alpha,alpha'-(1,4-Phenylenedimethylidyne)bis(2'-hydroxyacetophenone)

Base Information

• Chemical Name: alpha,alpha'-(1,4-Phenylenedimethylidyne)bis(2'-hydroxyacetophenone)
• CAS No.: 27172-20-9
• Molecular Formula: C24H18 O4
• Molecular Weight: 370.405
• European Community (EC) Number: 653-401-3
• Nikkaji Number: J2.831.253I,J3.535.998B

Synonyms:AKOS024430506;J3.535.998B;3,3'-p-Phenylenebis[1-(2-hydroxyphenyl)-2-propene-1-one];3,3'-(1,4-Phenylene)bis((E)-1-(2-hydroxyphenyl)-2-propene-1-one);ALPHA,ALPHA'-(1,4-PHENYLENEDIMETHYLIDYNE)BIS(2'-HYDROXYACETOPHENONE)

Chemical Property of alpha,alpha'-(1,4-Phenylenedimethylidyne)bis(2'-hydroxyacetophenone)

Chemical Property:

• Boiling Point: 618.6°Cat760mmHg
• Flash Point: 342°C
• Density: 1.29g/cm³
• XLogP3: 5.9
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 6
• Exact Mass: 370.12050905
• Heavy Atom Count: 28
• Complexity: 533

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C(=C1)C(=O)C=CC2=CC=C(C=C2)C=CC(=O)C3=CC=CC=C3O)O
• Isomeric SMILES: C1=CC=C(C(=C1)C(=O)/C=C/C2=CC=C(C=C2)/C=C/C(=O)C3=CC=CC=C3O)O

Technology Process of alpha,alpha'-(1,4-Phenylenedimethylidyne)bis(2'-hydroxyacetophenone)

There total 6 articles about alpha,alpha'-(1,4-Phenylenedimethylidyne)bis(2'-hydroxyacetophenone) 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: 96.0%

terephthalaldehyde, (623-27-8) + o-hydroxyacetophenone (118-93-4,104809-67-8) → (2E,2′E)-3,3′-(1,4-phenylene)bis(1-(2-hydroxylphenyl)prop-2-en-1-one) (27172-20-9)

Guidance literature:

With sodium hydroxide; In ethanol; water; for 24h;

DOI:10.1021/acs.joc.6b00986

Reference yield: 51.0%

terephthalaldehyde, (623-27-8) + o-hydroxyacetophenone (118-93-4,104809-67-8) → (2E,2′E)-3,3′-(1,4-phenylene)bis(1-(2-hydroxylphenyl)prop-2-en-1-one) (27172-20-9) + 2'-hydroxy-4-hydroxymethylchalcone + (E)-4-(3-(2-hydroxyphenyl)-3-oxoprop-1-en-1-yl)benzoic acid

Guidance literature:

With sodium hydroxide; In methanol; water; at 20 ℃; for 20h;

DOI:10.1002/ejoc.200390117

Reference yield: 50.0%

terephthalaldehyde, (623-27-8) + o-hydroxyacetophenone (118-93-4,104809-67-8) → 1-(2-hydroxyphenyl)-3-{4-[3-(2-hydroxyphenyl)-3-oxoprop-1-enyl]phenyl}prop-2-en-1-one (27172-20-9)

Guidance literature:

With sodium hydroxide;

DOI:10.1039/c3ra41451e

upstream raw materials:

o-hydroxyacetophenone

terephthalaldehyde mono(diethylacetal)

terephthalaldehyde,

Downstream raw materials:

2'-benzyloxy-4-[3-(2-benzyloxyphenyl)-1,2-dibromo-3-oxopropyl]-α,β-dibromo-α,β-dihydrochalcone

2'-benzyloxy-4-[3-(2-benzyloxyphenyl)-3-oxopropenyl]chalcone

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