4,4''-Diamino-p-terphenyl

Base Information

• Chemical Name: 4,4''-Diamino-p-terphenyl
• CAS No.: 3365-85-3
• Molecular Formula: C18H16N2
• Molecular Weight: 260.338
• Hs Code.: 29215900
• European Community (EC) Number: 677-188-1
• UNII: 2SS7U3PDG8
• DSSTox Substance ID: DTXSID40187329
• Nikkaji Number: J643.262J
• Wikidata: Q72463092
• Mol file: 3365-85-3.mol

Synonyms:4,4''-DAT;4,4''-diaminoterphenyl

Chemical Property of 4,4''-Diamino-p-terphenyl

Chemical Property:

• Melting Point: 242-244 °C
• Boiling Point: 484.2 °C at 760 mmHg
• PKA: 4.59±0.10(Predicted)
• Flash Point: 296.3 °C
• PSA: 52.04000
• Density: 1.159 g/cm³
• LogP: 5.34740
• Storage Temp.: Keep in dark place,Inert atmosphere,Room temperature
• Solubility.: soluble in Tetrahydrofuran,Acetone
• XLogP3: 3
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 260.131348519
• Heavy Atom Count: 20
• Complexity: 250

Purity/Quality:

98%, ^*data from raw suppliers

4,4''''-Diamino-P-terphenyl ^*data from reagent suppliers

Safty Information:

• Statements: 20/21/22-45
• Safety Statements: 45-53

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=CC=C1C2=CC=C(C=C2)N)C3=CC=C(C=C3)N

Technology Process of 4,4''-Diamino-p-terphenyl

There total 12 articles about 4,4''-Diamino-p-terphenyl 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: 100.0%

p,p-dinitro-p-terphenyl (3282-11-9) → 4,4''-diamino-p-terphenyl (3365-85-3)

Guidance literature:

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

DOI:10.1002/anie.201108450

Reference yield: 52.0%

1.4-dibromobenzene (106-37-6) + 4-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)aniline (214360-73-3) → 4,4''-diamino-p-terphenyl (3365-85-3)

Guidance literature:

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; potassium carbonate; In water; toluene; for 24h; Schlenk technique; Inert atmosphere; Heating;

Reference yield:

[1,1';4',1'']terphenyl (92-94-4,94363-13-0) → 4,4''-diamino-p-terphenyl (3365-85-3)

Guidance literature:

Multi-step reaction with 2 steps

1: fuming HNO₃ / acetic acid

2: SnCl₂, aq. HCl

With hydrogenchloride; nitric acid; tin(ll) chloride; In acetic acid;

upstream raw materials:

p,p-dinitro-p-terphenyl

1,4-Phenyldiboronic acid

para-nitrophenyl bromide

[1,1';4',1'']terphenyl

Downstream raw materials:

N,N'-p-terphenyl-4,4''-diyl-bis-salicylamide

4,4''-bis-cyano[1,1';4',1'']terphenyl

4,4''-Bis-(2-methoxy-benzoylamino)-p-terphenyl