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Ethanedione, bis[4-(1,1-dimethylethyl)phenyl]-, also known as bis(4-tert-butylphenyl)ketone, is a chemical compound primarily 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 known for its role in initiating and promoting the curing of polymer materials, making it a valuable component in various industrial applications.

76471-78-8

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76471-78-8 Usage

Uses

Used in Adhesives Industry:
Ethanedione, bis[4-(1,1-dimethylethyl)phenyl]is used as a photoinitiator for the polymerization process in the adhesives industry. It helps in the rapid curing of adhesives, improving their bonding strength and durability.
Used in Coatings Industry:
In the coatings industry, ethanedione, bis[4-(1,1-dimethylethyl)phenyl]is used as a radical initiator to promote the curing of polymer materials. This enhances the hardness, scratch resistance, and overall performance of the coatings, making them suitable for various applications such as automotive, architectural, and industrial coatings.
Used in Printing Inks Industry:
Ethanedione, bis[4-(1,1-dimethylethyl)phenyl]is utilized as a photoinitiator in the printing inks industry. It aids in the fast curing of inks, ensuring high-quality prints with excellent adhesion, color stability, and resistance to environmental factors.
It is crucial to handle ethanedione, bis[4-(1,1-dimethylethyl)phenyl]with care due to its potential health hazards and toxicity, which include skin and eye irritation, as well as potential environmental risks. Proper safety measures should be implemented when handling and working with this chemical to minimize risks and ensure safe usage.

Check Digit Verification of cas no

The CAS Registry Mumber 76471-78-8 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 7,6,4,7 and 1 respectively; the second part has 2 digits, 7 and 8 respectively.
Calculate Digit Verification of CAS Registry Number 76471-78:
(7*7)+(6*6)+(5*4)+(4*7)+(3*1)+(2*7)+(1*8)=158
158 % 10 = 8
So 76471-78-8 is a valid CAS Registry Number.

76471-78-8SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 19, 2017

Revision Date: Aug 19, 2017

1.Identification

1.1 GHS Product identifier

Product name 1,2-bis(4-tert-butylphenyl)ethane-1,2-dione

1.2 Other means of identification

Product number -
Other names 4,4'-di-tert-butylbenzil

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:76471-78-8 SDS

76471-78-8Relevant academic research and scientific papers

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

Shen, Duyi,Wang, Hongyan,Zheng, Yanan,Zhu, Xinjing,Gong, Peiwei,Wang, Bin,You, Jinmao,Zhao, Yulei,Chao, Mianran

, p. 5354 - 5361 (2021/05/05)

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

Meitinger, Nicolas,Mengele, Alexander K.,Witas, Kamil,Kupfer, Stephan,Rau, Sven,Nauroozi, Djawed

, p. 6555 - 6562 (2020/10/02)

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.

Two-Photon Absorption Enhancement by the Inclusion of a Tropone Ring in Distorted Nanographene Ribbons

Campa?a, Araceli G.,Castro-Fernández, Silvia,Cruz, Carlos M.,Cuerva, Juan M.,Jiménez, Vicente G.,Márquez, Irene R.,Ma??as, Ermelinda,Mariz, Inês F. A.,Palomino-Ruiz, Lucía

, p. 7139 - 7145 (2020/04/17)

A new family of distorted ribbon-shaped nanographenes was designed, synthesized, and their optical and electrochemical properties were evaluated, pointing out an unprecedented correlation between their structural characteristics and the two-photon absorption (TPA) responses and electrochemical band gaps. Three nanographene ribbons have been prepared: a seven-membered-ring-containing nanographene presenting a tropone moiety at the edge, its full-carbon analogue, and a purely hexagonal one. We have found that the TPA cross-sections and the electrochemical band gaps of the seven-membered-ring-containing compounds are higher and lower, respectively, than those of the fully hexagonal polycyclic aromatic hydrocarbon (PAH). Interestingly, the inclusion of additional curvature has a positive effect in terms of non-linear optical properties of those ribbons.

