76471-78-8

Basic information

• Product Name: Ethanedione, bis[4-(1,1-dimethylethyl)phenyl]-
• CAS NO: 76471-78-8
• Molecular Formula: C22H26O2
• Molecular Weight: 322.447
• Mol File: 76471-78-8.mol
• Article Data: 21

Chemical Properties

• CAS DataBase Reference: Ethanedione, bis[4-(1,1-dimethylethyl)phenyl]-(CAS DataBase Reference)
• NIST Chemistry Reference: Ethanedione, bis[4-(1,1-dimethylethyl)phenyl]-(76471-78-8)
• EPA Substance Registry System: Ethanedione, bis[4-(1,1-dimethylethyl)phenyl]-(76471-78-8)

Safety Data

• Hazardous Substances Data: 76471-78-8(Hazardous Substances Data)

Usage

General Description

Ethanedione, bis[4-(1,1-dimethylethyl)phenyl]-, also known as bis(4-tert-butylphenyl)ketone, is a chemical compound mainly used as a photoinitiator in polymerization processes. It is a yellowish powder that is sparingly soluble in water but soluble in organic solvents. Ethanedione, bis[4-(1,1-dimethylethyl)phenyl]- is often utilized in industries such as adhesives, coatings, and printing inks, where it acts as a radical initiator to initiate and promote the curing of polymer materials. It is important to handle this chemical with care due to its potential health hazards and toxicity, including skin and eye irritation, as well as potential environmental risks. Proper safety measures should be implemented when handling and working with ethanedione, bis[4-(1,1-dimethylethyl)phenyl]- to minimize risks and ensure safe usage.

Upstream product

• 26537-19-9 methyl 4-tert-butylbenzoate 
• 201230-82-2 carbon monoxide 
• 58377-39-2 bis(4-tert-butylphenyl)iodonium bromide 
• 98-73-7 4-(1,1-dimethylethyl)benzoic acid 
• 576-22-7 2-Bromo-m-xylene 
• 68185-96-6 (4-(tert-butyl)phenyl)(trimethylsilyl)methanone 
• 79135-62-9 1,2-bis(4-(tert-butyl)phenyl)ethan-1-one 
• 3972-65-4 1-bromo-4-tert-butylbenzene 
• 943-27-1 4'-t-butylacetophenone 
• 61440-86-6 bis(4-tert-butylphenyl)acetylene 
• 939-97-9 4-tert-Butylbenzaldehyde 
• 15235-32-2 4-(tert-butyl)-N,N-dimethylbenzamide 
• 77387-64-5 1,2-bis((4-tert-butyl)phenyl)-2-hydroxyethanone 
• 59417-06-0 1,4-dimethyl-2,3-dioxopiperazine 

Downstream Products

• 64706-24-7 3,4-bis(4-(tert-butyl)phenyl)-2,5-diphenylcyclopenta-2,4-dien-1-one 
• 26537-19-9 methyl 4-tert-butylbenzoate 
• 869081-47-0 1,4-bis[5,6-(4,4'-4-di-tert-butyl)-diphenyl-1,2,4-triazin-3-yl]benzene 
• 1464161-11-2 6,7-bis(4-tert-butylphenyl)naphthalene-2,3-dicarbonitrile 
• 1464161-12-3 2,3-bis(4-tert-butylphenyl)quinoxaline-6,7-dicarbonitrile 
• 1464161-13-4 6,7-bis(4-tert-butylphenyl)quinoxaline-2,3-dicarbonitrile 
• 1464161-14-5 6,7-bis(4-(tert-butyl)phenyl)pyrazino[2,3-b]pyrazine-2,3-dicarbonitrile 
• 144828-31-9 5,6-bis(4-tert-butylphenyl)pyrazine-2,3-dicarbonitrile 
• 1359972-92-1 6,7-bis(4-tert-butylphenyl)-2-dodecyl-4,9-di(thiophen-2-yl)-2H-[1,2,3]triazolo[4,5-g]quinoxaline 
• 1033498-71-3 5,8-dibromo-2,3-bis(4-tert-butylphenyl)quinoxaline 
• 22927-07-7 1,2-bis(4-tert-butylphenyl)ethane 

Relevant articles and documents

Catalyst-Free and Transition-Metal-Free Approach to 1,2-Diketones via Aerobic Alkyne Oxidation

A catalyst-free and transition-metal-free method for the synthesis of 1,2-diketones from aerobic alkyne oxidation was reported. The oxidation of various internal alkynes, especially more challenging aryl-alkyl acetylenes, proceeded smoothly with inexpensive, easily handled, and commercially available potassium persulfate and an ambient air balloon, achieving the corresponding 1,2-diketones with up to 85% yields. Meanwhile, mechanistic studies indicated a radical process, and the two oxygen atoms in the 1,2-diketons were most likely from persulfate salts and molecular oxygen, respectively, rather than water.

Tetraaryl Cyclopentadienones: Experimental and Theoretical Insights into Negative Solvatochromism and Electrochemistry

The synthesis of a series of tetraaryl cyclopentadienones comprising different substitution patterns is reported. Their photophysical and electrochemical properties are investigated by UV/Vis spectroscopy and cyclic voltammetry as well as by supporting quantum chemical simulations and reveal a distinct effect of substituents on the redox behavior of the molecules as well as the absorption properties of this class of compounds. While electrochemical data display a shift in reduction potential of up to 200 mV between the differently substituted cyclopentadienones, their photophysical investigations in differently polar solvents suggest a negative solvatochromic effect, although protic solvents induce a bathochromic shift. Crystal structure analyses of some derivatives confirm similarity with related cyclopentadienones while providing insight into intermolecular C–H···O and C–H···π interactions in the solid state.

Substituent Effect in the Synthesis of α,α-Dibromoketones, 1,2-Dibromalkenes, and 1,2-Diketones from the Reaction of Alkynes and Dibromoisocyanuric Acid

Internal alkynes reacted with dibromoisocyanuric acid/H2O to afford α,α-dibromoketone and 1,2-diketone derivatives. Diarylalkynes with activating groups provided 1,2-diketone derivatives as the major products, whereas diarylalkynes with a non-activating group or alkylarylalkynes gave α,α-dibromoketone derivatives as the major products. In addition, diarylalkynes with deactivating groups provided 1,2-dibromoalkenes. The reaction was conducted at room temperature and showed good yields in most cases. Reaction pathways have been proposed on the basis of experimental observations and density functional theory (DFT) calculations. (Figure presented.).