1,3,4,6-Tetrachloroglycoluril

Base Information

• Chemical Name: 1,3,4,6-Tetrachloroglycoluril
• CAS No.: 776-19-2
• Molecular Formula: C4H2Cl4N4O2
• Molecular Weight: 279.897
• European Community (EC) Number: 247-543-1,212-276-1
• NSC Number: 100721
• UNII: MO18CUP6CW
• DSSTox Substance ID: DTXSID9061128
• Nikkaji Number: J193.164D
• Wikidata: Q27284132
• Mol file: 776-19-2.mol

Synonyms:1,3,4,6-Tetrachloroglycoluril;776-19-2;Tetrachloroglycoluril;Daxan;1,3,4,6-Tetrachlorotetrahydroimidazo(4,5-d)imidazole-2,5(1H,3H)-dione;26248-99-7;Caswell No. 829;1,3,4,6-Tetrachlorglycoluril;Glycoluril, 1,3,4,6-tetrachloro-;EINECS 212-276-1;EINECS 247-543-1;UNII-MO18CUP6CW;MO18CUP6CW;EPA Pesticide Chemical Code 078401;NSC 100721;BRN 0617872;C4H2Cl4N4O2;AI3-60335;N,N',N'',N'''-TETRACHLOROGLYCOLURIL;1,3,4,6-tetrachloro-3a,6a-dihydroimidazo[4,5-d]imidazole-2,5-dione;1,3,4,6-Tetrachlorotetrahydro-imidazo(4,5-D)imidazole-2,5(1H,3H)-dione;Imidazo(4,5-d)imidazole-2,5(1H,3H)-dione, 1,3,4,6-tetrachlorotetrahydro-;NSC100721;NSC-100721;Tetrachlorotetrahydroimidazo(4,5-d)imidazole-2,5(1H,3H)-dione;Imidazo(4,5-d)imidazole-2,5(1H,3H)-dione, tetrachlorotetrahydro-;1,3,4,6-tetrachlorotetrahydroimidazo[4,5-d]imidazole-2,5(1H,3H)-dione;TETRACHLOROTETRAHYDROIMIDAZO[4,5-D]IMIDAZOLE-2,5(1H,3H)-DIONE;C4-H2-Cl4-N4-O2;Imidazo[4,5-d]imidazole-2,5(1H,3H)-dione, 1,3,4,6-tetrachlorotetrahydro-;Imidazo[4,5-d]imidazole-2,5(1H,3H)-dione, tetrachlorotetrahydro-;QIANGLUAN;Glycoluril, tetrachloro-;1,4,6-Tetrachlorglycoluril;1,4,6-Tetrachloroglycoluril;n,n,n,n-tetrachloroglycoluril;SCHEMBL3510724;DTXSID9061128;Glycoluril,3,4,6-tetrachloro-;AMY37162;Glycouril, 1,3,4,6-tetrachloro-;AKOS024332948;LS-77852;LS-77853;TETRACHLOROGLYCOLURIL, 1,3,4,6-;FT-0638588;FT-0704190;W-104307;Q27284132;Imidazo[4,5(1H,3H)-dione, 1,3,4,6-tetrachlorotetrahydro-;1,3,4,6-Tetrachloro-tetrahydro-imidazo[4,5-d]imidazole-2,5-dione;2,4,6,8-TETRACHLORO-2,4,6,8-TETRAAZABICYCLO(3.3.0)OCTANE-3,7-DIONE

Chemical Property of 1,3,4,6-Tetrachloroglycoluril

Chemical Property:

• Melting Point: 180 °C
• Boiling Point: 352.6 °C at 760 mmHg
• Flash Point: 167 °C
• PSA: 47.10000
• Density: 2.22 g/cm³
• LogP: 1.48060
• XLogP3: 1.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 279.890236
• Heavy Atom Count: 14
• Complexity: 260

Purity/Quality:

99%, ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C12C(N(C(=O)N1Cl)Cl)N(C(=O)N2Cl)Cl

Technology Process of 1,3,4,6-Tetrachloroglycoluril

There total 2 articles about 1,3,4,6-Tetrachloroglycoluril 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%

glycoluril (496-46-8) → 1,3,4,6-tetrachloroglycoluril (776-19-2)

Guidance literature:

With trichloroisocyanuric acid; sodium hydrogencarbonate; In water; at 20 ℃; for 3h;

DOI:10.1055/s-0029-1216889

Reference yield:

→ 1,3,4,6-tetrachloroglycoluril (776-19-2)

Guidance literature:

Glycoluril, 4 Cl2, W., 6n-NaOH, pH 7-8;

DOI:10.1021/jo01074a619

Reference yield: 92.5%

di(n-butyl) phenylphosphonate (1024-34-6) + 1,3,4,6-tetrachloroglycoluril (776-19-2) → (O-butyl-phenylphosphinic acid)glycoluril

Guidance literature:

In 1,4-dioxane; at 5 - 100 ℃; for 3h; Solvent; Reflux; Inert atmosphere;

upstream raw materials:

glycoluril

Refernces