N-Nitrosodiethylamine

Base Information

• Chemical Name: N-Nitrosodiethylamine
• CAS No.: 55-18-5
• Molecular Formula: C4H10 N2 O
• Molecular Weight: 102.136
• Hs Code.: 29299090
• European Community (EC) Number: 200-226-1
• NSC Number: 132
• UN Number: 2810,3082
• UNII: 3IQ78TTX1A
• DSSTox Substance ID: DTXSID2021028
• Nikkaji Number: J1.373K
• Wikipedia: N-Nitrosodiethylamine
• Wikidata: Q22138388
• NCI Thesaurus Code: C29827
• Metabolomics Workbench ID: 55042
• ChEMBL ID: CHEMBL164290
• Mol file: 55-18-5.mol

Synonyms:Diethylnitrosamine;N Nitrosodiethylamine;N-Nitrosodiethylamine;Nitrosodiethylamine

Chemical Property of N-Nitrosodiethylamine

Chemical Property:

• Appearance/Colour: yellow liquid
• Vapor Pressure: 1.7 mmHg at 20 °C
• Melting Point: <25℃
• Refractive Index: n20/D 1.437
• Boiling Point: 173.9°Cat760mmHg
• PKA: -3.14±0.70(Predicted)
• Flash Point: 59°C
• PSA: 32.67000
• Density: 0.95g/cm³
• LogP: 1.00960
• Storage Temp.: 2-8°C
• Water Solubility.: 106.2g/L(24 oC)
• XLogP3: 0.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 102.079312947
• Heavy Atom Count: 7
• Complexity: 51.7
• Transport DOT Label: Poison

Purity/Quality:

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

N-Nitrosodiethylamine ^*data from reagent suppliers

Safty Information:

• Pictogram(s): T,F
• Hazard Codes: T,F
• Statements: 45-22-39/23/24/25-23/24/25-11
• Safety Statements: 53-45-36/37-16

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Chemical Classes: Nitrogen Compounds -> Nitrosamines
• Canonical SMILES: CCN(CC)N=O
• Recent ClinicalTrials: A New Oral Treatment For Type II Diabetes Mellitus
• Uses: N-Nitrosodiethylamine (DEN) is a widely occurring nitrosamine that is one of the most important environmental carcinogens primarily inducing tumors of liver. Gasoline and lubricant additive; antioxidant; stabilizer in plastics. N,N-diethylnitrous Amide is a useful research reagent for organic synthesis.

Technology Process of N-Nitrosodiethylamine

There total 60 articles about N-Nitrosodiethylamine 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%

diethylamine (109-89-7) → N-Nitrosodiethylamine (55-18-5)

Guidance literature:

With [NO⁽¹⁺⁾*18-crown-6*H(NO₃)2^(1-)]; In dichloromethane; at 20 ℃; for 0.0833333h;

DOI:10.1021/jo001729t

Reference yield: 96.0%

triethylamine (121-44-8) → N-Nitrosodiethylamine (55-18-5)

Guidance literature:

With tin(IV) chloride; sodium nitrite; In tetrachloromethane; for 14h; Heating;

DOI:10.1055/s-2006-942397

Reference yield: 68.0%

diethyl amine hydrochloride (660-68-4) → N-Nitrosodiethylamine (55-18-5)

Guidance literature:

With hydrogenchloride; sodium nitrite; In water; at 70 - 75 ℃; for 3h; Inert atmosphere;

DOI:10.1021/acs.jpca.6b05440

upstream raw materials:

pyridine

tetranitromethane

triethylamine

N¹,N¹,N³,N³-tetraethyl-propane-1,2,3-triyltriamine

Downstream raw materials:

ethane

aldehyde diethylhydrazone

N,N-diethyl-N'-phenyl-hydrazine

N'-Cyclohexyl-N-(1-cyclohexyl-ethyl)-N-ethyl-hydrazine

Refernces

• 1、 Watanabe et al.. "". . p. 1275,1276. Retrieved 1972.
• 2、 Iitsuka,Hoshino,Kato,Kikugawa. "Formation of nitrosamines in organic solvents and aqueous systems containing organic solvents". . p. 2516 - 2521. Retrieved 1985.
• 3、 Iitsuka,Kato,Kikugawa. "Inhibition of nitrosamine formation by inorganic and organic salts". . p. 3485 - 3487. Retrieved 1986.
• 4、 Maguta, Mihayo Musabila,Stenstr?m, Yngve,Nielsen, Claus J.. "Kinetic and Theoretical Study of the Nitrate (NO3) Radical Gas Phase Reactions with N-Nitrosodimethylamine and N-Nitrosodiethylamine". . p. 6970 - 6977. Retrieved 2016/10/12.
• 5、 Valizadeh, Hassan,Gholipour, Hamid,Shomali, Ashkan. "Ionic liquid 1-(4-nitritobutyl)-3-methylimidazolium chloride as a new reagent for the efficient N-nitrosation of secondary amines under mild conditions". experimental part. p. 467 - 470. Retrieved 2012/06/15.