N-Methyl-N-nitrosoaniline

Base Information

• Chemical Name: N-Methyl-N-nitrosoaniline
• CAS No.: 614-00-6
• Molecular Formula: C7H8 N2 O
• Molecular Weight: 136.153
• Hs Code.: 2928000090
• European Community (EC) Number: 210-366-5
• NSC Number: 137
• UNII: 9SM68I29WQ
• DSSTox Substance ID: DTXSID9021053
• Nikkaji Number: J2.998J
• Wikidata: Q27273078
• ChEMBL ID: CHEMBL266169
• Mol file: 614-00-6.mol

Synonyms:methylphenylnitrosamine;N-methyl-N-nitrosoaniline;N-methyl-N-nitrosobenzenamine;N-nitroso-N-methylaniline;N-nitrosomethylaniline;N-nitrosomethylphenylamine;phenylmethylnitrosamine

Chemical Property of N-Methyl-N-nitrosoaniline

Chemical Property:

• Appearance/Colour: Yellow Oil
• Vapor Pressure: 0.0203mmHg at 25°C
• Melting Point: 13°C
• Refractive Index: 1.5750 to 1.5790
• Boiling Point: 128 °C / 19mmHg
• PKA: -1.54±0.50(Predicted)
• Flash Point: 13 °C
• PSA: 32.67000
• Density: 1,13 g/cm3
• LogP: 1.80420
• Storage Temp.: -20°C Freezer
• Water Solubility.: Insoluble in water
• XLogP3: 1.7
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 136.063662883
• Heavy Atom Count: 10
• Complexity: 110

Purity/Quality:

98%,99%, ^*data from raw suppliers

N-Nitroso-N-methylaniline ^*data from reagent suppliers

Safty Information:

• Pictogram(s): T
• Hazard Codes: T
• Statements: 25-36-40-22-45
• Safety Statements: 23-26-46-53-45

MSDS Files:

SDS file from LookChem

Useful:

• Chemical Classes: Nitrogen Compounds -> Nitrosamines
• Canonical SMILES: CN(C1=CC=CC=C1)N=O

Technology Process of N-Methyl-N-nitrosoaniline

There total 67 articles about N-Methyl-N-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: 100.0%

N-methylaniline (100-61-8) → N-methyl-N-nitrosoaniline (614-00-6)

Guidance literature:

With oxygen; nitrogen(II) oxide; In 1,2-dichloro-ethane; for 24h; Product distribution; Mechanism; Ambient temperature; other amines, other solvents, var. time;

DOI:10.1248/cpb.47.819

Reference yield: 94.0%

N-methyl-N-phenyl-benzenemethanamine (614-30-2) → N-methyl-N-nitrosoaniline (614-00-6)

Guidance literature:

With n-Butyl nitrite; ammonium chloride; water; for 0.0833333h; Heating;

DOI:10.1016/S0040-4020(01)81940-2

Reference yield: 90.0%

N,N-dimethyl-aniline (121-69-7,77733-26-7) → N-methyl-N-nitrosoaniline (614-00-6)

Guidance literature:

With nitromethane; tetrabutyl ammonium fluoride; 1-hydroxy-3H-benz[d][1,2]iodoxole-1,3-dione; In tetrahydrofuran; at 70 ℃; for 3h; regioselective reaction;

DOI:10.1021/jo202276x

upstream raw materials:

pyridine

ethanol

tetranitromethane

N,N-dimethyl-aniline

Downstream raw materials:

4-nitroso-N-methylaniline

4-bromo-N-methylaniline

N-methyl-2,4-dinitroaniline

2,4-dibromo-N-methylaniline

Refernces

• 1、 Casado, Julio,Castro, Albino,Mosquera, Manuel,Prieto, M. Flor Rodriguez,Tato, Jose Vazquez. "Kinetic Studies on the Formation of N-Nitroso Compounds IX. Nitrosyl Acetate as a Nitrosating Agent". . p. 669 - 682. Retrieved 1984.
• 2、 Si, Tengda,Kim, Hun Young,Oh, Kyungsoo. "One-Pot Tandem ortho-Naphthoquinone-Catalyzed Aerobic Nitrosation of N-Alkylanilines and Rh(III)-Catalyzed C-H Functionalization Sequence to Indole and Aniline Derivatives". . p. 1152 - 1163. Retrieved 2021/01/14.
• 3、 Cui, Xin-F,Huang, Guo-Sh. "Rhodium-catalyzed tandem acylmethylation/annulation ofN-nitrosoanilines with sulfoxonium ylides for the synthesis of substituted indazoleN-oxides". supporting information. p. 4014 - 4018. Retrieved 2020/06/09.