164391-52-0

Basic information

• Product Name: 2(3H)-Benzofuranone,5,7-bis(1,1-dimethylethyl)-3-(3,4-dimethylphenyl)-
• Synonyms: 3-(3,4-Dimethylphenyl)-5,7-di-tert-butyl-3H-benzofuran-2-one;5,7-Di-tert-butyl-3-(3,4-dimethylphenyl)-2(3H)-benzofuranone;5,7-Di-tert-butyl-3-(3,4-dimethylphenyl)-3H-benzofuran-2-one
• CAS NO: 164391-52-0
• Molecular Formula: C24H30 O2
• Molecular Weight: 350.501
• Mol File: 164391-52-0.mol
• Article Data: 7

Chemical Properties

• CAS DataBase Reference: 2(3H)-Benzofuranone,5,7-bis(1,1-dimethylethyl)-3-(3,4-dimethylphenyl)-(CAS DataBase Reference)
• NIST Chemistry Reference: 2(3H)-Benzofuranone,5,7-bis(1,1-dimethylethyl)-3-(3,4-dimethylphenyl)-(164391-52-0)
• EPA Substance Registry System: 2(3H)-Benzofuranone,5,7-bis(1,1-dimethylethyl)-3-(3,4-dimethylphenyl)-(164391-52-0)

Safety Data

• Hazardous Substances Data: 164391-52-0(Hazardous Substances Data)

Usage

General Description

2(3H)-Benzofuranone, 5,7-bis(1,1-dimethylethyl)-3-(3,4-dimethylphenyl)- is a chemical compound that belongs to the group of benzofuranones. It is a white crystalline solid with a molecular formula of C26H34O2. It is commonly used as a fragrance ingredient in perfumes and personal care products. The compound has a strong, sweet, and floral odor with a fruity and woody nuance. It is also used as a flavoring agent in the food industry. Additionally, it has demonstrated anti-inflammatory and antioxidant properties, making it potentially useful in pharmaceutical and cosmetic applications. However, it is important to handle this chemical with caution as it may cause skin and eye irritation if not properly managed.

Upstream product

• 95-47-6 o-xylene 
• 163489-63-2 5,7-di-tert-butyl-3-hydroxy-3H-benzofuran-2-one 
• 387365-66-4 5,7-di-tert-butyl-3-(3,4-dimethylphenyl)benzofuran-2-ylamine 
• 5973-71-7 3,4-dimethylbenzaldehyde 
• 96-76-4 2,4-di-tert-Butylphenol 
• 298-12-4 Glyoxilic acid 
• 252961-08-3 2,4-di-tert-butyl-6-[dimethylamino-(3,4-dimethyl-phenyl)-methyl]-phenol 

Downstream Products

• 264285-78-1 HP-136 radical 
• 252961-15-2 3,5-di-tert-butyl-2-hydroxy-phenyl-(3,4-dimethyl-phenyl)-methanone 

Relevant articles and documents

Sequential Continuous-Flow Synthesis of 3-Aryl Benzofuranones

A sequential continuous-flow system to produce 3-aryl benzofuranones was developed. Starting from 2,4-di-tert-butylphenol and glyoxylic acid monohydrate, both the initial cyclocondensation and the subsequent Friedel?Crafts alkylation were catalyzed by the same heterogeneous catalyst, Amberlyst-15H. The catalyst has a promising life-time for these two steps, and it was able to be recovered and reused for several runs without deactivation. By using the established flow system, 5,7-di-tert-butyl-3-(3,4-dimethylphenyl)-3H-benzofuran-2-one (Irganox HP-136), which is a commercial antioxidant, was prepared in 88% two-step yield. Reactions with various aromatic compounds proceeded well under flow conditions to afford 3-aryl benzo-furanone derivatives in high yields with good functional group compatibility.

A Concise Route to 2-Amino-3-aryl-3H-benzofurans and their Use as Precursors to 3-Aryl-3H-benzofuran-2-one and 1H-Benzofuro[2,3-￡]pyridin-2- one Derivatives

A concise approach to 2-amino-3-aryl-3H-benzofurans based on the Michael addition of NaCN onto in situ generated substituted o-quinone methides has been developed. Straightforward access to 3-aryl-3H-benzofuran-2-ones was achieved upon acidic hydrolysis whereas JV-Boc-protected 2-amino-3-aryl-3H-benzofurans underwent smooth intramolecular cyclisation to give 1H-benzofuro[2,3-b]pyridin- 2-one derivatives.

Process for the preparation of 3-aryl-benzofuranones

Process for the preparation of compounds of formula (I), wherein the general symbols are as defined in claim1, which process comprises reacting a compound of formula (V), wherein the general symbols are as defined in claim1, with carbon monoxide in the presence of a catalyst.