776-68-7
• EC Number: 443-860-6
• SMILES: CCCCCCOC(=O)C1=CC=CC=C1C(=O)C2=C(C=C(C=C2)N(CC)CC)O

Properties

• Density: 1.1±0.1 g/cm³, Calc.^*
• Index of Refraction: 1.565, Calc.^*
• Boiling Point: 524.8±40.0 °C (760 mmHg), Calc.^*
• Flash Point: 271.2±27.3 °C, Calc.^*

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

Safety Data

• Hazard Symbols: GHS07 Warning
• Risk Statements: H302
• Safety Statements: P280-P305+P351+P338

Hazard Classification

Hazard	Class	Category Code	Hazard Statement
Chronic hazardous to the aquatic environment	Aquatic Chronic	4	H413
Eye irritation	Eye Irrit.	2A	H319
Skin irritation	Skin Irrit.	2	H315
Specific target organ toxicity - single exposure	STOT SE	3	H335

Discovery and Applications

2-[4-(Diethylamino)-2-hydroxybenzoyl]benzoic acid hexyl ester is a chemical compound that falls within the class of organic molecules widely studied for its role in various applications, including those in the fields of materials science and pharmaceuticals. It is a derivative of benzoyl acid, where the benzoyl group is linked to a hydroxyphenyl moiety, and the molecule contains a diethylamino group that contributes to its unique properties. The ester group, in this case, hexyl ester, plays a significant role in the solubility and stability of the compound.

The compound’s discovery was part of ongoing research into the synthesis of novel organic molecules that could be applied in diverse chemical reactions and material applications. The functional groups present in the molecule, particularly the diethylamino and hydroxy groups, make it an interesting candidate for research into its potential as a photoactive compound, which can be used in optical devices. These characteristics are attributed to the molecule’s ability to absorb and react under specific conditions, such as light exposure, thereby making it a valuable addition to fields such as organic electronics, coatings, and materials for photovoltaic cells.

In addition to its potential in optoelectronics, 2-[4-(Diethylamino)-2-hydroxybenzoyl]benzoic acid hexyl ester has been studied for its applications in the pharmaceutical industry. As an ester derivative, it may interact with biological systems differently than its parent acid, offering new avenues for drug development. The presence of functional groups that can participate in hydrogen bonding or other types of molecular interactions suggests that it could be effective in drug delivery systems, where controlled release and improved bioavailability are often desired.

Given the unique combination of structural features, the compound is also considered for its potential as an intermediate in the synthesis of more complex molecules. Research in this area has led to its exploration in areas such as organic synthesis and in the creation of compounds with specific biological or chemical properties. The continued study of its interaction with light and other chemicals holds promise for expanding its role in industrial and pharmaceutical applications, particularly in enhancing the performance of materials and in the development of new therapeutic agents.

References

2024. Monte Carlo simulations of light transport in sunscreen formulations. Photochemical & Photobiological Sciences.
DOI: 10.1007/s43630-024-00605-7

2023. Transformation and toxicity studies of UV filter diethylamino hydroxybenzoyl hexyl benzoate in the swimming pools. The Science of the Total Environment, 163498.
DOI: 10.1016/j.scitotenv.2023.163498

2017. Diethylamino hydroxybenzoyl hexyl benzoate (DHHB) as additive to the UV filter avobenzone in cosmetic sunscreen formulations - Evaluation of the photochemical behavior and photostabilizing effect. European Journal of Pharmaceutical Sciences, 98.
DOI: 10.1016/j.ejps.2016.12.031