7474-65-9

Basic information

• Product Name: (2E)-1,2,3-triphenylprop-2-en-1-one
• Synonyms: (2E)-1,2,3-Triphenylprop-2-en-1-one; 1,2,3-Triphenyl-2-propen-1-one; 2-propen-1-one, 1,2,3-triphenyl-, (2E)-
• CAS NO: 7474-65-9
• Molecular Formula: C₂₁H₁₆O
• Molecular Weight: 284.3511
• Mol File: 7474-65-9.mol
• Article Data: 20

Chemical Properties

• Boiling Point: 432.7°C at 760 mmHg
• Flash Point: 188.9°C
• Density: 1.128g/cm³
• Vapor Pressure: 1.09E-07mmHg at 25°C
• Refractive Index: 1.65
• CAS DataBase Reference: (2E)-1,2,3-triphenylprop-2-en-1-one(CAS DataBase Reference)
• NIST Chemistry Reference: (2E)-1,2,3-triphenylprop-2-en-1-one(7474-65-9)
• EPA Substance Registry System: (2E)-1,2,3-triphenylprop-2-en-1-one(7474-65-9)

Safety Data

• Hazardous Substances Data: 7474-65-9(Hazardous Substances Data)

Usage

General Description

(2E)-1,2,3-triphenylprop-2-en-1-one, also known as chalcone, is a chemical compound with the molecular formula C21H16O. It is a yellow crystalline solid with a characteristic sweet scent. Chalcone is widely used in organic synthesis as a precursor for manufacturing various pharmaceuticals, agrochemicals, and dyes due to its versatile reactivity. It also exhibits potential biological activities, including antioxidant, anti-inflammatory, and anti-cancer properties, making it a valuable compound for medicinal and pharmaceutical applications. Additionally, chalcone is a potent fluorescent compound, which finds numerous applications in the field of fluorescence spectroscopy and imaging.

Upstream product

• 451-40-1 phenyl benzyl ketone 
• 100-52-7 benzaldehyde 
• 2959-74-2 benzyldiphenylphosphine oxide 
• 134-81-6 benzil 
• 5909-74-0 (4-chlorobenzylidene)phenylamine N-oxide 
• 16510-49-9 1,2,3-triphenylcyclopropene 
• 201230-82-2 carbon monoxide 
• 501-65-5 diphenyl acetylene 
• 98-80-6 phenylboronic acid 
• 100-51-6 benzyl alcohol 
• 1005501-69-8 3-diazo-4-phenyl-2-butanone 
• 4452-11-3 1,2-diphenylprop-2-en-1-one 
• 591-50-4 iodobenzene 
• 2042-85-5 1,2-diphenylpropan-1-one 

Downstream Products

• 7476-12-2 phenyl 1,3,3-triphenylprop-2-enyl ketone 
• 6333-99-9 (+/-)-threo-1,2,3-triphenyl-butan-1-one 
• 6333-99-9 (+/-)-erythro-1,2,3-triphenyl-butan-1-one 
• 102548-64-1 2-bromo-1,2,3-triphenyl-butan-1-one 
• 57015-16-4 (E)-1,2,3-triphenylprop-2-en-1-ol 
• 6333-11-5 1,2,3,3-tetraphenylprop-2-en-1-one 
• 7474-66-0 2-hydroxy-1,2,3,3-tetraphenyl-propan-1-one 
• 500778-04-1 2-bromo-1,2,3,3-tetraphenyl-propan-1-one 
• 116029-04-0 1,2,3,4-tetraphenyl-butan-1-one 
• 7512-67-6 (Z)-1,2,3-triphenyl-2-propen-1-one 
• 18076-30-7 3,4,5-triphenylpyrazole 
• 10539-18-1 3,4,5-triphenyl-4,5-dihydro-1H-pyrazole 
• 7512-68-7 1,2,3-triphenyl-propenone oxime 
• 6975-08-2 2,3-epoxy-1,2,3-triphenyl-1-propanone 

Relevant articles and documents

Transition-metal-free and base promoted C-C bond formationviaC-N bond cleavage of organoammonium salts

A transition-metal-free and base promoted C-C bond forming reaction of benzyl C(sp3)-H bond with organoammonium saltsviaC-N bond cleavage has been reported. Benzyl ammonium salts as well as cinnamyl ammonium salt could couple readily with various benzyl C(sp3)-H species, producing the corresponding products in moderate to excellent yields with good functional group tolerance. Late stage chemical manipulation enabled the specific 1,2-diarylethane structure of products transformed into useful olefin compoundsviadehydrogenation, which further demonstrated the utility of this reaction.

Heterogeneous gold-catalyzed oxidative cross-coupling of propargylic acetates with arylboronic acids leading to (E)-α-arylenones

An efficient heterogeneous gold-catalyzed oxidative cross-coupling of propargylic acetates with arylboronic acids has been developed that proceeds smoothly in the presence of Selectfluor and provides a general and powerful tool for the preparation of various valuable α-arylenones with moderate to good yields, excellent E-selectivity, and recyclability of the gold catalyst. The reaction is the first example of heterogeneous gold-catalyzed arylative rearrangement of propargylic acetates for construction of complex enones.

Rhodium(I)-catalyzed carbonylative arylation of alkynes with arylboronic acids using formaldehyde as a carbonyl source

The rhodium(I)-catalyzed reaction of alkynes with arylboronic acids in the presence of formaldehyde resulted in a carbon monoxide gas-free carbonylative arylation to yield α,β-enones. The simultaneous loading of phosphine-ligated and phosphine-free rhodium(I) complexes is required for efficient catalysis, which catalyze the abstraction of a carbonyl moiety from formaldehyde (decarbonylation) and its subsequent introduction into the substrate (carbonylation), respectively. Georg Thieme Verlag Stuttgart New York.