5-(1,1-Dimethylheptyl)benzene-1,3-diol
[CAS# 56469-10-4]

Identification

• Classification: Flavors and spices >> Synthetic spice >> Phenols, ethers and epoxides >> Phenolic flavors
• Name: 5-(1,1-Dimethylheptyl)benzene-1,3-diol
• Synonyms: 5-(1,1-Dimethylheptyl)resorcinol
• Molecular Formula: C₁₅H₂₄O₂
• Molecular Weight: 236.35
• CAS Registry Number: 56469-10-4
• EC Number: 260-193-4
• SMILES: CCCCCCC(C)(C)C1=CC(=CC(=C1)O)O

Properties

• Density: 1.0±0.1 g/cm³, Calc.^*
• Index of Refraction: 1.520, Calc.^*
• Boiling Point: 358.5±12.0 °C (760 mmHg), Calc.^*
• Flash Point: 162.4±14.2 °C, Calc.^*

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

Safety Data

• Hazard Symbols: GHS07 Warning
• Risk Statements: H302-H312-H315-H319-H332-H335
• Safety Statements: P261-P264-P264+P265-P270-P271-P280-P301+P317-P302+P352-P304+P340-P305+P351+P338-P317-P319-P321-P330-P332+P317-P337+P317-P362+P364-P403+P233-P405-P501

Hazard Classification

Hazard	Class	Category Code	Hazard Statement
Skin irritation	Skin Irrit.	2	H315
Eye irritation	Eye Irrit.	2	H319
Specific target organ toxicity - single exposure	STOT SE	3	H335
Acute toxicity	Acute Tox.	4	H302
Acute toxicity	Acute Tox.	4	H332
Acute toxicity	Acute Tox.	4	H312

Discovery and Applications

5-(1,1-Dimethylheptyl)benzene-1,3-diol is a chemical compound that has been investigated for its potential applications in the field of materials science and medicinal chemistry. This compound features a benzene ring substituted with hydroxyl groups at the 1 and 3 positions, along with a bulky 1,1-dimethylheptyl group at the 5 position. The structural arrangement of the molecule imparts interesting properties, such as enhanced lipophilicity, which can affect its interaction with biological systems and its ability to incorporate into various materials.

The discovery of 5-(1,1-Dimethylheptyl)benzene-1,3-diol is part of ongoing research aimed at modifying aromatic compounds to improve their stability and functional properties. The introduction of the 1,1-dimethylheptyl group is significant because it increases the molecule's hydrophobic nature, potentially enhancing its solubility in non-polar solvents and making it more suitable for use in certain industrial applications. The hydroxyl groups on the benzene ring also contribute to the molecule's reactivity, enabling it to form hydrogen bonds and interact with various chemical entities, which may be useful in creating more complex molecules or materials.

In terms of application, 5-(1,1-Dimethylheptyl)benzene-1,3-diol has been explored for use in the development of advanced materials, such as surfactants, polymer additives, or lubricant components. Its ability to interact with both hydrophobic and hydrophilic environments makes it an attractive candidate for modifying the properties of materials in a variety of industries. The hydroxyl groups on the aromatic ring are reactive sites that can be used to further modify the compound, allowing for the creation of derivatives with enhanced performance characteristics, such as improved stability or increased compatibility with other substances.

Another potential application for 5-(1,1-Dimethylheptyl)benzene-1,3-diol is in the development of pharmaceutical formulations. The hydrophobic nature of the 1,1-dimethylheptyl group could allow for better interaction with lipid membranes, which may enhance the compound's bioavailability or ability to cross cell membranes. Additionally, the hydroxyl groups may play a role in stabilizing the compound in solution or facilitating interactions with drug targets. As such, it could be investigated as a lead compound for drug delivery systems or as a component in pharmaceutical excipients.

The synthesis of 5-(1,1-Dimethylheptyl)benzene-1,3-diol typically involves the selective introduction of the 1,1-dimethylheptyl group onto a benzene-1,3-diol precursor. This process may be achieved through a variety of synthetic routes, such as alkylation reactions, where the dimethylheptyl group is introduced to the aromatic ring using a suitable alkylating agent. The purity and yield of the final product are optimized through crystallization or column chromatography.

In conclusion, 5-(1,1-Dimethylheptyl)benzene-1,3-diol is a compound with unique properties that make it a promising candidate for applications in materials science and pharmaceuticals. Its structural features, including the bulky 1,1-dimethylheptyl group and hydroxyl substituents, make it versatile for a range of potential uses, from enhancing material properties to contributing to drug formulation strategies.

References

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