Bis(1-aziridinyl) ketone

Base Information

• Chemical Name: Bis(1-aziridinyl) ketone
• CAS No.: 1192-75-2
• Molecular Formula: C₅H₈N₂O
• Molecular Weight: 112.131
• Hs Code.: 2933990090
• NSC Number: 52376
• UNII: 8JRH9T5UDD
• DSSTox Substance ID: DTXSID50922889
• Nikkaji Number: J71.203E
• Wikidata: Q82896653
• Mol file: 1192-75-2.mol

Synonyms:Bisethyleneurea;Bis(1-aziridinyl) ketone;Carbonylbis(aziridine);Carbonylbis(1-aziridine);Diethyleneurea;N,N'-Diethyleneurea;Bis(1-aziridinyl)ketone;1,1'-carbonylbisaziridine;AZIRIDINE, 1,1'-CARBONYLBIS-;1192-75-2;Ketone, bis-1-aziridinyl;NSC 52376;8JRH9T5UDD;Bis(1-aziridinyl)methanone;BRN 0112385;N,N'-Bis-cycloethylene urea;NIOSH/OB1229300;NSC-52376;OB12293000;64398-76-1;bis(aziridin-1-yl)methanone;aziridinyl ketone;UNII-8JRH9T5UDD;Aziridine,1'-carbonylbis-;SCHEMBL687587;DTXSID50922889;(C5-H8-N2-O)x-;NSC52376;METHANONE, BIS(1-AZIRIDINYL)-;LS-23206;LS-87067

Chemical Property of Bis(1-aziridinyl) ketone

Chemical Property:

• Vapor Pressure: 1.1mmHg at 25°C
• Refractive Index: 1.4730 (estimate)
• Boiling Point: 176.3°C at 760 mmHg
• Flash Point: 71.6°C
• PSA: 23.09000
• Density: 1.477g/cm³
• LogP: -0.38660
• XLogP3: -0.7
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 0
• Exact Mass: 112.063662883
• Heavy Atom Count: 8
• Complexity: 112

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CN1C(=O)N2CC2

Technology Process of Bis(1-aziridinyl) ketone

There total 2 articles about Bis(1-aziridinyl) ketone 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: 68.0%

ethyleneimine (151-56-4,9002-98-6) + phosgene (75-44-5) → 1,3-diethyleneurea (1192-75-2,64398-76-1)

Guidance literature:

With triethylamine; In toluene; for 3h; Ambient temperature; - 5 deg C then r.t., 3 h;

DOI:10.1016/0022-2860(85)85099-7

Reference yield:

→ 1,3-diethyleneurea (1192-75-2,64398-76-1)

Guidance literature:

Phosgen, CCl4, (-10grad), Aziridin, Triethylamin;

Reference yield:

1,3-diethyleneurea (1192-75-2,64398-76-1) → C5H9Br2N3O2 (13907-71-6)

Guidance literature:

Multi-step reaction with 2 steps

1: HBr / diethyl ether

2: aq. NaNO₂, HCO₂H

With formic acid; hydrogen bromide; sodium nitrite; In diethyl ether;

DOI:10.1021/jm00324a026

upstream raw materials:

ethyleneimine

phosgene

Downstream raw materials:

1,3-Bis(2-bromoethyl)urea

1,3-bis-(2-fluoroethyl) urea

1,3-bis(2-fluoroethyl)-1-nitrosourea

C₅H₉Br₂N₃O₂

Refernces

• 1、 Farrokhzad,Diksic,Yamamoto,Feindel. "Synthesis of F-labelled 2-fluoroethyl-nitrosoureas". . p. 2107 - 2112. Retrieved 2007/10/02.