4164-28-7

Basic information

• Product Name: dimethylnitramine
• Synonyms: dimethylnitramine;N-DIMETHYLNITRAMINE;N-NITRODIMETHYLAMINE;Dimethylnitroamine;N,N-Dimethylnitramine;N-Methyl-N-nitromethanamine;NTDMA
• CAS NO: 4164-28-7
• Molecular Formula: C₂H₆N₂O₂
• Molecular Weight: 90.10
• Product Categories: pharmacetical
• Mol File: 4164-28-7.mol
• Article Data: 8

Chemical Properties

• Melting Point: 58°C
• Boiling Point: 167.26°C (rough estimate)
• Flash Point: 63.7°C
• Appearance: /
• Density: 1.1090
• Vapor Pressure: 0.887mmHg at 25°C
• Refractive Index: 1.4462 (estimate)
• PKA: -7.12±0.70(Predicted)
• CAS DataBase Reference: dimethylnitramine(CAS DataBase Reference)
• NIST Chemistry Reference: dimethylnitramine(4164-28-7)
• EPA Substance Registry System: dimethylnitramine(4164-28-7)

Safety Data

• Hazardous Substances Data: 4164-28-7(Hazardous Substances Data)

Usage

Synthesis Reference(s)

Tetrahedron Letters, 12, p. 2807, 1971 DOI: 10.1016/S0040-4039(01)97047-9

Safety Profile

Poison by intraperitoneal route. Moderately toxic by ingestion. Questionable carcinogen with experimental tumorigenic data. Mutation data reported. When heated to decomposition it emits toxic fumes of NOx

InChI:InChI=1/C2H6N2O2/c1-3(2)4(5)6/h1-2H3

Upstream product

• 186581-53-3 diazomethane 
• 62-75-9 N-Nitrosodimethylamine 
• 6130-87-6 Tetramethyltetrazon 
• 18925-69-4 N,N-dimethyl-2-phenylacetamide 
• 7697-37-2 nitric acid 
• 632-14-4 1,1,3-trimethylurea 
• 124-40-3 dimethyl amine 
• 57-14-7 N,N-Dimethylhydrazine 
• 30781-73-8 dimethylammonium nitrate 
• 45050-93-9 N,N,N',N'-tetramethyl-α,α-dimethylmalonamide 
• 75-05-8 acetonitrile 
• 79-44-7 N,N-Dimethylcarbamoyl chloride 
• 611-74-5 N,N-dimethylbenzamide 
• 632-22-4 tetramethylurea 

Downstream Products

• 57-14-7 N,N-Dimethylhydrazine 
• 124-40-3 dimethyl amine 
• 62-75-9 N-Nitrosodimethylamine 
• 50-00-0 formaldehyd 
• 74-89-5 methylamine 
• 64-18-6 formic acid 
• 10102-43-9 nitrogen(II) oxide 
• 10102-44-0 Nitrogen dioxide 
• 108-74-7 1,3,5-trimethyl-1,3,5-triazacyclohexane 
• 103-83-3 N,N'-dimethylbenzylamine 
• 1761-67-7 N-methylmethanimine 
• 62-75-9 dimethylnitrosamine 
• 136560-22-0 1-phenyl-3,3-dimethyltriazene 2-oxide 

Relevant articles and documents

Synthesis of N,N-Dimethylnitramine by Nitrodephosphorylation of Hexamethylphosphoramide

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TiO2-reduced graphene oxide for the removal of gas-phase unsymmetrical dimethylhydrazine

Unsymmetrical dimethylhydrazine (UDMH) contaminated waste gas and related intermediates pose a great threat to human health. TiO2-reduced graphene oxide aerogel (rGA) samples with different graphene content levels were synthetized and characterized for the degradation of UDMH. The effects of GO content, humidity, and temperature were investigated under UV and VUV light, with highest UDMH conversion values of 68% and 95%, respectively. Compared with pure TiO2, the enhanced degradation activity of TiO2-rGA under UV light can be attributed to a synergetic effect between absorption and photocatalysis, while the high UDMH conversion under VUV light relies on photolysis and ozonation. The high oxygen-containing group content, rather than a high SSA, and electron trapping by graphene are key factors determining the outstanding performance of TiO2-rGA with 80 mg of GO. The prepared TiO2-graphene aerogels are promising for the degradation of gas-phase UDMH. This journal is

Formation of N-nitrosamines and N-nitramines by the reaction of secondary amines peroxynitrite and other reactive nitrogen species: Comparison with nitrotyrosine formation

Reactive nitrogen species, including nitrogen oxides (N2O3 and N2O4), peroxynitrite (ONOO-), and nitryl chloride (NO2Cl), have been implicated as causes of inflammation and cancer. We studied reactions of secondary amines with peroxynitrite and found that both N-nitrosamines and N- nitramines were formed. Morpholine was more easily nitrosated by peroxynitrite at alkaline pH than at neutral pH, whereas its nitration by peroxynitrite was optimal at pH 8.5. The yield of nitrosomorpholine in this reaction was 3 times higher than that of nitromorpholine at alkaline pH, whereas 2 times more nitromorpholine than nitrosomorpholine was formed at pH 2N·), which react with nitric oxide (·NO) or nitrogen dioxide (·NO2) to yield nitroso and nitro secondary amines, respectively. Reaction of morpholine with NO· and superoxide anion (O2·-), which were concomitantly produced from spermine NONOate and by the xanthine oxidase systems, respectively, also yielded nitromorpholine, but its yield was 2·- inhibited its formation. Reactions of morpholine with nitrite plus HOCl or nitrite plus H2O2, with or without addition of myeloperoxidase or horseradish peroxidase, also yielded nitration and nitrosation products, in yields that depended on the reactants. Tyrosine was nitrated easily by synthetic peroxynitrite, by NaNO2 plus H2O2 with myeloperoxidase, and by NaNO2 plus H2O2 under acidic conditions. Nitrated secondary amines, e.g., N-nitroproline, could be identified as specific markers for endogenous nitration mediated by reactive nitrogen species.