Electronic Communication across Porphyrin Hexabenzocoronene Isomers

Martin, Max M.,Lungerich, Dominik,Haines, Philipp,Hampel, Frank,Jux, Norbert

supporting information, p. 8932 - 8937 (2019/05/29)

Single-molecule electronic components (SMECs) are envisioned as next-generation building blocks in quantum circuit systems. However, challenges such as the reproducibility of the electrode attachment to the individual molecules hamper their fundamental in

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

Cho, Eunjeong,Jayaraman, Aravindan,Lee, Junseong,Ko, Kyoung Chul,Lee, Sunwoo

, p. 1846 - 1858 (2019/03/07)

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.).

Oxa[7]superhelicene: A π-Extended Helical Chromophore Based on Hexa-peri-hexabenzocoronenes

Reger, David,Haines, Philipp,Heinemann, Frank W.,Guldi, Dirk M.,Jux, Norbert

supporting information, p. 5938 - 5942 (2018/04/26)

A novel π-extended “superhelicene” based on hexa-peri-hexabenzocoronenes (HBCs) has been synthesized by an efficient four-step synthetic procedure starting from diphenyl ether. Comprehensive structural analysis of the helicene was performed by NMR spectroscopy and mass spectrometry measurements together with X-ray analysis. Physicochemical analysis of the superhelicene and suitable HBC references revealed it had outstanding fluorescent features with quantum yields of over 80 %.

Chiral Frustrated Lewis Pairs Catalyzed Highly Enantioselective Hydrosilylations of 1,2-Dicarbonyl Compounds

Ren, Xiaoyu,Du, Haifeng

, p. 810 - 813 (2016/02/09)

A highly enantioselective hydrosilylation of 1,2-dicarbonyl compounds was successfully realized for the first time utilizing the combination of tricyclohexylphosphine and chiral alkenylborane derived in situ from diyne as a frustrated Lewis pair catalyst. A variety of optically active α-hydroxy ketones and esters were obtained in 52-98% yields with 86-99% ee's.

Superbenzene-Porphyrin Conjugates

Lungerich, Dominik,Hitzenberger, Jakob F.,Marcia, Mario,Hampel, Frank,Drewello, Thomas,Jux, Norbert

supporting information, p. 12231 - 12235 (2016/02/23)

A free-base porphyrin carrying two hexabenzocoronene (HBC) substituents in a trans arrangement and its zinc complex have been prepared. The compounds were characterized extensively and found to form tricationic dimers in the gas phase. X-ray crystallography confirms for the zinc complex a profound π-stacking of the HBC moieties. In contrast, the free-base porphyrin incarcerates n-heptane which essentially prevents π-stacking. Upon excitation of the HBC substituents, efficient energy transfer to the central porphyrin is observed. Super size me! The first porphyrin conjugate with two superbenzene units shows properties induced by the superbenzene and porphyrin moieties, but also behavior that differs distinctly from that of the individual buildung blocks. The molecule is characterized by standard spectroscopic methods and modern mass spectrometry, and the first X-ray structure of such a conjugate is presented.

Synthesis and spectral characterisation of dicyanopyrazine-related cyanoheterocycles

Song, Cheol Jun,Jang, Chun Keun,Yao, Wang,Jaung, Jae Yun

, p. 268 - 272 (2013/07/27)

Four dicyanopyrazine-related cyanoheterocycles have been synthesised and characterised; they show different absorption maxima values and molar absorptivity in absorption spectra. HOMO and LUMO energy levels have been obtained by electrochemical measurements and DMol3 calculation and show little difference in HOMO values but big differences in LUMO values. Their UV-Vis absorbance and fluorescence spectra have been investigated in chloroform and toluene and their aggregation decreases as the concentration decreases in toluene.

Reversed-polarity synthesis of diaryl ketones via palladium-catalyzed cross-coupling of acylsilanes

Schmink, Jason R.,Krska, Shane W.

supporting information; experimental part, p. 19574 - 19577 (2012/01/13)

Acylsilanes serve as acyl anion equivalents in a palladium-catalyzed cross-coupling reaction with aryl bromides to give unsymmetrical diaryl ketones. Water plays a unique and crucial activating role in these reactions. High-throughput experimentation techniques provided successful reaction conditions initially involving phosphites as ligands. Ultimately, 1,3,5,7-tetramethyl-6-phenyl-2,4,8-trioxa-6-phosphaadamantane was identified as giving a longer-lived catalyst with higher turnover numbers. Its use, in conjunction with a palladacycle precatalyst, led to optimal reaction rates and yields. Scope and limitations of this novel method are presented along with initial mechanistic insight.

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