5435-97-2

Basic information

• Product Name: 1,2,4-triphenylbut-2-ene-1,4-dione
• CAS NO: 5435-97-2
• Molecular Formula: C₂₂H₁₆O₂
• Molecular Weight: 312.368
• Mol File: 5435-97-2.mol
• Article Data: 5

Chemical Properties

• CAS DataBase Reference: 1,2,4-triphenylbut-2-ene-1,4-dione(CAS DataBase Reference)
• NIST Chemistry Reference: 1,2,4-triphenylbut-2-ene-1,4-dione(5435-97-2)
• EPA Substance Registry System: 1,2,4-triphenylbut-2-ene-1,4-dione(5435-97-2)

Safety Data

• Hazardous Substances Data: 5435-97-2(Hazardous Substances Data)

Usage

Structure

A dione derivative of but-2-ene with three phenyl groups attached to the but-2-ene chain

Physical state

Yellow crystalline solid

Uses

Organic synthesis, ligand in coordination chemistry

Applications

Pharmaceuticals, agrochemicals, materials science

Chemical reactivity

Exhibits interesting reactivity due to the presence of conjugated double bonds

Reactions

Can undergo nucleophilic addition and reduction

Upstream product

• 98-86-2 acetophenone 
• 134-81-6 benzil 
• 95162-24-6 3-bromo-1,2,4-triphenyl-butane-1,4-dione 
• 20913-05-7 (Benzoylmethylene)triphenylphosphorane 
• 4441-01-4 1,2,4-triphenylbutane-1,4-dione 

Downstream Products

• 10562-16-0 1,4-dibenzoyl-2,3-diphenyl-1,3-butadiene 
• 36372-77-7 1,4,5-triphenyl-1H-pyrazole 
• 1056-77-5 2,3,4,5-tetraphenylfuran 
• 7510-34-1 1,2,3,4-tetraphenyl-2-butene-1,4-dione 
• 861774-83-6 4-hydroxy-1,2,3,4,4-pentaphenyl-but-2-en-1-one 
• 1447465-60-2 3-(guaiazulen-1-yl)-2,4,5-triphenylfuran 
• 51265-75-9 3,5,6-triphenyl-6H-1,2-oxazin-6-ol 
• 857422-19-6 2-hydroxy-2,3,5-triphenyl-2H-pyrrole-1-oxide 

Relevant articles and documents

Fe-Catalyzed Cycloisomerization of Aryl Allenyl Ketones: Access to 3-Arylidene-indan-1-ones

A cycloisomerization of aryl allenyl ketones to 3-arylidene-indan-1-ones using a cationic Fe-complex as a catalyst is reported. The catalyst opens a synthetically interesting reaction pathway to this surprisingly underrepresented class of indanones that are not accessible using alternative catalytic systems.

Successively recycle waste as catalyst: A one-pot wittig/1,4-reduction/paal-knorr sequence for modular synthesis of substituted furans

A one-pot tandem Wittig/conjugate reduction/Paal-Knorr reaction is reported for the synthesis of di- or trisubstituted furans. This novel sequence first demonstrates the possibility of successively recycling waste from upstream steps to catalyze downstream reactions.

Reaction of furans with trithiazyl trichloride: A new synthesis of isothiazoles

Trithiazyl trichloride 1 converts 2,5-diphenylfuran into 5-benzoyl-3-phenylisothiazole 2 regiospecifically and in high yield. This is a new ring opening of furans and a new synthesis of isothiazoles. 2,5-Bis(4-methylphenyl)furan, 3-bromo-2,5-diphenylfuran, 2,3,5-triphenylfuran, 2,5-di-tert-butylfuran and its 3-chloro and 3-bromo derivatives react in an entirely analogous manner to give the corresponding isothiazoles (55-85%) in synthetically useful, one-pot, conversions. 2,5-Diphenylthiophene reacts more slowly with the trimer 1 to give the same product, 2, as the corresponding furan, probably by oxidation of the analogous thiobenzoyl compound by the reagent, which is shown to oxidise thiobenzophenone to benzophenone very rapidly. Tetraphenylcyclopentadienone 8 reacts rapidly with the trimer to give 3,4,5,6-tetraphenyl-2(1H)-pyridone 10 (56%). Possible mechanisms in which the monomer, Cl-S≡N, is the reacting species are proposed for all of these reactions.