1,1'-(1-Propen-1-ylidene)bis[4-ethoxybenzene]

Base Information

• Chemical Name: 1,1'-(1-Propen-1-ylidene)bis[4-ethoxybenzene]
• CAS No.: 56920-81-1
• Molecular Formula: C₁₉H₂₂O₂
• Molecular Weight: 282.382
• DSSTox Substance ID: DTXSID201254791
• Mol file: 56920-81-1.mol

Synonyms:SCHEMBL10678212;DTXSID201254791;56920-81-1

Chemical Property of 1,1'-(1-Propen-1-ylidene)bis[4-ethoxybenzene]

Chemical Property:

• XLogP3: 5.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 6
• Exact Mass: 282.161979940
• Heavy Atom Count: 21
• Complexity: 280

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CCOC1=CC=C(C=C1)C(=CC)C2=CC=C(C=C2)OCC

Technology Process of 1,1'-(1-Propen-1-ylidene)bis[4-ethoxybenzene]

There total 6 articles about 1,1'-(1-Propen-1-ylidene)bis[4-ethoxybenzene] 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: 81.0%

4,4'-(propa-1,2-diene-1,1-diyl)bis(ethoxybenzene) → 4,4'-(prop-1-ene-1,1-diyl)bis(ethoxybenzene) (56920-81-1)

Guidance literature:

With tetrahydroxydiboron; 5%-palladium/activated carbon; water; In diethyl ether; at 20 ℃; for 16h; Inert atmosphere;

DOI:10.1055/s-0039-1690207

Reference yield:

4,4'-Dihydroxybenzophenone (611-99-4) → 4,4'-(prop-1-ene-1,1-diyl)bis(ethoxybenzene) (56920-81-1)

Guidance literature:

Multi-step reaction with 4 steps

1.1: sodium hydride / N,N-dimethyl-formamide / 0.5 h / 0 °C

1.2: 16 h / 20 °C

2.1: n-butyllithium / tetrahydrofuran; hexane / 1 h / 0 °C / Inert atmosphere

2.2: 16 h / 0 - 20 °C / Inert atmosphere

3.1: N-benzyl-N,N,N-triethylammonium chloride; sodium hydroxide / dichloromethane; water / 20 °C / Inert atmosphere; Sealed tube

3.2: 1 h / 20 °C / Inert atmosphere

4.1: 5%-palladium/activated carbon; tetrahydroxydiboron; water / diethyl ether / 16 h / 20 °C / Inert atmosphere

With n-butyllithium; tetrahydroxydiboron; 5%-palladium/activated carbon; N-benzyl-N,N,N-triethylammonium chloride; water; sodium hydride; sodium hydroxide; In tetrahydrofuran; diethyl ether; hexane; dichloromethane; water; N,N-dimethyl-formamide; 1.1: |Williamson Ether Synthesis / 1.2: |Williamson Ether Synthesis / 2.1: |Wittig Olefination / 2.2: |Wittig Olefination / 3.1: |Doering-Laflamme Allene Synthesis / 3.2: |Doering-Laflamme Allene Synthesis;

DOI:10.1055/s-0039-1690207

Reference yield:

4,4'-diethoxybenzophenone (5032-11-1) → 4,4'-(prop-1-ene-1,1-diyl)bis(ethoxybenzene) (56920-81-1)

Guidance literature:

Multi-step reaction with 3 steps

1.1: n-butyllithium / tetrahydrofuran; hexane / 1 h / 0 °C / Inert atmosphere

1.2: 16 h / 0 - 20 °C / Inert atmosphere

2.1: N-benzyl-N,N,N-triethylammonium chloride; sodium hydroxide / dichloromethane; water / 20 °C / Inert atmosphere; Sealed tube

2.2: 1 h / 20 °C / Inert atmosphere

3.1: 5%-palladium/activated carbon; tetrahydroxydiboron; water / diethyl ether / 16 h / 20 °C / Inert atmosphere

With n-butyllithium; tetrahydroxydiboron; 5%-palladium/activated carbon; N-benzyl-N,N,N-triethylammonium chloride; water; sodium hydroxide; In tetrahydrofuran; diethyl ether; hexane; dichloromethane; water; 1.1: |Wittig Olefination / 1.2: |Wittig Olefination / 2.1: |Doering-Laflamme Allene Synthesis / 2.2: |Doering-Laflamme Allene Synthesis;

DOI:10.1055/s-0039-1690207

upstream raw materials:

propionyl chloride

Phenetole

4,4'-diethoxybenzophenone

4,4'-Dihydroxybenzophenone

Refernces