1,3-Divinylimidazolidin-2-one

Base Information

• Chemical Name: 1,3-Divinylimidazolidin-2-one
• CAS No.: 13811-50-2
• Deprecated CAS: 134367-44-5,71627-15-1,95418-04-5,71627-15-1,95418-04-5
• Molecular Formula: C7H10 N2 O
• Molecular Weight: 138.169
• Hs Code.: 2933990090
• European Community (EC) Number: 237-457-2
• UNII: 9WNU043766
• DSSTox Substance ID: DTXSID8074734
• Nikkaji Number: J280.314C
• Wikidata: Q27273319
• Mol file: 13811-50-2.mol

Synonyms:1,3-Divinylimidazolidin-2-one;13811-50-2;n,n'-divinylethyleneurea;2-Imidazolidinone, 1,3-diethenyl-;1,3-bis(ethenyl)imidazolidin-2-one;EINECS 237-457-2;DTXSID8074734;UNII-9WNU043766;1,3-diethenylimidazolidin-2-one;9WNU043766;n,n'-divinyl-2-imidazolidinone;DVEU;SCHEMBL41850;1,3-Divinylimidazolid-2-on;1,3-Divinyl-2-imidazolidone;1,3-Divinyl-2-imidazolidinone #;AKOS006292919;1,3-DIETHYNYLIMIDAZOLIDIN-2-ONE;2-IMIDAZOLIDINONE, 1,3-DIVINYL-;FT-0606733;A886310;W-110354;Q27273319;1,3-divinylimidazolidin-2-one;1,3-divinylimidazolidin-2-one 1,3-diethenylimidazolidin-2-one

Chemical Property of 1,3-Divinylimidazolidin-2-one

Chemical Property:

• Vapor Pressure: 0.827mmHg at 25°C
• Melting Point: 66-70 °C(Solv: ethanol (64-17-5))
• Boiling Point: 182°Cat760mmHg
• PKA: 1.16±0.20(Predicted)
• Flash Point: 63°C
• PSA: 23.55000
• Density: 1.266g/cm³
• LogP: 0.88680
• Water Solubility.: 9.65g/L at 20℃
• XLogP3: 0.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 2
• Exact Mass: 138.079312947
• Heavy Atom Count: 10
• Complexity: 158

Purity/Quality:

99.9% ^*data from raw suppliers

1,3-Divinylimidazolidin-2-one 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C=CN1CCN(C1=O)C=C

Technology Process of 1,3-Divinylimidazolidin-2-one

There total 3 articles about 1,3-Divinylimidazolidin-2-one 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: 40.0%

imidazolidone (120-93-4) + acetylene (74-86-2,25067-58-7) → 1,3-divinylimidazolidin-2-one (13811-50-2)

Guidance literature:

With tributylphosphine; In N,N-dimethyl acetamide; at 140 ℃; for 16h; under 1.5 Torr; Glovebox; Sealed tube; Autoclave;

DOI:10.1021/acs.joc.1c01807

Reference yield:

imidazolidone (120-93-4) + acetylene (74-86-2,25067-58-7) → N-(vinyl)-2-imidazolidinone (4971-43-1) + 1,3-divinylimidazolidin-2-one (13811-50-2)

Guidance literature:

With potassium; benzene; at 125 ℃; under 9782.3 Torr;

Reference yield:

imidazolidone (120-93-4) + vinyl propionate (105-38-4) → 1,3-divinylimidazolidin-2-one (13811-50-2)

Guidance literature:

With dmap; In toluene;

upstream raw materials:

imidazolidone

acetylene

vinyl propionate

Refernces

• 1、 Bienewald, Frank,Comba, Peter,Hashmi, A. Stephen K.,Menche, Maximilian,Rominger, Frank,Schafer, Ansgar,Schaub, Thomas,Sitte, Nikolai A.,Tuzina, Pavel. "Phosphine-Catalyzed Vinylation at Low Acetylene Pressure". . p. 13041 - 13055. Retrieved 2021/09/18.
• 2、 -. "Preparation of N-alkenylureas". . . Retrieved 2008/06/13.