4-Diethylamino-4'-nitroazobenzene

Base Information

• Chemical Name: 4-Diethylamino-4'-nitroazobenzene
• CAS No.: 3025-52-3
• Molecular Formula: C16H18 N4 O2
• Molecular Weight: 298.345
• Hs Code.: 2927000090
• European Community (EC) Number: 221-180-9
• DSSTox Substance ID: DTXSID70871880,DTXSID401043645
• Nikkaji Number: J1.281.653G,J205.330F,J1.999.102D
• Mol file: 3025-52-3.mol

Synonyms:4-diethylamino-4'-nitroazobenzene;4-Et2NH-4'-NO2-azobenzene

Chemical Property of 4-Diethylamino-4'-nitroazobenzene

Chemical Property:

• Vapor Pressure: 5.45E-09mmHg at 25°C
• Melting Point: 152°C
• Refractive Index: 1.6000 (estimate)
• Boiling Point: 469.6°Cat760mmHg
• PKA: 3.40±0.50(Predicted)
• Flash Point: 237.8°C
• PSA: 73.78000
• Density: 1.16g/cm³
• LogP: 5.37960
• Water Solubility.: 0.01193ug/L(25 oC)
• XLogP3: 4.4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 5
• Exact Mass: 298.14297583
• Heavy Atom Count: 22
• Complexity: 363

Purity/Quality:

98%min ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CCN(CC)C1=CC=C(C=C1)N=NC2=CC=C(C=C2)[N+](=O)[O-]

Technology Process of 4-Diethylamino-4'-nitroazobenzene

There total 9 articles about 4-Diethylamino-4'-nitroazobenzene 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%

4-nitro-aniline (100-01-6,104810-17-5) + N,N-diethylaniline (91-66-7) → 4-diethylamino-4'-nitroazobenzene (3025-52-3)

Guidance literature:

4-nitro-aniline; With carboxyl- and nitrite- functionalized graphene quantum dots; at 20 ℃; for 0.0833333h;

N,N-diethylaniline; In water; at 20 ℃; for 0.166667h;

DOI:10.1016/j.dyepig.2014.09.023

Reference yield: 85.0%

4-nitrobenzenediazonium chloride (100-05-0) + N,N-diethylaniline (91-66-7) → 4-diethylamino-4'-nitroazobenzene (3025-52-3)

Guidance literature:

With sodium hydroxide; In water; at 0 - 5 ℃; for 0.366667h; pH=6 - 7;

DOI:10.1016/j.dyepig.2011.09.013

Reference yield:

4-nitroaniline hydrochloride (15873-51-5) → 4-diethylamino-4'-nitroazobenzene (3025-52-3)

Guidance literature:

Multi-step reaction with 2 steps

1: hydrogenchloride / water / 0.67 h / 0 - 5 °C

2: sodium hydroxide / water / 0.37 h / 0 - 5 °C / pH 6 - 7

With hydrogenchloride; sodium hydroxide; In water;

DOI:10.1016/j.dyepig.2011.09.013

upstream raw materials:

N,N-diethylaniline

4-nitro-benzenediazo hydroxide

4-nitro-aniline

5-(4-Nitro-phenylazo)-cyclopenta-1,3-diene-1,2,3,4,5-pentacarboxylic acid pentamethyl ester

Downstream raw materials:

4-diethylamino-4'-aminodiazobenzene

4-Nitro-4'-(N-ethylamino)-azobenzol

nitrobenzene

Refernces

• 1、 Mourot, Alexandre,Kienzler, Michael A.,Banghart, Matthew R.,Fehrentz, Timm,Huber, Florian M. E.,Stein, Marco,Kramer, Richard H.,Trauner, Dirk. "Tuning photochromic ion channel blockers". . p. 536 - 543. Retrieved 2015/02/02.
• 2、 Valizadeh, Hassan,Amiri, Mohammad,Hosseinzadeh, Fatemeh. "Nanoparticles of organosilane-based nitrite ionic liquid immobilized on silica for the diazotization of aniline derivatives and subsequent synthesis of azo dyes". experimental part. p. 1308 - 1313. Retrieved 2012/03/27.