2-(1-{[4-(dimethylamino)phenyl]ethynyl}-5-(trimethylsilyl)penta-2,4-diynylidene)malononitrile

Base Information

• Chemical Name: 2-(1-{[4-(dimethylamino)phenyl]ethynyl}-5-(trimethylsilyl)penta-2,4-diynylidene)malononitrile
• CAS No.: 860806-27-5
• Molecular Formula: C₂₁H₁₉N₃Si
• Molecular Weight: 341.487
• Mol file: 860806-27-5.mol

Synonyms:2-(1-{[4-(dimethylamino)phenyl]ethynyl}-5-(trimethylsilyl)penta-2,4-diynylidene)malononitrile

Chemical Property of 2-(1-{[4-(dimethylamino)phenyl]ethynyl}-5-(trimethylsilyl)penta-2,4-diynylidene)malononitrile

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2-(1-{[4-(dimethylamino)phenyl]ethynyl}-5-(trimethylsilyl)penta-2,4-diynylidene)malononitrile

There total 5 articles about 2-(1-{[4-(dimethylamino)phenyl]ethynyl}-5-(trimethylsilyl)penta-2,4-diynylidene)malononitrile 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:

1-[4-(dimethylamino)phenyl]-5-(trimethylsilyl)penta-1,4-diyn-3-ol (860806-33-3) → 2-(1-{[4-(dimethylamino)phenyl]ethynyl}-5-(trimethylsilyl)penta-2,4-diynylidene)malononitrile (860806-27-5)

Guidance literature:

Multi-step reaction with 4 steps

1: 84 percent / MnO₂ / diethyl ether / 14 h / 20 °C

2: 77 percent / Al₂O₃ / CH₂Cl₂ / 1 h / Heating

3: MeOH / tetrahydrofuran / 1 h / 20 °C

4: 7.6 mg / CuI; TMEDA / 0.33 h / 20 °C

With methanol; manganese(IV) oxide; aluminum oxide; copper(l) iodide; N,N,N,N,-tetramethylethylenediamine; In tetrahydrofuran; diethyl ether; dichloromethane; 2: Knoevenagel reaction;

DOI:10.1002/chem.200500082

Reference yield:

4-ethynyl-N,N-dimethylaniline (17573-94-3,752235-18-0) → 2-(1-{[4-(dimethylamino)phenyl]ethynyl}-5-(trimethylsilyl)penta-2,4-diynylidene)malononitrile (860806-27-5)

Guidance literature:

Multi-step reaction with 5 steps

1.1: n-BuLi / tetrahydrofuran; hexane / 0.25 h / -15 °C

1.2: 80 percent / tetrahydrofuran; hexane / 2 h / -15 °C

2.1: 84 percent / MnO₂ / diethyl ether / 14 h / 20 °C

3.1: 77 percent / Al₂O₃ / CH₂Cl₂ / 1 h / Heating

4.1: MeOH / tetrahydrofuran / 1 h / 20 °C

5.1: 7.6 mg / CuI; TMEDA / 0.33 h / 20 °C

With methanol; manganese(IV) oxide; aluminum oxide; copper(l) iodide; n-butyllithium; N,N,N,N,-tetramethylethylenediamine; In tetrahydrofuran; diethyl ether; hexane; dichloromethane; 3.1: Knoevenagel reaction;

DOI:10.1002/chem.200500082

Reference yield:

2-(1-{[4-(dimethylamino)phenyl]ethynyl}-3-(trimethylsilyl)prop-2-ynylidene)malononitrile (616872-52-7) → 2-(1-{[4-(dimethylamino)phenyl]ethynyl}-5-(trimethylsilyl)penta-2,4-diynylidene)malononitrile (860806-27-5)

Guidance literature:

Multi-step reaction with 2 steps

1: MeOH / tetrahydrofuran / 1 h / 20 °C

2: 7.6 mg / CuI; TMEDA / 0.33 h / 20 °C

With methanol; copper(l) iodide; N,N,N,N,-tetramethylethylenediamine; In tetrahydrofuran;

DOI:10.1002/chem.200500082

upstream raw materials:

trimethylsilylacetylene

2-[3-(4-dimethylamino-phenyl)-1-ethynyl-prop-2-ynylidene]-malononitrile

1-[4-(dimethylamino)phenyl]-5-(trimethylsilyl)penta-1,4-diyn-3-ol

4-ethynyl-N,N-dimethylaniline

Downstream raw materials:

2-[1-(4-dimethylamino-phenylethynyl)-penta-2,4-diynylidene]-malononitrile