4441-01-4

Basic information

• Product Name: 1,2,4-TRIPHENYL-1,4-BUTANEDIONE
• Synonyms: 1,2,4-TRIPHENYL-1,4-BUTANEDIONE;TIMTEC-BB SBB008372;1,2,4-triphenyl-4-butanedione;1,4-Butanedione, 1,2,4-triphenyl-;1,2,4-Triphenylbutane-1,4-dione
• CAS NO: 4441-01-4
• Molecular Formula: C₂₂H₁₈O₂
• Molecular Weight: 314.38
• Mol File: 4441-01-4.mol
• Article Data: 39

Chemical Properties

• Melting Point: 126-127°C
• Boiling Point: 496.2°C at 760 mmHg
• Flash Point: 183.6°C
• Appearance: /
• Density: 1.143g/cm³
• Vapor Pressure: 5.52E-10mmHg at 25°C
• Refractive Index: 1.607
• BRN: 2056791
• CAS DataBase Reference: 1,2,4-TRIPHENYL-1,4-BUTANEDIONE(CAS DataBase Reference)
• NIST Chemistry Reference: 1,2,4-TRIPHENYL-1,4-BUTANEDIONE(4441-01-4)
• EPA Substance Registry System: 1,2,4-TRIPHENYL-1,4-BUTANEDIONE(4441-01-4)

Safety Data

• Safety Statements: 22-24/25
• TSCA: Yes
• Hazardous Substances Data: 4441-01-4(Hazardous Substances Data)

Usage

General Description

1,2,4-TRIPHENYL-1,4-BUTANEDIONE, also known as benzil, is a chemical compound with the molecular formula C20H14O2. It is a yellow crystalline solid that is commonly used as a building block in organic synthesis and as a precursor for the production of various pharmaceuticals and agrochemicals. Benzil is widely used as a photoinitiator in the polymer industry and as a UV-absorber in sunscreens. It is also used as a reagent in the preparation of fluorescent dyes and as a catalyst in the synthesis of various organic compounds. Due to its versatile nature and wide range of applications, 1,2,4-TRIPHENYL-1,4-BUTANEDIONE is an important chemical in industrial and research settings.

InChI:InChI=1/C22H18O2/c23-21(18-12-6-2-7-13-18)16-20(17-10-4-1-5-11-17)22(24)19-14-8-3-9-15-19/h1-15,20H,16H2/t20-/m1/s1

Upstream product

• 64-17-5 ethanol 
• 5623-26-7 α-methylbenzoin 
• 151-50-8 potassium cyanide 
• 959-28-4 1,4-diphenylbut-2-ene-1,4-dione 
• 94-41-7 benzalacetophenone 
• 611-73-4 Benzoylformic acid 
• 103166-34-3 1-benzyl-2,3,5-triphenyl-1H-pyrrole 
• 35359-08-1 tetraphenyl-2,4,6,7 oxazepine-1,3 
• 2901-80-6 N-benzoyl-D,L-valine 
• 119-53-9 2-hydroxy-2-phenylacetophenone 
• 98-86-2 acetophenone 
• 1074-12-0 phenylglyoxal hydrate 
• 108-31-6 maleic anhydride 
• 60-29-7 diethyl ether 

Downstream Products

• 102662-06-6 3-chloro-2,4,5-triphenyl-furan 
• 3274-61-1 2,4,5-triphenylpyrrole 
• 13901-77-4 1-methyl-2,3,5-triphenyl-1H-pyrrole 
• 1666-86-0 2,4,6-triphenylpyrimidine 
• 6307-20-6 2,3,5-triphenylfuran 
• 20851-07-4 2,3,5-triphenylthiophene 
• 95162-24-6 3-bromo-1,2,4-triphenyl-butane-1,4-dione 
• 858267-57-9 3,4,6-triphenyl-1,2-dihydro-pyridazine 
• 53751-25-0 3-bromo-2,4,5-triphenylfuran 
• 6707-63-7 3-benzoyl-4,5-diphenylisoxazole 
• 2272-58-4 3,4,6-triphenyl-pyridazine 
• 102882-80-4 1-allyl-2,3,5-triphenyl-pyrrole 
• 65-85-0 benzoic acid 
• 103166-35-4 2,3,5-triphenyl-1-(p-tolyl)-1H-pyrrole 

Relevant articles and documents

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Photoredox-Enabled Chromium-Catalyzed Alkene Diacylations

Transition-metal-catalyzed cross-coupling reactions are a powerful tool to construct carbon-carbon bonds in modern synthetic chemistry. Chromium catalysis is much less developed compared with the widely used palladium and nickel catalysis. Herein, we repo

Bio-inspired NHC-organocatalyzed Stetter reaction in aqueous conditions

The first bio-inspired N-Heterocyclic Carbene (NHC)-catalyzed Stetter reaction in aqueous medium is reported with benzaldehyde and chalcone as model substrates. A screening of azolium salts as precatalysts revealed the remarkable efficiency of synthetic thiazolium salt 8 (up to 90% conversion in pure water at 75 °C). The reaction was successfully extended to various simple aldehyde substrates. The effect of temperature was also investigated in order to extend the reaction to lower temperature allowing a potential application to sensitive biomolecules. This study highlighted the influence of both solvent and temperature on the 1,4-diketone 3/benzoin 4 ratio. New precatalysts 26 and 27 were designed and synthesized to explore a possible compartmentalization of the reaction in aqueous conditions. Owing to the use of inexpensive metal-free N-Heterocyclic Carbene (NHC) as a bioinspired catalyst, we anticipate that this green strategy in aqueous conditions will be attractive for bioconjugation of many biomolecule-type aldehydes and enone derivatives. This journal is