N-Nitrosodibutylamine

Base Information

• Chemical Name: N-Nitrosodibutylamine
• CAS No.: 924-16-3
• Molecular Formula: C8H18 N2 O
• Molecular Weight: 158.244
• Hs Code.: 2928000090
• European Community (EC) Number: 213-101-1
• NSC Number: 6830
• UN Number: 3082
• UNII: 8K8942WN31
• DSSTox Substance ID: DTXSID2021026
• Nikkaji Number: J3.346D
• Wikidata: Q22138402
• NCI Thesaurus Code: C44418
• ChEMBL ID: CHEMBL354920
• Mol file: 924-16-3.mol

Synonyms:dibutylnitrosamine;N,N-dibutylnitrosamine;N-nitrosodi-n-butylamine;N-nitrosodibutylamine;nitrosodibutylamine

Chemical Property of N-Nitrosodibutylamine

Chemical Property:

• Vapor Pressure: 0.0341mmHg at 25°C
• Melting Point: <25℃
• Refractive Index: 1.4485 (589.3 nm 20℃)
• Boiling Point: 250.6 °C at 760 mmHg
• PKA: -3.14±0.70(Predicted)
• Flash Point: 105.3 °C
• PSA: 32.67000
• Density: 0.91 g/cm³
• LogP: 2.57000
• Storage Temp.: -20°C Freezer
• Solubility.: Acetone (Slightly), Chloroform (Slightly), Ethyl Acetate (Slightly), Methanol (Slightly)
• Water Solubility.: 1.199g/L(room temperature)
• XLogP3: 2.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 6
• Exact Mass: 158.141913202
• Heavy Atom Count: 11
• Complexity: 88.1
• Transport DOT Label: Class 9

Purity/Quality:

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

N-Nitroso-di-n-butylamine ^*data from reagent suppliers

Safty Information:

• Pictogram(s): XnT
• Hazard Codes: Xn,T
• Statements: 22-40-63-43-36/37/38-23/24/25-46-45
• Safety Statements: 45-36/37-24/25-23-53

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Chemical Classes: Nitrogen Compounds -> Nitrosamines
• Canonical SMILES: CCCCN(CCCC)N=O
• Uses: N-Nitrosodi-n-butylamine is used primarily as a research chemical (IARC 1974). It has also been used as an intermediate in the synthesis of di-n-butylhydrazine. N-Nitroso-di-n-butylamine is a pollutant that can be found in water network systems.

Technology Process of N-Nitrosodibutylamine

There total 18 articles about N-Nitrosodibutylamine 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: 97.0%

dibutylamine (111-92-2) → N-nitrosodibutylamine (924-16-3)

Guidance literature:

With cross-linked polyvinylpyrrolidone*N₂O₄; dinitrogen tetraoxide; In dichloromethane; at 20 ℃; for 0.0333333h;

DOI:10.1055/s-2003-40518

Reference yield: 90.0%

tributyl-amine (102-82-9) → N-nitrosodibutylamine (924-16-3)

Guidance literature:

With 2-nitropropane; 4-(4-fluorophenyl)naphthalene-1,2-dione; oxygen; at 100 ℃; for 12h;

DOI:10.1021/acscatal.9b03442

Reference yield: 54.0%

bromonitromethane (563-70-2) + dibutylamine (111-92-2) → formaldehyd (50-00-0,30525-89-4,61233-19-0) + N-nitrosodibutylamine (924-16-3)

Guidance literature:

In acetonitrile; at 70 ℃; for 168h; Product distribution; Mechanism; other secondary amines, var. reaction times and solvents;

DOI:10.1039/c39900001598

upstream raw materials:

tributyl-amine

dibutylamine

dibutylamine hydrochloride

N,N-dibutylformamide

Downstream raw materials:

5-Nitro-salicylaldehyd-N,N-dibutyl-hydrazon

(butylidene)butylamine

1,1-dibutyl-2,2-dimethylhydrazine

N,N-dibutylhydrazine

Refernces

• 1、 Chen, Zuxing,Gao, Meng,Lu, Cuifen,Ma, Chao,Ruan, Mengyao,Wang, Feiyi,Wang, Ying,Yang, Guichun,You, Shiqi. "The Use of Potassium/Sodium Nitrite as a Nitrosating Agent in the Electrooxidative N-Nitrosation of Secondary Amines". supporting information. p. 3289 - 3293. Retrieved 2021/07/02.
• 2、 Zhang, Yu,Chi, Guoli,He, Ying,Xu, Zishuai,Zhang, Luyao,Luo, Jun,Zhou, Baojing. "In situ generated amine as a Lewis base catalyst in the reaction of 3,7-dinitro-1,3,5,7-tetraazabicyclo[3.3.1]nonane in nitric acid: Experimental and DFT study". supporting information. . Retrieved 2019/04/08.