13565-37-2

Basic information

• Product Name: 1,3-bis(4-methylphenyl)-2-propen-1-one
• Synonyms: 1,3-bis(4-methylphenyl)-2-propen-1-one
• CAS NO: 13565-37-2
• Molecular Formula: C₁₇H₁₆O
• Molecular Weight: 236.30834
• Mol File: 13565-37-2.mol
• Article Data: 35

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 1,3-bis(4-methylphenyl)-2-propen-1-one(CAS DataBase Reference)
• NIST Chemistry Reference: 1,3-bis(4-methylphenyl)-2-propen-1-one(13565-37-2)
• EPA Substance Registry System: 1,3-bis(4-methylphenyl)-2-propen-1-one(13565-37-2)

Safety Data

• Hazardous Substances Data: 13565-37-2(Hazardous Substances Data)

Upstream product

• 104-87-0 4-methyl-benzaldehyde 
• 122-00-9 para-methylacetophenone 
• 106-42-3 para-xylene 
• 67-64-1 acetone 
• 589-18-4 4-Methylbenzyl alcohol 
• 622-97-9 1-ethenyl-4-methylbenzene 
• 7163-50-0 (4-methylphenyl)(oxo)acetic acid 
• 766-97-2 4-n-methylphenylacetylene 
• 1866-39-3 4-methylcinnamic acid 
• 15851-89-5 (E)-p-methylcinnamoyl chloride 
• 5142-75-6 tri(p-tolyl)bismuth 
• 108-88-3 toluene 

Downstream Products

• 102178-14-3 4-nitro-1,3-di-p-tolyl-pentan-1-one 
• 26957-07-3 4-Phenyl-1,3-di-p-tolyl-butan-1-one 
• 187158-59-4 5-(4-Methyl-benzoyl)-4-p-tolyl-3,4-dihydro-2H-pyrazole-3-carboxylic acid ethyl ester 
• 1256245-77-8 (R)-4-nitro-1,3-bis(4-methylphenyl)butan-1-one 
• 1256245-75-6 (S)-4-nitro-1,3-bis(4-methylphenyl)butan-1-one 
• 20615-46-7 4'-methyl-4-methyl-α,β-dihydrochalcone 
• 1173107-91-9 (-)-(3R)-1,3-bis(4-methylphenyl)-pentan-1-one 
• 26957-06-2 6-Methyl-1,3-di-p-tolyl-heptan-1-one 
• 26953-32-2 5-Diethylamino-1,3-di-p-tolyl-pentan-1-one 
• 26957-04-0 6-Dimethylamino-1,3-di-p-tolyl-hexan-1-one 
• 26953-31-1 5-Dimethylamino-1,3-di-p-tolyl-pentan-1-one 
• 26957-05-1 1,3-Di-p-tolyl-hexan-1-one 
• 90015-98-8 (1R,6S)-2-Oxo-4,6-di-p-tolyl-cyclohex-3-enecarboxylic acid ethyl ester 
• 116509-26-3 4-methyl-1,3-bis(4-methylphenyl)-4-nitro-1-pentanone 

Relevant articles and documents

Antiproliferative effects of chalcones on T cell acute lymphoblastic leukemia-derived cells: Role of PKCβ

In this study, a series of 20 chalcone derivatives was synthesized, and their antiproliferative activity was tested against the human T cell acute lymphoblastic leukemia-derived cell line, CCRF-CEM. On the basis of the structural features of the most active compounds, a new library of chalcone derivatives, according to the structure–activity relationship design, was synthesized, and their antiproliferative activity was tested against the same cancer cell line. Furthermore, four of these derivatives (compounds 3, 4, 8, 28), based on lower IC50 values (between 6.1 and 8.9 μM), were selected for further investigation regarding the modulation of the protein expression of RACK1 (receptor for activated C kinase), protein kinase C (PKC)α and PKCβ, and their action on the cell cycle level. The cell cycle analysis indicated a block in the G0/G1 phase for all four compounds, with a statistically significant decrease in the percentage of cells in the S phase, with no indication of apoptosis (sub-G0/G1 phase). Compounds 4 and 8 showed a statistically significant reduction in the expression of PKCα and an increase in PKCβ, which together with the demonstration of an antiproliferative role of PKCβ, as assessed by treating cells with a selective PKCβ activator, indicated that the observed antiproliferative effect is likely to be mediated through PKCβ induction.

Phosphorous Acid Promoted Hydration-Condensation of Aromatic Alkynes with Aldehydes Affording Chalcones in an Oil/Water Two-Phase System

A simple and environmentally benign method was developed for the synthesis of chalcones in high to excellent yields by a phosphorous acid promoted alkyne-aldehyde hydration-condensation in an oil/water two-phase system. The method is the first efficient protocol for the preparation of chalcones that is mediated by a simple Bronsted acid in a two-phase system.

Recyclable Copper Nanoparticles-Catalyzed Hydroboration of Alkenes and β-Borylation of α,β-Unsaturated Carbonyl Compounds with Bis(Pinacolato)Diboron

Nano-ferrite-supported Cu nanoparticles (Fe-dopamine-Cu NPs) catalyzed anti-Markovnikov-selective hydroboration of alkenes with B2pin2 is reported under mild reaction conditions. This protocol can be applied to a broad range of substrates with high functional group compatibility. In addition, we demonstrated the use of Fe-dopamine-Cu NPs as a catalyst for the β-borylation of α,β-unsaturated ketones and ester, providing alkylboronate esters in up to 98% yield. Reuse of the magnetically recyclable catalyst resulted in no significant loss of activity in up to five reaction runs for both systems. (Figure presented.).

N-Heterocyclic Carbene Catalyzed Synthesis of Trisubstituted Epoxides via Tandem Amidation/Epoxidation Sequence

A tandem amidation/epoxidation sequence between various substituted chalcones and N,N-dimethylformamide (DMF) for the synthesis of trisubstituted epoxides employing N-heterocyclic carbene catalysis was developed. This reaction was performed under metal-free conditions in the presence of tert-butyl hydroperoxide (TBHP) as the oxidant. Trisubstituted epoxides bearing a ketone and an amide functionality (N,N-dimethyl formyl group) were synthesized starting from a wide range of chalcones in moderate to good yields with excellent diastereoselectivity.