N,N-Dimethyl-4-nitrosoaniline

Base Information

• Chemical Name: N,N-Dimethyl-4-nitrosoaniline
• CAS No.: 138-89-6
• Molecular Formula: C8H10 N2 O
• Molecular Weight: 150.18
• Hs Code.: 2921 42 00
• European Community (EC) Number: 205-343-1
• NSC Number: 2775
• UN Number: 1369
• UNII: 726V2ETM9E
• DSSTox Substance ID: DTXSID7025138
• Nikkaji Number: J3.628E
• Wikidata: Q26840963
• Metabolomics Workbench ID: 60919
• ChEMBL ID: CHEMBL1569493
• Mol file: 138-89-6.mol

Synonyms:4-nitrosodimethylaniline;4-nitrosodimethylaniline monohydrochloride;N,N-dimethyl-4-nitrosoaniline;NDMA nitrosodimethylaniline;p-nitrosodimethylaniline;para-nitrosodimethylaniline

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

Chemical Property:

• Appearance/Colour: green crystalline powder
• Vapor Pressure: 0.0135mmHg at 25°C
• Melting Point: 85-87 °C(lit.)
• Refractive Index: 1.6180 (estimate)
• Boiling Point: 258.7°Cat760mmHg
• PKA: -0.90±0.12(Predicted)
• Flash Point: 110.3°C
• PSA: 32.67000
• Density: 1.04g/cm³
• LogP: 2.15050
• Storage Temp.: Flammables area
• Water Solubility.: Insoluble in water
• XLogP3: 1.8
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 150.079312947
• Heavy Atom Count: 11
• Complexity: 128
• Transport DOT Label: Spontaneously Combustible

Purity/Quality:

99% ^*data from raw suppliers

p-(Dimethylamino)nitrosobenzene ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Flammable. Toxic by ingestion.
• Hazard Codes: F,T
• Statements: 11-25-36/37/38-43
• Safety Statements: 16-26-36/37-45

MSDS Files:

SDS file from LookChem

Useful:

• Chemical Classes: Nitrogen Compounds -> Other Aromatics (Nitrogen)
• Canonical SMILES: CN(C)C1=CC=C(C=C1)N=O
• Uses: manufacture of organic Compounds; accelerator in vulcanizing; in printing fabrics.

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

There total 36 articles about N,N-Dimethyl-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: 94.0%

N,N-dimethyl-aniline (121-69-7,77733-26-7) → p-dimethylaminonitrosobenzene (138-89-6)

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: 87.0%

4-nitrosophenyl(dimethyl)ammonium ethyl sulfate → p-dimethylaminonitrosobenzene (138-89-6)

Guidance literature:

With potassium hydroxide; In ethanol;

DOI:10.1007/BF02496170

Reference yield: 75.0%

4-(phenyl-ONN-azoxy)-N,N-dimethylaniline (13921-71-6) → formic acid-(N-methyl-4-phenylazo-anilide) (4845-14-1) + 4-Dimethylamino-2-hydroxy-azobenzol (63020-88-2) + p-dimethylaminonitrosobenzene (138-89-6)

Guidance literature:

In benzene; for 7h; Irradiation;

DOI:10.1021/jo00351a018

upstream raw materials:

N,N-dimethyl-aniline

N-(p-dimethylaminophenyl)-N-hydroxy-o-tolylacetamide

p'-dimethylamino-N-hydroxy-o-nitrophenylacetanilide

o-benzyloxyphenyl-N-hydroxy-N-(p-dimethylamino)phenylacetamide

Downstream raw materials:

(E)-3-((4-(dimethylamino)phenyl)imino)indolin-2-one

2-<4-(dimethylamino)phenyl>-imino benzo-thiophen-3-(2H)-one

(4-dimethylamino-phenylimino)-quinoxalin-2-yl-acetonitrile

(4-dimethylamino-phenylimino)-(5-methyl-2,3-dihydro-benzofuran-7-yl)-acetonitrile

Refernces

• 1、 Matsubayashi et al.. "-". . . Retrieved 1970.
• 2、 -. "Preparation method of cationic blue dye". Paragraph 0140-0142. . Retrieved 2020/02/14.
• 3、 Cerecetto, Hugo,Romero, Angel H.. "A Common, Facile and Eco-Friendly Method for the Reduction of Nitroarenes, Selective Reduction of Poly-Nitroarenes and Deoxygenation of N-Oxide Containing Heteroarenes Using Elemental Sulfur". supporting information. . Retrieved 2020/03/23.