beta-Methylchalcone

Base Information

• Chemical Name: beta-Methylchalcone
• CAS No.: 495-45-4
• Molecular Formula: C16H14 O
• Molecular Weight: 236.313
• European Community (EC) Number: 207-801-6
• NSC Number: 208858
• UNII: X979G038R4
• Nikkaji Number: J1.525.356H,J6.080A
• Wikidata: Q27293715
• Mol file: 495-45-4.mol

Synonyms:Dypnone, Z-;Dypnone;(z)-dypnone;UNII-X979G038R4;54435-79-9;X979G038R4;1,3-Diphenyl-2-buten-1-one;beta-Methylchalcone;Dypenone;beta-Methylstyryl phenyl ketone;495-45-4;NSC 2063;EINECS 207-801-6;Dypenone (6CI);AI3-11507;(Z)-1,3-diphenylbut-2-en-1-one;2-Buten-1-one, 1,3-diphenyl-;NSC-208858;(Z)-1,3-diphenyl-2-buten-1-one;CIS-DYPNONE;DYPNONE, (Z)-;SCHEMBL566977;Chalcone, beta-methyl- (7CI,8CI);NSC208858;(Z)-1,3-Diphenyl-2-butene-1-one;LS-47287;A827742;2-BUTEN-1-ONE, 1,3-DIPHENYL-, (2Z)-;Q27293715

Chemical Property of beta-Methylchalcone

Chemical Property:

• Vapor Pressure: 7.5E-05mmHg at 25°C
• Melting Point: 68-69 °C(Solv: ethanol (64-17-5); ligroine (8032-32-4))
• Refractive Index: nD20 1.6343
• Boiling Point: 342.5 ºC at 760 mmHg
• Flash Point: 150.1 ºC
• PSA: 17.07000
• Density: 1.06 g/cm³
• LogP: 3.97280
• XLogP3: 4.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 3
• Exact Mass: 222.104465066
• Heavy Atom Count: 17
• Complexity: 278

Purity/Quality:

97% ^*data from raw suppliers

1,3-Diphenyl-2-buten-1-one ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(=CC(=O)C1=CC=CC=C1)C2=CC=CC=C2
• Isomeric SMILES: C/C(=C/C(=O)C1=CC=CC=C1)/C2=CC=CC=C2

Technology Process of beta-Methylchalcone

There total 120 articles about beta-Methylchalcone which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 94.0%

methyllithium (917-54-4) + 2-bromo-1,3-diphenylpropane-1,3-dione (728-84-7) → dypnone (495-45-4)

Guidance literature:

With boron trifluoride diethyl etherate; triethyl phosphite; copper(I) cyanide; In tetrahydrofuran; diethyl ether; at -78 ℃; for 2h; Further Variations:; Reagents; Catalysts; Product distribution;

DOI:10.1246/cl.2003.994

Reference yield: 87.0%

acetophenone (98-86-2) → dypnone (495-45-4)

Guidance literature:

acetophenone; With ethyl orthotitanate; In octane; for 0.75h; Heating;

With hydrogenchloride; In acetonitrile; Heating;

DOI:10.1023/B:RUJO.0000044535.29531.0d

Reference yield: 86.0%

1,6-hexanediol (629-11-8) + acetophenone (98-86-2) → dypnone (495-45-4) + 1,10-diphenyl-decane-1,10-dione (6268-61-7)

Guidance literature:

With potassium hydroxide; bis(1,5-cyclooctadiene)diiridium(I) dichloride; triphenylphosphine; at 100 ℃; for 15h; Inert atmosphere;

DOI:10.1246/bcsj.81.689

upstream raw materials:

diethylzinc

acetophenone

triphenylaluminium

2-methyl-2-phenyl-1,3-dioxolane

Downstream raw materials:

3-methyl-1,3-diphenyl-pentan-1-one

(4-methyl-2,4,6-triphenyl-cyclohexa-1,5-dienyl)-phenyl ketone

buta-1,3-diene-1,1,3-triyltribenzene

1,3,3-triphenyl-butan-1-one

Refernces

Fragmentation of a Pyrazolenine Epoxide to an Unstable Oxabicyclobutane

10.1021/jo00395a008

The study investigates the fragmentation of a pyrazolenine epoxide (4,5-epoxy-3,5-diphenyl-3-methyl-1-pyrazolenine, lb) and its potential to form an unstable oxabicyclobutane intermediate. Upon pyrolysis, lb decomposes into a mixture of (E)-dypnone 6a and (Z)-2,3-diphenyl-2-butenal 7a in a 2.8:1 ratio, with 7a likely arising from an oxabicyclobutane intermediate. Photolysis of lb, however, does not lead to nitrogen extrusion but instead results in a rearrangement to form two azine aldehydes 10a and 10b. The study also explores the synthesis of lb through the reaction of pyrazolenine 2 with acetyl hypobromite, yielding a mixture of bromo acetates 3a and 3b, from which lb is obtained in small amounts. The research aims to understand the mechanisms and intermediates involved in the thermal and photochemical reactions of lb, providing insights into the behavior of oxabicyclobutanes and their potential formation pathways.

Enantioselective conjugate hydrosilylation of α,β-unsaturated ketones

10.1039/c9ra01180c

The research focuses on the enantioselective conjugate hydrosilylation of β,β-disubstituted α,β-unsaturated ketones, utilizing chiral picolinamide–sulfonate Lewis base catalysts. The main objective was to synthesize various chiral ketones with a chiral center at the β-position, which are crucial intermediates for natural products and chiral drugs. The experiments involved screening different chiral Lewis base catalysts for the hydrosilylation of (E)-1,3-diphenylbut-2-en-1-one in acetonitrile at 0°C, and optimizing reaction conditions such as solvents and temperature to achieve the best yield and enantioselectivity. The reactants included α,β-unsaturated ketones, trichlorosilane, and the selected catalyst 2f. The analyses used to determine the success of the reactions and the enantiomeric excess (ee) of the products were chiral high-performance liquid chromatography (HPLC) and nuclear magnetic resonance (NMR) spectroscopy.