2,3-Di(4-methoxyphenyl)-1,3-butadiene

Base Information

• Chemical Name: 2,3-Di(4-methoxyphenyl)-1,3-butadiene
• CAS No.: 52255-88-6
• Molecular Formula: C18H18O2
• Molecular Weight: 266.34
• DSSTox Substance ID: DTXSID10495064
• Nikkaji Number: J1.200.548B
• Wikidata: Q82342984
• Mol file: 52255-88-6.mol

Synonyms:52255-88-6;2,3-di(4-methoxyphenyl)-1,3-butadiene;SCHEMBL5378414;DTXSID10495064;CTJFTLYLPSPTST-UHFFFAOYSA-N;1,1'-(Buta-1,3-diene-2,3-diyl)bis(4-methoxybenzene)

Chemical Property of 2,3-Di(4-methoxyphenyl)-1,3-butadiene

Chemical Property:

• XLogP3: 5.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 5
• Exact Mass: 266.130679813
• Heavy Atom Count: 20
• Complexity: 297

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC1=CC=C(C=C1)C(=C)C(=C)C2=CC=C(C=C2)OC

Technology Process of 2,3-Di(4-methoxyphenyl)-1,3-butadiene

There total 13 articles about 2,3-Di(4-methoxyphenyl)-1,3-butadiene 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: 95.0%

1-(4-methoxyphenyl)ethenyl acetate (22390-98-3) → 4,4'-(buta-1,3-diene-2,3-diyl)bis(methoxybenzene) (52255-88-6)

Guidance literature:

With bis(1,5-cyclooctadiene)nickel ⁽⁰⁾; bathophenanthroline; sodium acetate; In N,N-dimethyl-formamide; at 80 ℃; for 24h;

DOI:10.1021/jacs.9b05224

Reference yield: 90.0%

→ 4,4'-(buta-1,3-diene-2,3-diyl)bis(methoxybenzene) (52255-88-6)

Guidance literature:

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; toluene-4-sulfonic acid; zinc; Trimethylacetic acid; In dichloromethane; at 25 ℃; for 24h; Inert atmosphere; Green chemistry;

Reference yield: 88.0%

1-(4-methoxyphenyl)ethanone (100-06-1) → 4,4'-(buta-1,3-diene-2,3-diyl)bis(methoxybenzene) (52255-88-6) + 3,3-bis-(4-methoxy-phenyl)-butan-2-one (22927-05-5)

Guidance literature:

1-(4-methoxyphenyl)ethanone; With samarium diiodide; In tetrahydrofuran; for 0.25h; Inert atmosphere;

With acetic anhydride; In tetrahydrofuran; for 1.75h; Reflux;

DOI:10.1055/S-2008-1078412

upstream raw materials:

Acetyl bromide

N-phenyl-1-naphthylamine

meso-2,3-bis(4-methoxyphenyl)-2,3-butanediol

2,3-bis(4-methoxyphenyl)butane-2,3-diol

Downstream raw materials:

meso-2,3-bis(4-methoxyphenyl)butane

5,6-bis(4-methoxyphenyl)-3a,4,7,7a-tetrahydroisobenzofuran-1,3-dione

6-methoxy-2-(4-methoxyphenyl)-3-methyl-1H-indene

5,6-bis(4-methoxyphenyl)-2-phenyl-3a,4,7,7a-tetrahydro-1H-isoindole-1,3(2H)-dione

Refernces

• 1、 -. "Preparation method of conjugated diene compound". Paragraph 0038; 0045; 0046; 0047; 0048. . Retrieved 2018/04/01.
• 2、 Hu, Yancheng,Li, Ning,Li, Guangyi,Wang, Aiqin,Cong, Yu,Wang, Xiaodong,Zhang, Tao. "Solid Acid-Catalyzed Dehydration of Pinacol Derivatives in Ionic Liquid: Simple and Efficient Access to Branched 1,3-Dienes". . p. 2576 - 2582. Retrieved 2017/05/31.