4-Hexylresorcinol

4-Hexylresorcinol

Tên sản phẩm 4-Hexylresorcinol
Số CAS 136-77-6
Hình thức Bột tinh thể màu trắng đến trắng ngà
Thông số kỹ thuật ≥99,01% TP3T (HPLC)
Công thức phân tử C12H18O2
Trọng lượng phân tử 194.27 g/mol
Điểm nóng chảy 65-67 °C
Độ hòa tan Soluble in ethanol, propylene glycol; slightly soluble in water
Gói 25 kg fiber drum with inner polyethylene bag

4-Hexylresorcinol Structure

Từ đồng nghĩa: 4-Hexylresorcinol, 4-Hexyl-1,3-benzenediol, 1,3-Benzenediol, 4-hexyl-, 136-77-6, HX-4, Resorcinol 4-hexyl

4-Hexylresorcinol is an alkylresorcinol featuring a hexyl chain at the 4-position of a resorcinol core. This amphiphilic structure—a polar dihydroxybenzene head and a nonpolar alkyl tail—underpins its interfacial activity, enabling interactions with lipid bilayers and proteins. The molecule is a potent inhibitor of polyphenol oxidase (tyrosinase) and exhibits broad-spectrum antimicrobial and anthelmintic properties, making it valuable in pharmaceutical, cosmetic, and food preservation applications.

Industrially, 4-Hexylresorcinol is produced via Friedel-Crafts alkylation of resorcinol with hexanol or hexene, followed by purification. It is supplied as a white to off-white crystalline powder with a purity of ≥99.0% (HPLC). The compound is stable under normal storage conditions but should be protected from light and moisture.

Key applications include its use as an anti-browning agent in fresh-cut produce, an active ingredient in anti-dandruff and oral care formulations, and a model compound in enzymatic browning studies. Its efficacy at low concentrations and favorable safety profile (GRAS status for certain uses) drive demand in the food and personal care industries.

Cấu trúc và tính chất hóa học

The resorcinol moiety provides two phenolic hydroxyl groups that can participate in hydrogen bonding and redox reactions, while the hexyl chain enhances lipophilicity (logP ~3.5). This balance dictates its solubility profile and membrane affinity. The compound exists as a crystalline solid with a melting point around 66 °C and is typically assayed by HPLC or titration.

Cơ chế tác dụng

  • Tyrosinase inhibition: Competitively inhibits polyphenol oxidase, preventing enzymatic browning in foods and pigmentation in cosmetic applications.
  • Antimicrobial activity: Disrupts microbial cell membranes and inhibits spore germination, effective against bacteria, fungi, and yeasts.
  • Anthelmintic action: Interferes with energy metabolism in helminths, historically used in veterinary medicine.
  • Antioxidant properties: Scavenges free radicals via phenolic hydroxyl groups, contributing to its preservative effects.

Tiêu chuẩn chất lượng

Tham số Thông số kỹ thuật
Phương pháp phân tích (HPLC) ≥99.0%
Hình thức Bột tinh thể màu trắng đến trắng ngà
Điểm nóng chảy 65-67 °C
Mất mát khi sấy khô ≤0.5%
Hàm lượng tro sau khi đốt ≤0.1%
Kim loại nặng ≤10 ppm
Độ hòa tan Soluble in ethanol, propylene glycol; slightly soluble in water

Cung ứng và Tài liệu

  • Công suất: 20 metric tons per year
  • Thời gian thực hiện: 3-5 business days (stock items)
  • Tài liệu hướng dẫn: COA, MSDS, TDS sẽ được cung cấp theo yêu cầu
  • Bao bì: 25 kg fiber drum with inner polyethylene bag

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