N,N-Diethyl-4-nitrosoaniline

Base Information

• Chemical Name: N,N-Diethyl-4-nitrosoaniline
• CAS No.: 120-22-9
• Molecular Formula: C10H14N2O
• Molecular Weight: 178.234
• Hs Code.: 2921420090
• European Community (EC) Number: 204-379-5
• NSC Number: 5418
• UN Number: 2926
• UNII: 5QX2AS44RV
• DSSTox Substance ID: DTXSID3059507
• Nikkaji Number: J29.618J
• Wikidata: Q72462050
• Mol file: 120-22-9.mol

Synonyms:4-nitroso-N,N-diethylaniline;p-nitroso-N,N-diethylaniline;para-nitroso-N,N-diethylaniline

Chemical Property of N,N-Diethyl-4-nitrosoaniline

Chemical Property:

• Appearance/Colour: green crystalline powder
• Vapor Pressure: 0.00208mmHg at 25°C
• Melting Point: 81-85 °C
• Refractive Index: 1.52
• Boiling Point: 290.3 °C at 760 mmHg
• PKA: 0.67±0.32(Predicted)
• Flash Point: 129.4 °C
• PSA: 32.67000
• Density: 1.01 g/cm³
• LogP: 2.93070
• Storage Temp.: Flammables area
• Water Solubility.: Slightly soluble in water
• XLogP3: 2.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 178.110613074
• Heavy Atom Count: 13
• Complexity: 149
• Transport DOT Label: Flammable Solid Poison

Purity/Quality:

98%min ^*data from raw suppliers

N,N-Diethyl-4-nitrosoaniline >98.0%(HPLC)(T) ^*data from reagent suppliers

Safty Information:

• Pictogram(s): T, F
• Hazard Codes: T-F,T
• Statements: 33-23/24/25-11
• Safety Statements: 45-36/37/39-22-16

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CCN(CC)C1=CC=C(C=C1)N=O
• Uses: N,N-Diethyl-4-nitrosobenzenamine reacts with rubber to form a compound that acts as efficient antioxidants.

Technology Process of N,N-Diethyl-4-nitrosoaniline

There total 8 articles about N,N-Diethyl-4-nitrosoaniline 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: 96.0%

diethyl-(4-nitroso-phenyl)-amine; compound with sulfuric acid monoethyl ester → N,N-diethyl-4-nitrosoaniline (120-22-9)

Guidance literature:

With potassium hydroxide; In ethanol;

DOI:10.1007/BF02496170

Reference yield: 92.0%

N,N-diethylaniline (91-66-7) → N,N-diethyl-4-nitrosoaniline (120-22-9)

Guidance literature:

With 1-butyl-3-methylimidazolium nitrite; boric acid; for 0.025h; regioselective reaction; Microwave irradiation; Neat (no solvent);

DOI:10.1016/j.crci.2011.03.007

Reference yield:

cyclopentyl nitrite (67764-33-4) + N,N-diethylaniline (91-66-7) → N,N-diethyl-4-nitrosoaniline (120-22-9)

Guidance literature:

With hydrogenchloride; water; zinc(II) chloride; at 3 - 5 ℃;

upstream raw materials:

cyclopentyl nitrite

N,N-diethylaniline

isopentyl nitrite

hydrogenchloride

Downstream raw materials:

3-(4-diethylamino-phenylimino)-indolin-2-one

3-(4-diethylamino-phenylimino)-1-methyl-indolin-2-one

3-(4-diethylamino-phenylimino)-1,5-dimethyl-1,3-dihydro-indol-2-one

3-(4-diethylamino-phenylimino)-1-methoxy-indolin-2-one

Refernces

• 1、 Abucayon, Erwin G.,Chu, Jia-Min,Ayala, Megan,Khade, Rahul L.,Zhang, Yong,Richter-Addo, George B.. "Insight into the preferential N-bindingversusO-binding of nitrosoarenes to ferrous and ferric heme centers". . p. 3487 - 3498. Retrieved 2021.
• 2、 Valizadeh, Hassan,Amiri, Mohammad,Shomali, Ashkan. "New nitrite ionic liquid (IL-ONO) and nanoparticles of organosilane-based nitrite ionic liquid immobilized on silica as nitrosonium sources for electrophilic aromatic nitrosation". experimental part. p. 1103 - 1108. Retrieved 2012/03/10.