1,5-Bis(p-methoxyphenyl)-3-pentadienone

Base Information

• Chemical Name: 1,5-Bis(p-methoxyphenyl)-3-pentadienone
• CAS No.: 2051-07-2
• Molecular Formula: C19H18 O3
• Molecular Weight: 294.35
• Hs Code.: 2914509090
• NSC Number: 401196
• Wikidata: Q76139885
• Mol file: 2051-07-2.mol

Synonyms:1,5-Bis(p-methoxyphenyl)-3-pentadienone;NSC 401196;BRN 1885379;(1Z,4E)-1,5-bis(4-methoxyphenyl)penta-1,4-dien-3-one;AI3-00895;1,4-Pentadien-3-one, 1,5-bis(4-methoxyphenyl)-;NSC-401196;SCHEMBL14331811;1, 1,5-bis(p-methoxyphenyl)-;1, 1,5-bis(4-methoxyphenyl)-;NSC401196;WLN: 1OR D1U1V1U1R DO1;LS-101434;2-08-00-00406 (Beilstein Handbook Reference)

Chemical Property of 1,5-Bis(p-methoxyphenyl)-3-pentadienone

Chemical Property:

• Vapor Pressure: 7.88E-10mmHg at 25°C
• Melting Point: 128-129 °C
• Refractive Index: 1.5490 (estimate)
• Boiling Point: 492.1°Cat760mmHg
• Flash Point: 243.7°C
• PSA: 35.53000
• Density: 1.128g/cm³
• LogP: 3.99950
• XLogP3: 4.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 6
• Exact Mass: 294.125594432
• Heavy Atom Count: 22
• Complexity: 348

Purity/Quality:

99% ^*data from raw suppliers

1,5-Bis-(4-methoxyphenyl)-3-pentadienone ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xi
• Safety Statements: 24/25

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC1=CC=C(C=C1)C=CC(=O)C=CC2=CC=C(C=C2)OC
• Isomeric SMILES: COC1=CC=C(C=C1)/C=C/C(=O)/C=C\C2=CC=C(C=C2)OC

Technology Process of 1,5-Bis(p-methoxyphenyl)-3-pentadienone

There total 22 articles about 1,5-Bis(p-methoxyphenyl)-3-pentadienone 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%

4-methoxy-benzaldehyde (123-11-5) + acetone (67-64-1) → 1,5-bis-(4-methoxyphenyl)-1,4-pentadien-3-one (2051-07-2,37951-12-5,79462-17-2)

Guidance literature:

In methanol;

DOI:10.1021/jo00029a009

Reference yield: 95.0%

4-methoxy-benzaldehyde (123-11-5) + acetone (67-64-1) → bis(p-methoxybenzylidene)acetone (2051-07-2)

Guidance literature:

With thionyl chloride; In ethanol; for 2h; cooling;

Reference yield: 85.0%

4-methoxy-benzaldehyde (123-11-5) + acetylacetone (123-54-6,81235-32-7) → 1,5-bis-(4-methoxyphenyl)-1,4-pentadien-3-one (2051-07-2,37951-12-5,79462-17-2)

Guidance literature:

With sodium hydroxide; In water; at 0 ℃; regioselective reaction;

upstream raw materials:

4-(2-hydroxyphenyl)but-3-en-2-one

4-methoxy-benzaldehyde

acetone

4-(4-methoxyphenyl)-3-buten-2-one

Downstream raw materials:

2,6-bis-(4-methoxy-phenyl)-4-oxo-cyclohexane-1,1-dicarboxylic acid dimethyl ester

2-oxo-4-p-methoxyphenyl-6-p-methoxystyryl-1,2,3,4-tetrahydronicotinonitrile

(E)-3,7-Bis-(4-methoxy-phenyl)-1,2-diphenyl-hept-6-ene-1,5-dione

C₄₅H₅₀O₅

Refernces

• 1、 Schaefer, Ce?sar A.,Silva, Vanessa D.,Stambuk, Boris U.,Da Nascimento, Maria G.. "Use of Saccharomyces cerevisiae yeasts in the chemoselective bioreduction of (1E,4E)-1,5-bis(4-methoxyphenyl)-1,4-pentadien-3-one in biphasic system". . p. 1116 - 1122. Retrieved 2013.
• 2、 Abdulaziz, Osama,Ahmad, Shujaat,Alghamdi, Saad,Almehmadi, Mazen,Ghias, Mehreen,Hussain, Haya,Kamal, Zul,Khan, Farman Ali,Khan, Nasir Mehmood,Muhammad, Juma,Rahman, Shafiq Ur,Shah, Syed Wadood Ali,Ullah, Abid. "Neuroprotective potential of synthetic mono-carbonyl curcumin analogs assessed by molecular docking studies". . . Retrieved 2021/12/04.
• 3、 Di Chio, Carla,Efferth, Thomas,Ettari, Roberta,Schirmeister, Tanja,Zhou, Min,Zappalà, Maria. "Synthesis and Cytotoxicity of Diarylpentanoids against Sensitive CCRF-CEM and Multidrug-Resistant CEM/ADR5000 Leukemia Cells". . . Retrieved 2022/01/04.