(3E)-3-[(2-bromophenyl)methylidene]chromen-4-one

Base Information

• Chemical Name: (3E)-3-[(2-bromophenyl)methylidene]chromen-4-one
• CAS No.: 1262616-92-1
• Molecular Formula: C₁₆H₁₁BrO₂
• Molecular Weight: 315.166
• DSSTox Substance ID: DTXSID701161599
• Nikkaji Number: J3.050.139J
• ChEMBL ID: CHEMBL455122
• Mol file: 1262616-92-1.mol

Synonyms:1262616-92-1;(3E)-3-[(2-bromophenyl)methylidene]-3,4-dihydro-2H-1-benzopyran-4-one;(3E)-3-[(2-bromophenyl)methylidene]chromen-4-one;3-[(E)-2-Bromobenzylidene]-2,3-dihydro-4H-1-benzopyran-4-one;3-[(E)-(2-bromophenyl)methylidene]-2,3-dihydro-4H-chromen-4-one;CHEMBL455122;DTXSID701161599;MFCD03617818;AKOS001074039;(e)-3-(2'-bromobenzylidene)-4-chromanone;2-(2-Bromophenylmethylene)-1-benzopyran-4-one;AB00715662-01;(3E)-3-[(2-bromophenyl)methylene]chroman-4-one;1W-0650;Z46095167;(3E)-3-[(2-Bromophenyl)methylene]-2,3-dihydro-4H-1-benzopyran-4-one

Chemical Property of (3E)-3-[(2-bromophenyl)methylidene]chromen-4-one

Chemical Property:

• Boiling Point: 458.9±45.0 °C(Predicted)
• Density: 1.516±0.06 g/cm3(Predicted)
• XLogP3: 4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 313.99424
• Heavy Atom Count: 19
• Complexity: 377

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: C1C(=CC2=CC=CC=C2Br)C(=O)C3=CC=CC=C3O1
• Isomeric SMILES: C1/C(=C\C2=CC=CC=C2Br)/C(=O)C3=CC=CC=C3O1

Technology Process of (3E)-3-[(2-bromophenyl)methylidene]chromen-4-one

There total 5 articles about (3E)-3-[(2-bromophenyl)methylidene]chromen-4-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: 70.0%

2,3-dihydro-4H-1-benzopyran-4-one (491-37-2) + ortho-bromobenzaldehyde (6630-33-7) → 3-(2-bromobenzylidene)chroman-4-one (1262616-92-1)

Guidance literature:

With pyridine; titanium tetrachloride; In tetrahydrofuran; for 11h; Reflux;

DOI:10.1002/ejoc.201500180

Reference yield: 59.0%

2,3-dihydro-4H-1-benzopyran-4-one (491-37-2) + ortho-bromobenzaldehyde (6630-33-7) → 3-[(2-bromophenyl)methylene]-2,3-dihydro-4H-1-benzopyran-4-one (1262616-92-1)

Guidance literature:

With piperidine;

DOI:10.1016/j.ejmech.2007.06.017

Reference yield: 59.0%

2-Iodophenol (533-58-4) + 1-bromo-2-(3-chloro-propenyl)benzene (90725-35-2) + benzene-1,3,5-triyl triformate → 3-[(2-bromophenyl)methylene]-2,3-dihydro-4H-1-benzopyran-4-one (1262616-92-1)

Guidance literature:

With potassium phosphate; palladium diacetate; triethylamine; catacxium A; In 1,4-dioxane; at 90 ℃; for 25h; Inert atmosphere; Sealed tube;

DOI:10.1002/chem.201900015

upstream raw materials:

2,3-dihydro-4H-1-benzopyran-4-one

ortho-bromobenzaldehyde

2-Iodophenol

1-bromo-2-(3-chloro-propenyl)benzene