N-NITROSODIETHANOLAMINE

Base Information

• Chemical Name: N-NITROSODIETHANOLAMINE
• CAS No.: 1116-54-7
• Molecular Formula: C4H10 N2 O3
• Molecular Weight: 134.135
• Hs Code.: 2928000090
• European Community (EC) Number: 214-237-4
• UN Number: 1993,3082
• UNII: 30YI1289VY
• DSSTox Substance ID: DTXSID7021027
• Nikkaji Number: J34.773F
• Wikidata: Q26840926
• NCI Thesaurus Code: C44416
• Metabolomics Workbench ID: 71517
• ChEMBL ID: CHEMBL1334
• Mol file: 1116-54-7.mol

Synonyms:Ethanol,2,2'-nitrosiminodi- (6CI,7CI,8CI); Diethanolnitrosamine;N,N-Diethanolnitrosamine; N-Nitrosobis(2-hydroxyethyl)amine; N-Nitrosodiethanolamine;NDELA; Nitrosodiethanolamine

Chemical Property of N-NITROSODIETHANOLAMINE

Chemical Property:

• Vapor Pressure: 3.46E-07mmHg at 25°C
• Melting Point: 200 °C (decomp)
• Refractive Index: nD20 1.4849
• Boiling Point: 375.9°Cat760mmHg
• PKA: 13.76±0.10(Predicted)
• Flash Point: 181.1°C
• PSA: 73.13000
• Density: 1.28g/cm³
• LogP: -1.04560
• Storage Temp.: 2-8°C
• Water Solubility.: Completely miscible in water
• XLogP3: -1.5
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 4
• Exact Mass: 134.06914219
• Heavy Atom Count: 9
• Complexity: 72.2
• Transport DOT Label: Combustible Liquid

Purity/Quality:

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

Nitrosobis(2-hydroxyethyl)amine ^*data from reagent suppliers

Safty Information:

• Pictogram(s): T
• Hazard Codes: T,F
• Statements: 45-11
• Safety Statements: 53-45-16

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Chemical Classes: Nitrogen Compounds -> Nitrosamines
• Canonical SMILES: C(CO)N(CCO)N=O
• Uses: A potent liver carcinogen in several species of animals, is one of the most widespread N-nitroso compounds in the human environment.

Technology Process of N-NITROSODIETHANOLAMINE

There total 11 articles about N-NITROSODIETHANOLAMINE 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: 98.0%

2,2'-iminobis[ethanol] (111-42-2) → N-nitrosodiethanolamine (1116-54-7)

Guidance literature:

With sulfuric acid; silica gel; sodium nitrite; In dichloromethane; at 20 ℃; for 0.0833333h;

DOI:10.1055/s-2002-34230

Reference yield: 59.0%

triethanolamine (102-71-6,64114-46-1) → N-nitrosodiethanolamine (1116-54-7)

Guidance literature:

With tert.-butylhydroperoxide; nitromethane; tetra-(n-butyl)ammonium iodide; at 80 ℃; for 6h;

DOI:10.1021/jo401915t

Reference yield:

bromonitromethane (563-70-2) + 2,2'-iminobis[ethanol] (111-42-2) → formaldehyd (50-00-0,30525-89-4,61233-19-0) + N-nitrosodiethanolamine (1116-54-7)

Guidance literature:

In water; at 70 ℃; for 0.333333h;

DOI:10.1039/c39900001598

upstream raw materials:

2,2'-iminobis[ethanol]

bis(2-hydroxyethyl)(3',7'-dimethyloctyl)amine

bis(2-hydroxyethyl)geranylamine

bromonitromethane

Downstream raw materials:

2,2'-iminobis[ethanol]

bis(2-methoxyethyl)nitrosamine

Glyoxal

Glycolaldehyde

Refernces

• 1、 Al-Mustafa, Ahmed H,Sies, Helmut,Stahl, Wilhelm. "Sulfur-to-nitrogen transnitrosation: Transfer of nitric oxide from S-nitroso compounds to diethanolamine and the role of intermediate sulfur-to-sulfur transnitrosation". . p. 127 - 136. Retrieved 2001.
• 2、 Sabat, Carles Mir,Delalu, Henri. "Synthesis and characterization of secondary nitrosamines from secondary amines using sodium nitrite and p-toluenesulfonic acid". . p. 674 - 678. Retrieved 2015.
• 3、 -. "NITROSATION REAGENTS AND METHODS". Paragraph 00158-00160; 00164; 00182; 00183; 00186-00189; .... . Retrieved 2022/02/06.