Vanillyl butyl ether

Catalog NumberHG82654986

CAS Number82654-98-6

CategoryNon-ionic Surfactants

Synonyms

Phenol, 4-(butoxymethyl)-2-methoxy-;FEMA No. 3796

Molecular Weight

210.27

Molecular Formula

C12H18O3

Appearance

Liquid

Application

Use as antioxidant.

Active Content

95%

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Case Study

Vanillyl Butyl Ether as an Insect Repellent for Stored Product Pest Control

Shimomura, Kenji, et al. Journal of Asia-Pacific Entomology 22.3 (2019): 916-920.

Vanillyl butyl ether (VBE) acts as a capsaicin agonist repellent that activates transient receptor potential vanilloid (TRPV) channels in stored product insect pests.
Experimental Protocol: VBE is dissolved in acetone at concentrations of 2.5, 5, and 10 mg/mL, corresponding to 39.3, 78.6, and 157.2 micrograms per cm². The area preference test is conducted using 90 mm filter papers in petri dishes with 20 adult Tribolium castaneum beetles per replicate. The treated half of the filter paper receives 500 microliters of VBE solution, while the control half receives acetone only. Insects are counted after 3 hours of incubation at 28 °C in darkness. RNA interference is used to knockdown TcNan and TcIav TRPV channel genes.
Performance Evaluation: VBE exhibits dose-dependent repellency with 92% repellency at 157.2 micrograms per cm² and 86% at 78.6 micrograms per cm², comparable to DEET (88% and 62%, respectively). No significant repellency is observed at 39.3 micrograms per cm². Knockdown of TcNan or TcIav genes significantly reduces VBE repellency by 45 to 55%, confirming that VBE acts through TRPV channel mediation. The mammalian oral LD₅₀ of VBE exceeds 4,700 mg/kg, indicating a favorable safety profile.

Vanillyl Butyl Ether as a Liquid Crystal Alignment Agent for Display Applications

Ju, Changha, et al. RSC advances 9.25 (2019): 14188-14193.

Vanillyl butyl ether (VAN) serves as a plant-based side-chain substituent in polystyrene copolymers that induce vertical alignment of liquid crystal (LC) molecules for display applications.
Experimental Protocol: A series of vanillin derivative-substituted polystyrene films (PVAN#, where # = 20, 40, 60, 80, and 100 mol% substitution) are synthesized via nucleophilic substitution of poly(vinylbenzyl chloride) with VAN. Thin films are spin-coated onto glass plates at 2000 rpm for 60 seconds. LC cells are assembled using 4.25 micrometer spacers and filled with nematic LC MLC-6608. Surface energy is calculated from static contact angles of water and diiodomethane using the Owens-Wendt equation.
Performance Evaluation: Uniform vertical LC alignment is achieved exclusively with the PVAN100 film (100% substitution), which exhibits a polar surface energy of 2.05 mJ/m². Transmittance of the PVAN100 film is 98.9% at 500 nm, superior to the polyimide alignment layer at 80.5%. The LC cell shows a voltage holding ratio above 99% at both 25 and 60 °C, and a residual DC voltage below 15 mV. The vertical alignment is maintained after heat treatment at 200 °C and UV irradiation at 30 J/cm².

Vanillyl Butyl Ether as a Warming Sensation Agent for Cosmetic Product Analysis

Alberola, Antonio, et al. Cosmetics, 2017, 4, 9.

Vanillyl butyl ether (VBE) functions as a mild warming agent in cosmetic products, providing a topical warming sensation through transient receptor potential vanilloid 1 (TRPV1) channel activation.
Experimental Protocol: A reversed-phase HPLC method is developed using a Zorbax Eclipse Plus C-18 column (150 x 4.6 mm, 3.5 micrometers) with isocratic elution. The mobile phase consists of acetonitrile and 20 mM Na₂HPO₄ buffer (30:70 v/v) at a flow rate of 1.5 mL/min, with UV detection at 230 nm. Extraction is performed using isopropanol-water (50:50 v/v) with sonication at 50 °C for 5 minutes. The method is validated for linearity, accuracy, precision, and specificity.
Performance Evaluation: The calibration curve shows excellent linearity with a correlation coefficient of 0.9999 over the concentration range of 12 to 100 micrograms/mL. The retention time for VBE is 13.728 minutes with a tailing factor of 0.713. Intra-day and inter-day precision (percent relative standard deviation) are 0.67% and 0.73%, respectively. The recovery rate is 99.5 to 100.5%. The theoretical plate count exceeds 8,000, indicating high column efficiency. The method successfully quantifies VBE at 0.7624% w/w in a commercial tiger balm-type product.

• Synonyms: Phenol, 4-(butoxymethyl)-2-methoxy-;FEMA No. 3796
• Molecular Weight: 210.27
• Molecular Formula: C12H18O3
• Appearance: Liquid
• Application: Use as antioxidant.
• Active Content: 95%