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
• Article Data: 3

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

General Description

5-Tert-Butylpyrogallol, also known as 3,5-Di-tert-butyl-1,2,4-trihydroxybenzene, is a chemical compound with the molecular formula C14H22O6. It is an antioxidant used in the food and beverage industry to prevent spoilage and extend the shelf life of products. In addition, it is also used in cosmetic products for its antioxidant properties. 5-Tert-Butylpyrogallol is a stable, white crystalline solid that is soluble in organic solvents and has a melting point of 205-207°C. It is considered to be a safe and effective antioxidant and is generally recognized as safe (GRAS) by the US Food and Drug Administration (FDA). Please note that it is important to handle and use this chemical with caution, following all safety protocols and guidelines.

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

• 75-65-0 tert-butyl alcohol 
• 87-66-1 2-hydroxyresorcinol 
• 6766-84-3 4-(tert-butyl)-2,6-dimethoxyphenol 

Downstream Products

• 19589-29-8 5-tert.-Butyl-pyrogallol-trimethylether 

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.

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.