20481-17-8

Basic information

• Product Name: 5-TERT-BUTYLPYROGALLOL
• Synonyms: P-TERT-BUTYLPYROGALLOL;5-TERT-BUTYLPYROGALLOL;5-tert-Butyl-1,2,3-benzenetriol;5-tert-Butyl-1,2,3-trihydroxybenzene
• CAS NO: 20481-17-8
• Molecular Formula: C₁₀H₁₄O₃
• Molecular Weight: 182.22
• Mol File: 20481-17-8.mol

Chemical Properties

• Melting Point: 133-136°C
• Boiling Point: 348.4°Cat760mmHg
• Flash Point: 171.8°C
• Appearance: /
• Density: 1.203g/cm³
• Vapor Pressure: 2.5E-05mmHg at 25°C
• Refractive Index: 1.578
• PKA: 9.41±0.15(Predicted)
• CAS DataBase Reference: 5-TERT-BUTYLPYROGALLOL(CAS DataBase Reference)
• NIST Chemistry Reference: 5-TERT-BUTYLPYROGALLOL(20481-17-8)
• EPA Substance Registry System: 5-TERT-BUTYLPYROGALLOL(20481-17-8)

Safety Data

• Statements: 36/37/38
• Safety Statements: 26-36
• Hazardous Substances Data: 20481-17-8(Hazardous Substances Data)

Usage

Uses

Used in Food and Beverage Industry:
5-TERT-BUTYLPYROGALLOL is used as an antioxidant for preventing spoilage and extending the shelf life of food and beverage products. Its ability to delay oxidation helps maintain the freshness and quality of these products, ensuring consumer safety and satisfaction.
Used in Cosmetic Products:
5-TERT-BUTYLPYROGALLOL is used as an antioxidant in cosmetic products to protect them from degradation and maintain their efficacy. Its presence helps to prevent the oxidation of active ingredients, ensuring the longevity and performance of these products.
It is important to handle and use 5-TERT-BUTYLPYROGALLOL with caution, following all safety protocols and guidelines, as it is a chemical compound. The US Food and Drug Administration (FDA) has recognized it as a safe and effective antioxidant and has granted it Generally Recognized As Safe (GRAS) status.

InChI:InChI=1/C10H14O3/c1-10(2,3)6-4-7(11)9(13)8(12)5-6/h4-5,11-13H,1-3H3

Upstream product

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Downstream Products

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Relevant articles and documents

Structural features and antioxidant activities of Chinese quince (Chaenomeles sinensis) fruits lignin during auto-catalyzed ethanol organosolv pretreatment

Chinese quince fruits (Chaenomeles sinensis) have an abundance of lignins with antioxidant activities. To facilitate the utilization of Chinese quince fruits, lignin was isolated from it by auto-catalyzed ethanol organosolv pretreatment. The effects of three processing conditions (temperature, time, and ethanol concentration) on yield, structural features and antioxidant activities of the auto-catalyzed ethanol organosolv lignin samples were assessed individually. Results showed the pretreatment temperature was the most significant factor; it affected the molecular weight, S/G ratio, number of β-O-4′ linkages, thermal stability, and antioxidant activities of lignin samples. According to the GPC analyses, the molecular weight of lignin samples had a negative correlation with pretreatment temperature. 2D-HSQC NMR and Py-GC/MS results revealed that the S/G ratios of lignin samples increased with temperature, while total phenolic hydroxyl content of lignin samples decreased. The structural characterization clearly indicated that the various pretreatment conditions affected the structures of organosolv lignin, which further resulted in differences in the antioxidant activities of the lignin samples. These results can be helpful for controlling and optimizing delignification during auto-catalyzed ethanol organosolv pretreatment, and they provide theoretical support for the potential applications of Chinese quince fruits lignin as a natural antioxidant in the food industry.

Production of organic compounds

Pyrogallol, and analogues thereof having an alkyl, carboxy or alkoxycarbonyl substituent in the benzene ring, and their salts, are prepared by oxidizing, preferably by hydrogen peroxide, the corresponding compounds in which 1 or 2 of the OH groups are replaced by --COR5 groups where R5 represents hydrogen, alkyl or phenylalkyl. The production of intermediates is also described and some of these are novel.

Process for preparing pyrogallol

Pyrogallol is prepared by (A) reacting a halo compound of formula STR1 where X represents Br or I, R1 represents hydrogen, secondary or tertiary alkyl of up to 10 carbon atoms, carboxy or alkoxycarbonyl of 2-5 carbon atoms and R2 represents hydrogen or alkyl of 1-4 carbon atoms, with an alkali metal alkoxide of formula ROM where M represents an alkali metal and R represents alkyl of 1-4 carbon atoms, to replace each X by OR, and then (B) dealkylating each OR and each OR2 where R2 represents alkyl of 1-4 carbon atoms and removing the R1 group where this is not hydrogen.