2',5'-dimethyl-[1,1':4',1''-terphenyl]-4,4''-diamine

Base Information

• Chemical Name: 2',5'-dimethyl-[1,1':4',1''-terphenyl]-4,4''-diamine
• CAS No.: 152219-88-0
• Molecular Formula: C₂₀H₂₀N₂
• Molecular Weight: 288.392

Synonyms:

Chemical Property of 2',5'-dimethyl-[1,1':4',1''-terphenyl]-4,4''-diamine

Chemical Property:

Purity/Quality:

≥99% ^*data from raw suppliers

[1,1:4,1-Terphenyl]-4,4-diamine,2,5-dimethyl- 98% ^*data from reagent suppliers

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Technology Process of 2',5'-dimethyl-[1,1':4',1''-terphenyl]-4,4''-diamine

There total 2 articles about 2',5'-dimethyl-[1,1':4',1''-terphenyl]-4,4''-diamine 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: 50.0%

2',5'-dimethyl-4,4''-dinitro-1,1':4',1''-terphenyl (1326707-04-3) → 2',5'-dimethyl-[1,1':4',1''-terphenyl]-4,4''-diamine (152219-88-0)

Guidance literature:

With palladium 10% on activated carbon; hydrazine hydrate; In ethanol; for 6h; Reflux; Inert atmosphere;

DOI:10.1021/ja205254s

Reference yield:

2,5-dibromo-p-xylene (1074-24-4) + 4-nitrophenylboronic acid (24067-17-2) → 2',5'-dimethyl-[1,1':4',1''-terphenyl]-4,4''-diamine (152219-88-0)

Guidance literature:

Multi-step reaction with 2 steps

1: tetrakis(triphenylphosphine) palladium⁽⁰⁾; caesium carbonate / 1,4-dioxane; water / 12 h / 100 °C / Inert atmosphere

2: palladium 10% on activated carbon; hydrazine hydrate / ethanol / 6 h / Reflux; Inert atmosphere

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; palladium 10% on activated carbon; caesium carbonate; hydrazine hydrate; In 1,4-dioxane; ethanol; water;

DOI:10.1021/ja205254s

Reference yield: 51.0%

pyridine-2-carbaldehyde (1121-60-4) + iron(II) triflate + 2',5'-dimethyl-[1,1':4',1''-terphenyl]-4,4''-diamine (152219-88-0) → [Fe(II)4(C6H2(CH3)2(C6H4NCHC5H4N)2)6](trifluoromethanesulfonate)8*12water

Guidance literature:

In [D₃]acetonitrile; mixing 6 equiv. of terphenyl deriv., 12 equiv. of pyridinecarboxaldehyde, 4 equiv. of iron compd. and CD3CN, degassing under N2, heating at 50°C overnight; crystn. by diffusion of ether, filtration, elem. anal.;

DOI:10.1021/ja205254s

upstream raw materials:

2',5'-dimethyl-4,4''-dinitro-1,1':4',1''-terphenyl

2,5-dibromo-p-xylene

4-nitrophenylboronic acid

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