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CAS No.: | 5395-50-6 |
---|---|
Name: | Tetramethylol acetylenediurea |
Article Data: | 8 |
Molecular Structure: | |
Formula: | C8H14N4O6 |
Molecular Weight: | 262.222 |
Synonyms: | Glycoluril,1,3,4,6-tetrakis(hydroxymethyl)- (6CI,7CI,8CI);2,4,6,8-Tetrakis(hydroxymethyl)glycoluril;2,5-Dioxo-1,3,4,6-tetrakis(hydroxymethyl)hexahydroimidazo[4,5-d]imidazole;Cymel 1172;Fixapret 140;N,N',N'',N'''-Tetrakis(hydroxymethyl)glycoluril;NSC3319;NSC 67452;Protectol TD;Tetrahydro-1,3,4,6-tetrakis(hydroxymethyl)imidazol(4,5-d)imidazole-2,5-(1H,3H)dione;Tetrakis(hydroxymethyl)acetylenediurea;Tetrakis(hydroxymethyl)acetyleneurea;Tetrakis(hydroxymethyl)glycoluril;Tetramethylolacetylenediurea;Tetramethylolglycoluril; |
EINECS: | 226-408-0 |
Density: | 1.697 g/cm3 |
Melting Point: | 137-138 °C |
Boiling Point: | 624.2 °C at 760 mmHg |
Flash Point: | 331.3 °C |
PSA: | 128.02000 |
LogP: | -3.33540 |
formaldehyd
glycoluril
1,3,4,6-tetrakis(hydroxymethyl)tetrahydroimidazo[4,5-d]imidazole-2,5(1H,3H)-dione
Conditions | Yield |
---|---|
With sodium hydroxide In water at 40 - 55℃; for 0.25h; Reflux; | 92% |
With sodium hydroxide In water at 40 - 55℃; for 0.25h; pH=8 - 8.7; | 92% |
With potassium carbonate In methanol at 50 - 60℃; pH=10 - 12; | 80% |
With sodium hydroxide In water at 50℃; for 2h; pH=9 - 10; | 50% |
With sodium hydroxide In water at 70℃; for 12h; pH=8 - 10; |
formaldehyd
glycoluril
A
1,3,4,6-tetrakis(hydroxymethyl)tetrahydroimidazo[4,5-d]imidazole-2,5(1H,3H)-dione
Conditions | Yield |
---|---|
Alkaline conditions; |
1,3,4,6-tetrakis(hydroxymethyl)tetrahydroimidazo[4,5-d]imidazole-2,5(1H,3H)-dione
p-aminoethylbenzoate
diethyl 4,4′-(methylenebis(azanediyl))dibenzoate
Conditions | Yield |
---|---|
In neat (no solvent) at 140 - 150℃; for 0.5h; | 98% |
5-Aminoquinoline
1,3,4,6-tetrakis(hydroxymethyl)tetrahydroimidazo[4,5-d]imidazole-2,5(1H,3H)-dione
Conditions | Yield |
---|---|
In neat (no solvent) at 140 - 150℃; for 0.5h; | 97% |
1,3,4,6-tetrakis(hydroxymethyl)tetrahydroimidazo[4,5-d]imidazole-2,5(1H,3H)-dione
4-nitro-aniline
N,N'-bis-(4-nitrophenyl)methanediamine
Conditions | Yield |
---|---|
In neat (no solvent) at 140 - 150℃; for 0.5h; | 95% |
acrylic acid 2-isocyanatoethyl ester
1,3,4,6-tetrakis(hydroxymethyl)tetrahydroimidazo[4,5-d]imidazole-2,5(1H,3H)-dione
Conditions | Yield |
---|---|
With dibutyltin dilaurate In dichloromethane at 20℃; for 24h; | 95% |
1,3,4,6-tetrakis(hydroxymethyl)tetrahydroimidazo[4,5-d]imidazole-2,5(1H,3H)-dione
aniline
N,N'-diphenylmethylenediamine
Conditions | Yield |
---|---|
In neat (no solvent) at 140 - 150℃; for 0.5h; | 94% |
1,3,4,6-tetrakis(hydroxymethyl)tetrahydroimidazo[4,5-d]imidazole-2,5(1H,3H)-dione
Procaine
Conditions | Yield |
---|---|
In neat (no solvent) at 140 - 150℃; for 0.5h; | 90% |
1,3,4,6-tetrakis(hydroxymethyl)tetrahydroimidazo[4,5-d]imidazole-2,5(1H,3H)-dione
Conditions | Yield |
---|---|
In water at 90℃; for 2h; | 82% |
2-Amino-4-phenylthiazole
1,3,4,6-tetrakis(hydroxymethyl)tetrahydroimidazo[4,5-d]imidazole-2,5(1H,3H)-dione
3,9-bis[2-(4-phenyl)thiazolyl]-1,3,5,7,9,11-hexaazatetracyclo[5.5.2.03,14.09,13]tetradodeca-6,12-dione
Conditions | Yield |
---|---|
In methanol; water for 4h; | 68% |
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The Imidazo[4,5-d]imidazole-2,5(1H,3H)-dione,tetrahydro-1,3,4,6-tetrakis(hydroxymethyl)-, with the CAS registry number 5395-50-6, is also known as Tetramethylolglycoluril. Its EINECS registry number is 226-408-0. This chemical's molecular formula is C8H14N4O6 and molecular weight is 262.21996. What's more, its IUPAC name is 1,3,4,6-Tetrakis(hydroxymethyl)-3a,6a-dihydroimidazo[4,5-d]imidazole-2,5-dione.
Physical properties about Imidazo[4,5-d]imidazole-2,5(1H,3H)-dione,tetrahydro-1,3,4,6-tetrakis(hydroxymethyl)- are: (1)ACD/LogP: -0.90; (2)# of Rule of 5 Violations: 1; (3)ACD/LogD (pH 5.5): -0.9; (4)ACD/LogD (pH 7.4): -0.9; (5)ACD/BCF (pH 5.5): 1; (6)ACD/BCF (pH 7.4): 1; (7)ACD/KOC (pH 5.5): 7.73; (8)ACD/KOC (pH 7.4): 7.73; (9)#H bond acceptors: 10; (10)#H bond donors: 4; (11)#Freely Rotating Bonds: 8; (12)Polar Surface Area: 84.02 Å2; (13)Index of Refraction: 1.644; (14)Molar Refractivity: 55.94 cm3; (15)Molar Volume: 154.4 cm3; (16)Polarizability: 22.17×10-24cm3; (17)Surface Tension: 86.4 dyne/cm; (18)Density: 1.697 g/cm3; (19)Flash Point: 331.3 °C; (20)Enthalpy of Vaporization: 105.96 kJ/mol; (21)Boiling Point: 624.2 °C at 760 mmHg; (22)Vapour Pressure: 3.38E-18 mmHg at 25 °C.
You can still convert the following datas into molecular structure:
(1) SMILES: O=C1N(C2N(C(=O)N(C2N1CO)CO)CO)CO
(2) InChI: InChI=1/C8H14N4O6/c13-1-9-5-6(11(3-15)7(9)17)12(4-16)8(18)10(5)2-14/h5-6,13-16H,1-4H2
(3) InChIKey: UUGLSEIATNSHRI-UHFFFAOYAY