N-Nitrosohexamethyleneimine

Base Information

• Chemical Name: N-Nitrosohexamethyleneimine
• CAS No.: 932-83-2
• Molecular Formula: C6H12 N2 O
• Molecular Weight: 128.174
• Hs Code.: 2933990090
• European Community (EC) Number: 213-258-6
• UNII: N67X53N3YT
• DSSTox Substance ID: DTXSID0021040
• Nikkaji Number: J3.350B
• Wikidata: Q81983710
• ChEMBL ID: CHEMBL165191
• Mol file: 932-83-2.mol

Synonyms:N-nitrosohexamethyleneimine;N-nitrosoperhydroazepine

Chemical Property of N-Nitrosohexamethyleneimine

Chemical Property:

• Vapor Pressure: 0.0414mmHg at 25°C
• Refractive Index: n20/D 1.497(lit.)
• Boiling Point: 247°Cat760mmHg
• PKA: -3.18±0.20(Predicted)
• Flash Point: 103.2°C
• PSA: 32.67000
• Density: 1.13g/cm³
• LogP: 1.48170
• Storage Temp.: 2-8°C
• Solubility.: Chloroform (Slightly), Methanol (Slightly)
• Water Solubility.: 12.82g/L(24 oC)
• XLogP3: 0.9
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 0
• Exact Mass: 128.094963011
• Heavy Atom Count: 9
• Complexity: 87.1

Purity/Quality:

98%min ^*data from raw suppliers

N-Nitrosohexamethylenimine ^*data from reagent suppliers

Safty Information:

• Hazard Codes: T
• Statements: 45-22-36/37/38
• Safety Statements: 53-36/37/39-45

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Chemical Classes: Nitrogen Compounds -> Nitrosamines
• Canonical SMILES: C1CCCN(CC1)N=O
• Uses: N-Nitrosohexamethylenimine is a carcinogen.

Technology Process of N-Nitrosohexamethyleneimine

There total 4 articles about N-Nitrosohexamethyleneimine 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%

hexamethylene imine (111-49-9) → N-nitrosoazepane (932-83-2)

Guidance literature:

With dioxo[bis(sulfato-κO)]molybdenum; sodium nitrite; In dichloromethane; at 20 ℃; for 0.25h;

DOI:10.1002/hlca.200690261

Reference yield:

hexamethylene imine (111-49-9) + n-propyl nitrite (543-67-9) → propan-1-ol (71-23-8) + N-nitrosoazepane (932-83-2)

Guidance literature:

With sodium hydroxide; In water; at 25 ℃; Rate constant; Thermodynamic data; ΔH(excit.) and ΔS(excit.); var. solvent system and temp.;

Reference yield:

hexamethylene imine (111-49-9) + n-Butyl nitrite (544-16-1) → N-nitrosoazepane (932-83-2) + butan-1-ol (71-36-3)

Guidance literature:

With sodium hydroxide; In water; at 25 ℃; Rate constant;

upstream raw materials:

hexamethylene imine

n-propyl nitrite

n-Butyl nitrite

Refernces

• 1、 Goudarziafshar, Hamid,Ghorbani-Choghamarani, Arash,Hadian, Laila. "N-nitrosation of secondary amines using supported perchloric acid on silica gel and stereoselectivity study of nitrosated products". . p. 1272 - 1276. Retrieved 2014/04/03.
• 2、 Montazerozohori, Morteza,Karami, Bahador. "Molybdate sulfuric acid/NaNO2: A novel heterogeneous system for the N-nitrosation of secondary amines under mild conditions". . p. 2922 - 2926. Retrieved 2007/10/03.