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:

99%, ^*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:

1,3-diphenylbutane-1-one

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

N'-[(E)-1,3-Diphenyl-but-2-en-(E)-ylidene]-hydrazinecarbodithioic acid methyl ester

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

Refernces

• 1、 Roeske,R.W. et al.. "-". . p. 3128 - 3133. Retrieved 1960.
• 2、 -. "Preparation method of 1, 3-diphenyl-2-butene-1-ketone O-n-butyl oxime". Paragraph 0022-0024. . Retrieved 2021/06/23.
• 3、 Kaicharla, Trinadh,Ngoc, Trung Tran,Teichert, Johannes F.,Tzaras, Dimitrios-Ioannis,Zimmermann, Birte M.. "A Bifunctional Copper Catalyst Enables Ester Reduction with H2: Expanding the Reactivity Space of Nucleophilic Copper Hydrides". supporting information. p. 16865 - 16873. Retrieved 2021/10/20.