4-Methoxychalcone oxide

Base Information

• Chemical Name: 4-Methoxychalcone oxide
• CAS No.: 27729-95-9
• Molecular Formula: C16H14 O3
• Molecular Weight: 254.285
• DSSTox Substance ID: DTXSID50950425
• Nikkaji Number: J936.711J
• Wikidata: Q82928483
• Mol file: 27729-95-9.mol

Synonyms:4-Methoxychalcone oxide;trans-4-Methoxychalcone oxide;CCRIS 2232;BRN 3614638;trans-2,3-Epoxy-3-(p-methoxyphenyl)propiophenone;Propiophenone, 2,3-epoxy-3-(p-methoxyphenyl)-, trans-;Methanone, (3-(4-methoxyphenyl)oxiranyl)phenyl-, trans-;27729-95-9;[3-(4-Methoxy-phenyl)-oxiranyl]-phenyl-methanone;5-18-02-00183 (Beilstein Handbook Reference);DTXSID50950425;LS-125231;2beta-Benzoyl-3alpha-(4-methoxyphenyl)oxirane

Chemical Property of 4-Methoxychalcone oxide

Chemical Property:

• Vapor Pressure: 5.77E-07mmHg at 25°C
• Boiling Point: 411°C at 760 mmHg
• Flash Point: 194°C
• PSA: 38.83000
• Density: 1.213g/cm³
• LogP: 3.01800
• XLogP3: 2.8
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 4
• Exact Mass: 254.094294304
• Heavy Atom Count: 19
• Complexity: 314

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC1=CC=C(C=C1)C2C(O2)C(=O)C3=CC=CC=C3
• Isomeric SMILES: COC1=CC=C(C=C1)[C@H]2[C@@H](O2)C(=O)C3=CC=CC=C3

Technology Process of 4-Methoxychalcone oxide

There total 20 articles about 4-Methoxychalcone oxide 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: 99.0%

trans-4-methoxychalcone (22252-15-9) → trans-4-methoxychalcone epoxide (27729-95-9)

Guidance literature:

With 3,3-dimethyldioxirane; In dichloromethane; acetone; at 20 ℃; for 24h;

Reference yield: 95.0%

trans-4-methoxychalcone (22252-15-9) → [3-(4-methoxyphenyl)oxiran-2-yl]phenylmethanone (6969-02-4,27729-95-9,82864-16-2)

Guidance literature:

With Br^(1-)*C₁₀H₁₈N₅O₂⁽¹⁺⁾; dihydrogen peroxide; sodium hydroxide; In N,N-dimethyl-formamide; at 20 ℃; for 12h; optical yield given as %ee;

DOI:10.1016/j.molliq.2012.05.016

Reference yield: 91.0%

3-(4-methoxyphenyl)-1-phenylprop-2-en-1-one (959-33-1) → [3-(4-methoxyphenyl)oxiran-2-yl]phenylmethanone (6969-02-4,27729-95-9,82864-16-2)

Guidance literature:

With dihydrogen peroxide; sodium hydroxide; In methanol; at 20 ℃; Cooling with ice;

DOI:10.1021/jo5022184

upstream raw materials:

4-methoxy-benzaldehyde

α-bromoacetophenone

3-(4-methoxyphenyl)-1-phenylprop-2-en-1-one

trans-4-methoxychalcone

Downstream raw materials:

(1-(4-methoxyphenyl)naphtho[2,1-b]furan-2-yl)(phenyl)methanone

(8-methoxy-1-(4-methoxyphenyl)naphtho[2,1-b]-furan-2-yl)(phenyl)methanone

(7-bromo-1-(4-methoxyphenyl)naphtho[2,1-b]-furan-2-yl)(phenyl)methanone

C₂₇H₁₈O₄

Refernces

• 1、 Cipagauta Esquivel, Edna Carolina,Rufino, Virgínia Camila,Trindade Nogueira, Matheus Henrique,Carbonaro Souza, Ana Carolina,Pliego Júnior, Josefredo Rodriguez,Valle, Marcelo Siqueira. "Synthesis and characterization of 1,3,5-triarylpyrazol-4-ols and 3,5-diarylisoxazol-4-ols from chalcones and theoretical studies of the stability of pyrazol-4-ol toward acid dehydration". . . Retrieved 2019/12/23.
• 2、 De Souza, Gabriela F. P.,Bonacin, Juliano A.,Salles, Airton G.. "Visible-Light-Driven Epoxyacylation and Hydroacylation of Olefins Using Methylene Blue/Persulfate System in Water". . p. 8331 - 8340. Retrieved 2018/07/21.