2213-66-3

Basic information

• Product Name: 5-tert-butyl-3-methylpyrocatechol
• Synonyms: 5-tert-butyl-3-methylpyrocatechol;3-Methyl-5-tert-butylcatechol;5-tert-Butyl-3-methyl-benzene-1,2-diol;3-Methyl-5-tert-butyl-1,2-dihydroxybenzene;5-tert-Butyl-3-methyl-1,2-benzenediol;6-Methyl-4-tert-butyl-1,2-benzenediol
• CAS NO: 2213-66-3
• Molecular Formula: C₁₁H₁₆O₂
• Molecular Weight: 180.24354
• EINECS: 218-668-9
• Mol File: 2213-66-3.mol
• Article Data: 3

Chemical Properties

• Melting Point: 116-117℃
• Boiling Point: 294.3°Cat760mmHg
• Flash Point: 137.2°C
• Appearance: /
• Density: 1.064
• Vapor Pressure: 0.000928mmHg at 25°C
• Refractive Index: 1.541
• Storage Temp.: 2-8°C
• PKA: 10.03±0.15(Predicted)
• CAS DataBase Reference: 5-tert-butyl-3-methylpyrocatechol(CAS DataBase Reference)
• NIST Chemistry Reference: 5-tert-butyl-3-methylpyrocatechol(2213-66-3)
• EPA Substance Registry System: 5-tert-butyl-3-methylpyrocatechol(2213-66-3)

Safety Data

• Hazardous Substances Data: 2213-66-3(Hazardous Substances Data)

Usage

General Description

5-tert-butyl-3-methylpyrocatechol, also known as 3-methyl-5-tert-butylpyrocatechol, is an organic chemical compound with the molecular formula C11H16O2. It is a colorless crystalline solid that is soluble in organic solvents and has a faint characteristic odor. 5-tert-butyl-3-methylpyrocatechol is commonly used as an antioxidant and stabilizer in the manufacturing of polymers, including rubber, plastics, and adhesives. Additionally, 5-tert-butyl-3-methylpyrocatechol is utilized in the production of photographic developers and as a modifying agent in the synthesis of pharmaceuticals and other organic compounds. Despite its usefulness, this compound is classified as a hazardous substance and requires proper handling and storage due to its potential health and environmental risks.

InChI:InChI=1/C11H16O2/c1-7-5-8(11(2,3)4)6-9(12)10(7)13/h5-6,12-13H,1-4H3

Upstream product

• 21855-56-1 3-Methyl-5-tert-butyl-benzochinon-(1,2) 
• 488-17-5 3-methylbenzene-1,2-diol 
• 75-65-0 tert-butyl alcohol 
• 25825-32-5 1,2-diacetoxy-3-(acetoxymethyl)-5-tert-butylbenzene 
• 98-27-1 2-Methyl-4-t-butylphenol 
• 2563-06-6 2-methyl-6-ethoxyphenol 
• 492-88-6 3-ethoxysalicylaldehyde 

Downstream Products

• 34582-28-0 5-tert-butyl-2,3-dimethoxytoluene 
• 1232839-86-9 5-tert-butyl-3-methyl-1,2-phenylene dibenzoate 
• 1308327-40-3 5-tert-butyl-3-methyl-1,2-phenylene diethyl dicarbonate 

Relevant articles and documents

Controlling the catalytic aerobic oxidation of phenols

The oxidation of phenols is the subject of extensive investigation, but there are few catalytic aerobic examples that are chemo- and regioselective. Here we describe conditions for the ortho-oxygenation or oxidative coupling of phenols under copper (Cu)-catalyzed aerobic conditions that give rise to ortho-quinones, biphenols or benzoxepines. We demonstrate that each product class can be accessed selectively by the appropriate choice of Cu(I) salt, amine ligand, desiccant and reaction temperature. In addition, we evaluate the effects of substituents on the phenol and demonstrate their influence on selectivity between ortho-oxygenation and oxidative coupling pathways. These results create an important precedent of catalyst control in the catalytic aerobic oxidation of phenols and set the stage for future development of catalytic systems and mechanistic investigations.

Synthesis of linear oligo(catechol) ligands for the metal directed self-assembling of helicates

The synthesis of the oligo(catechol) systems 1-4 with different substituents, length of the connecting spacer, and number of catechol units is achieved by the use of various coupling reactions (e.g. Wurtz, Glaser-Eglinton, Stephens-Castro). In order to do this methods of preparing the building blocks, 2,3-dimethoxybenzyl bromides 5, 2,3-dimethoxyphenylacetylene (17), or 1,4-dibromo-2,3-dimethoxybenzene (23) have been developed starting with simple catechol (benzene-1,2-diol) derivatives.