7-Methoxyflavanone

Base Information

• Chemical Name: 7-Methoxyflavanone
• CAS No.: 21785-09-1
• Molecular Formula: C16H14O3
• Molecular Weight: 254.285
• Hs Code.: 2932999099
• European Community (EC) Number: 622-613-8
• Nikkaji Number: J654.108I
• Wikidata: Q105298921
• Metabolomics Workbench ID: 27184
• ChEMBL ID: CHEMBL9687
• Mol file: 21785-09-1.mol

Synonyms:7-Methoxyflavanone;21785-09-1;7-methoxy-2-phenylchroman-4-one;7-methoxy-2-phenyl-2,3-dihydrochromen-4-one;CHEMBL9687;7-Methoxy-2-phenyl-chroman-4-one;(+/-)-7-methoxy-2-phenylchroman-4-one;MFCD00017486;Maybridge3_004341;7-Methoxyflavanone, 98%;7-methoxy-2-phenyl-3,4-dihydro-2H-1-benzopyran-4-one;Oprea1_633745;SCHEMBL131515;VYESEQLQFXUROZ-UHFFFAOYSA-N;HMS1443F07;BDBM50106920;CCG-49303;LMPK12140019;AKOS015888999;IDI1_015728;AS-60749;CS-0361119;FT-0638150;J-014289;SR-01000638766-1;4H-1-Benzopyran-4-one, 2,3-dihydro-7-methoxy-2-phenyl-;4H-1-Benzopyran-4-one,2,3-dihydro-7-methoxy-2-phenyl-

Chemical Property of 7-Methoxyflavanone

Chemical Property:

• Vapor Pressure: 8.75E-08mmHg at 25°C
• Melting Point: 89-91 °C(lit.)
• Refractive Index: 1.587
• Boiling Point: 435.439 °C at 760 mmHg
• Flash Point: 209.004 °C
• PSA: 35.53000
• Density: 1.199 g/cm³
• LogP: 3.40170
• XLogP3: 2.9
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 254.094294304
• Heavy Atom Count: 19
• Complexity: 322

Purity/Quality:

98%min ^*data from raw suppliers

7-Methoxyflavanone ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: COC1=CC2=C(C=C1)C(=O)CC(O2)C3=CC=CC=C3

Technology Process of 7-Methoxyflavanone

There total 38 articles about 7-Methoxyflavanone 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: 85.0%

7-methoxy-chroman-4-one (42327-52-6) + phenylboronic acid (98-80-6) → 7-methoxyflavanone (21785-09-1)

Guidance literature:

7-methoxy-chroman-4-one; With [2,2]bipyridinyl; palladium(II) trifluoroacetate; oxygen; In 1,4-dioxane; dimethyl sulfoxide; at 100 ℃;

phenylboronic acid; With oxygen; trifluoroacetic acid; In 1,4-dioxane; dimethyl sulfoxide; at 80 ℃;

DOI:10.1021/acs.joc.9b01162

Reference yield: 74.0%

4’-methoxy-2’-hydroxyl-dihydrochalcone (22141-31-7) → 7-methoxyflavanone (21785-09-1)

Guidance literature:

4’-methoxy-2’-hydroxyl-dihydrochalcone; With palladium(II) trifluoroacetate; copper diacetate; In dimethyl sulfoxide; at 100 ℃; for 15h; Inert atmosphere;

With hydrogenchloride; In water; dimethyl sulfoxide; ethyl acetate; at 100 ℃; for 24h; Inert atmosphere;

DOI:10.1039/d1ra01672e

Reference yield: 71.0%

(E)-1-(2-hydroxy-4-methoxyphenyl)-3-phenylprop-2-en-1-one (39273-61-5,52923-29-2) → 7-methoxyflavanone (21785-09-1)

Guidance literature:

In ethanol; pH=9.25; Kinetics;

DOI:10.1039/c4ob00398e

upstream raw materials:

ethanol

2-hydroxy-4-methoxy-trans(?)-chalcone

diiodomethane

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

Downstream raw materials:

7-methoxoyflavone

3-iodo-7-methoxy-2-phenyl-4H-chromen-4-one

2-(1,5-diphenyl-1H-pyrazol-3-yl)-5-methoxyphenol

3-ferrocenylmethylidenyl-7-methoxy-2-phenylchroman-4-one

Refernces

• 1、 He, Feng,Li, Na,Liu, Liyan,Luo, Huiqing,Wang, Huaqiao,Yang, Depo. "Flavanone-based fluorophores with aggregation-induced emission enhancement characteristics for mitochondria-imaging and zebrafish-imaging". . . Retrieved 2020/08/28.
• 2、 Cho, Yang Yil,Jang, Hyu Jeong,Kim, Dong Hwan,Kim, Nam Yong,Kim, Nam-Jung,Kim, Young Min,Lee, Soo Jin,Lee, Yong Sup,Park, Boyoung Y.,Son, Seung Hwan,Yoo, Hyung-Seok. "Synthesis of Flavanones via Palladium(II)-Catalyzed One-Pot β-Arylation of Chromanones with Arylboronic Acids". . p. 10012 - 10023. Retrieved 2019/08/30.