3-(3,4-Dimethoxy phenyl)-1-(2-hydroxy phenyl)-2-propen-1-one

Base Information

• Chemical Name: 3-(3,4-Dimethoxy phenyl)-1-(2-hydroxy phenyl)-2-propen-1-one
• CAS No.: 19152-36-4
• Molecular Formula: C₁₇H₁₆O₄
• Molecular Weight: 284.312
• Hs Code.: 2914509090
• DSSTox Substance ID: DTXSID701302432
• Mol file: 19152-36-4.mol

Synonyms:DTXSID701302432;FT-0637800;3-(3,4-dimethoxy phenyl)-1-(2-hydroxy phenyl)-2-propen-1-one

Chemical Property of 3-(3,4-Dimethoxy phenyl)-1-(2-hydroxy phenyl)-2-propen-1-one

Chemical Property:

• Boiling Point: 466.4°Cat760mmHg
• Flash Point: 171.5°C
• PSA: 55.76000
• Density: 1.203g/cm³
• LogP: 3.30550
• Storage Temp.: Sealed in dry,Room Temperature
• Solubility.: Chloroform (Slightly), Ethyl Acetate (Slightly)
• XLogP3: 3.8
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 5
• Exact Mass: 284.10485899
• Heavy Atom Count: 21
• Complexity: 366

Purity/Quality:

99%min ^*data from raw suppliers

2''-Hydroxy-3,4-dimethoxychalcone ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC1=C(C=C(C=C1)C=CC(=O)C2=CC=CC=C2O)OC
• Uses: 2''-Hydroxy-3,4-dimethoxychalcone, is a building block used in various chemical synthesis such as in the synthesis of new flavanoid and chalcone derivatives as antimicrobial agent by green chemistry approach.

Technology Process of 3-(3,4-Dimethoxy phenyl)-1-(2-hydroxy phenyl)-2-propen-1-one

There total 6 articles about 3-(3,4-Dimethoxy phenyl)-1-(2-hydroxy phenyl)-2-propen-1-one 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: 92.0%

o-hydroxyacetophenone (118-93-4,104809-67-8) + 3,4-dimethoxy-benzaldehyde (120-14-9) → (E)-2'-hydroxy-3,4-dimethoxychalcone (19152-36-4,79140-20-8)

Guidance literature:

With sodium hydroxide; In ethanol; for 0.0152778h; Microwave irradiation;

DOI:10.1016/j.molstruc.2016.08.081

Reference yield: 88.0%

o-hydroxyacetophenone (118-93-4,104809-67-8) + 3,4-dimethoxy-benzaldehyde (120-14-9) → 2'-hydroxy-3,4-dimethoxychalcone (79140-20-8,19152-36-4)

Guidance literature:

o-hydroxyacetophenone; With sodium hydride; In tetrahydrofuran; mineral oil; Inert atmosphere;

3,4-dimethoxy-benzaldehyde; In tetrahydrofuran; mineral oil; at 20 ℃; for 16.25h;

With hydrogenchloride; In tetrahydrofuran; water; mineral oil;

DOI:10.1016/j.bmc.2011.04.010

Reference yield:

3,4-dimethoxy-cinnamoyl chloride (39856-08-1) + phenol (108-95-2,27073-41-2) → 2'-hydroxy-3,4-dimethoxychalcone (79140-20-8,19152-36-4)

Guidance literature:

With bismuth(III) chloride; In tetrachloromethane; at 77 ℃; for 10h;

DOI:10.1039/d1ra00534k

upstream raw materials:

o-hydroxyacetophenone

3,4-dimethoxy-benzaldehyde

3,4-dimethoxy-cinnamoyl chloride

phenol

Downstream raw materials:

4-[(E)-2-(3,4-Dimethoxy-phenyl)-vinyl]-benzo[e][1,2,3]oxathiazine 2,2-dioxide

C₁₈H₁₆ClNO₇S

3-(2-hydroxyphenyl)-5-(3,4-dimethoxyphenyl)-4,5-dihydro-1H-pyrazole

4-[(E)-2-(3,4-Dimethoxy-phenyl)-vinyl]-benzo[e][1,2,3]oxathiazine 2,2-dioxide

Refernces

• 1、 Asiri, Abdullah M.,Sobahi, Tariq R.,Osman, Osman I.,Khan, Salman A.. "Photophysical investigation of (D-π-A) DMHP dye: Dipole moments, photochemical quantum yield and fluorescence quantum yield, by solvatochromic shift methods and DFT studies". . p. 636 - 644. Retrieved 2017.
• 2、 Alsantali, Reem?I.,Mughal, Ehsan?Ullah,Naeem, Nafeesa,Alsharif, Meshari?A.,Sadiq, Amina,Ali, Anser,Jassas, Rabab.?S.,Javed, Qamar,Javid, Asif,Sumrra, Sajjad Hussain,Alsimaree, Abdulrahman?A.,Zafar, Muhammad?Naveed,Asghar, Basim?H.,Altass, Hatem?M.,Moussa, Ziad,Ahmed, Saleh?A.. "Flavone-based hydrazones as new tyrosinase inhibitors: Synthetic imines with emerging biological potential, SAR, molecular docking and drug-likeness studies". . . Retrieved 2021/11/30.
• 3、 Chang, Meng-Yang,Tsai, Min-Chen,Lin, Chun-Yi. "A novel one-pot synthesis of flavones". . p. 11655 - 11662. Retrieved 2021/03/31.