N-Nitrosodimethylamine

Base Information

• Chemical Name: N-Nitrosodimethylamine
• CAS No.: 62-75-9
• Molecular Formula: C2H6 N2 O
• Molecular Weight: 90.0818
• European Community (EC) Number: 200-549-8
• ICSC Number: 0525
• NSC Number: 23226
• UN Number: 2810,3082
• UNII: M43H21IO8R
• DSSTox Substance ID: DTXSID7021029
• Nikkaji Number: J1.928C
• Wikipedia: N-Nitrosodimethylamine
• Wikidata: Q409367
• NCI Thesaurus Code: C44417
• Metabolomics Workbench ID: 44869
• ChEMBL ID: CHEMBL117311
• Mol file: 62-75-9.mol

Synonyms:Dimethylnitrosamine;N Nitrosodimethylamine;N-nitrosodimethylamine;NDMA Nitrosodimethylamine;Nitrosodimethylamine;Nitrosodimethylamine, NDMA

Chemical Property of N-Nitrosodimethylamine

Chemical Property:

• Appearance/Colour: yellow oily liquid
• Melting Point: 50 C
• Boiling Point: 151 - 154 C
• Flash Point: 61 C
• PSA: 32.67000
• Density: 1.01g/mL(lit.)
• LogP: 0.22940
• Water Solubility.: soluble
• XLogP3: -0.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 0
• Exact Mass: 74.048012819
• Heavy Atom Count: 5
• Complexity: 34.6
• Transport DOT Label: Poison

Purity/Quality:

97% ^*data from raw suppliers

Safty Information:

• Pictogram(s): UN NO.

MSDS Files:

SDS file from LookChem

Useful:

• Chemical Classes: Nitrogen Compounds -> Nitrosamines
• Canonical SMILES: CN(C)N=O
• Inhalation Risk: No indication can be given about the rate at which a harmful concentration of this substance in the air is reached on evaporation at 20 °C.
• Effects of Short Term Exposure: The substance is irritating to the eyes, skin and respiratory tract. The substance may cause effects on the liver. This may result in jaundice. The effects may be delayed. Medical observation is indicated.
• Effects of Long Term Exposure: The substance may have effects on the liver. This may result in liver function impairment and cirrhosis. This substance is probably carcinogenic to humans.

Technology Process of N-Nitrosodimethylamine

There total 98 articles about N-Nitrosodimethylamine 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%

2-(N,N-dimethylaminomethyl)pyrrole (14745-84-7) → formaldehyd (50-00-0,30525-89-4,61233-19-0) + N-Nitrosodimethylamine (62-75-9) + maleimidemonooxime (74230-05-0)

Guidance literature:

With sodium nitrite; In water; at 25 ℃; for 0.05h; Product distribution; Mechanism; variation of amount of reagent and reaction period;

DOI:10.1016/S0040-4039(00)88318-5

Reference yield: 78.0%

1,1-Dimethyl-4-benzoyl-semicarbazid (154059-97-9) → N-Nitrosodimethylamine (62-75-9) + benzamide (55-21-0,27208-38-4)

Guidance literature:

With nitric oxide cation; Product distribution; nearly physiological in vivo conditions; further 1,1-disubstituted 4-benzoyl-semicarbazides;

DOI:10.1002/ardp.19933261203

Reference yield: 25.0%

N-nitrodimethylamine (4164-28-7) → N,N'-dimethylbenzylamine (103-83-3) + N-methylmethanimine (1761-67-7) + dimethyl amine (124-40-3) + dimethylnitrosamine (62-75-9)

Guidance literature:

With nitrogen(II) oxide; toluene; Kinetics; Mechanism; Product distribution; Irradiation; various temperatures, scavengers, with or without NO;

DOI:10.1021/j100340a020

upstream raw materials:

N,N-dimethylammonium chloride

ethanol

4,5-dimethyl-1,2-dinitrobenzene

dimethyl amine

Downstream raw materials:

N-Nitrosomethylaminoacetophenone

N-methyl-N-nitrosophenethylamine

1-Methyl-1-ethoxymethyl-2-phenyl-hydrazin

C₁₇H₁₈N₂O₂

Refernces

• 1、 Suryanarayanan,Bulusu. "". . p. 496,497, 498. Retrieved 1972.
• 2、 Mitch, William A.,Sedlak, David L.. "Characterization and Fate of N-Nitrosodimethylamine Precursors in Municipal Wastewater Treatment Plants". . p. 1445 - 1454. Retrieved 2004.
• 3、 Lazarou, Yannis G.,Papagiannakopoulos, Panos. "Infrared Multiphoton Decomposition of Dimethylnitramine". . p. 7114 - 7119. Retrieved 1990.
• 4、 Casado, Julio,Castro, Albino,Lorenzo, Francisco M.,Meijide, Francisco. "Kinetic Studies on the Formation of N-Nitroso Compounds XI. Nitrosation of Dimethylamine with Nitrite Esters in Aqueous Basic Media". . p. 335 - 344. Retrieved 1986.
• 5、 Huang, Yuanzheng,Jia, Ying,Shen, Keke,Hou, Ruomeng,Zhang, Yongyong,Hou, Li'an. "Degradation of gaseous unsymmetrical dimethylhydrazine by vacuum ultraviolet coupled with MnO2". supporting information. p. 1194 - 1202. Retrieved 2021/02/06.
• 6、 -. "Preparation method of PI3K inhibitor". Paragraph 0062-0064. . Retrieved 2020/08/02.