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| | Tetramethylol acetylenediurea Basic information |
| Product Name: | Tetramethylol acetylenediurea | | Synonyms: | Tetramethylol acetylenediurea;1,3,4,6-Tetrakis-hydroxymethyl-tetrahydro-imidazo(4,5-d)imidazole-2,5-dione;tetrahydro-1,3,4,6-tetrakis(hydroxymethyl)imidazo[4,5-d]imidazole-2,5(1H,3H)-dione;Tetramethylol acetylenedurea;Imidazo4,5-dimidazole-2,5(1H,3H)-dione, tetrahydro-1,3,4,6-tetrakis(hydroxymethyl)-;Tetrahydro-1,3,4,6-tetrakis(hydroxymethyl)imidazo[4,5-d]imidazol-2,5(1H,3H)-dion;Tetramethylol acetylene diuriene;Tetrakis (hydroxy methy1) glycoluril | | CAS: | 5395-50-6 | | MF: | C8H14N4O6 | | MW: | 262.22 | | EINECS: | 226-408-0 | | Product Categories: | | | Mol File: | 5395-50-6.mol |  |
| | Tetramethylol acetylenediurea Chemical Properties |
| Melting point | 137-138 °C | | Boiling point | 624.2±55.0 °C(Predicted) | | density | 1.697±0.06 g/cm3(Predicted) | | storage temp. | Sealed in dry,Room Temperature | | solubility | Chloroform (Slightly, Sonicated), DMSO (Slightly), Methanol (Slightly, Sonicated) | | form | Solid | | pka | 13.90±0.10(Predicted) | | color | White to Off-White | | Cosmetics Ingredients Functions | ANTIMICROBIAL | | InChI | InChI=1S/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 | | InChIKey | UUGLSEIATNSHRI-UHFFFAOYSA-N | | SMILES | C(N1C(N(C2N(C(N(C21)CO)=O)CO)CO)=O)O | | EPA Substance Registry System | Imidazo[4,5-d]imidazole-2,5(1H,3H)-dione, tetrahydro-1,3,4,6-tetrakis(hydroxymethyl)- (5395-50-6) |
| | Tetramethylol acetylenediurea Usage And Synthesis |
| Uses | Crosslinker, Fungicide, Concrete additive | | Uses | Tetramethylol acetylene diurea is a formaldehyde type of textile-finish resin. | | Uses | Tetramethylol Acetylenediurea is a useful additive for forming etching patterns in semiconductor manufacturing. | | Flammability and Explosibility | Not classified | | Synthesis | In a suitable reaction vessel equipped with a mechanical stirrer, thermometer and reflux condenser, 688 parts (10 mol) of a 44% aqueous formaldehyde solution were added and the pH was adjusted to 8.7 with 22 parts of 0.5 N NaOH solution.The temperature of the reaction system was maintained at 40 °C to which 284 parts (2 mol) of glyburide were subsequently added. During the reaction, the temperature was gradually increased to 55 °C, at which time most of the glyburide was dissolved. After about 15 minutes, the pH of the reaction system was adjusted to 8.0 with 5 parts of 0.5N NaOH solution to obtain a clarified light yellow solution. This solution was subjected to reduced pressure distillation at 50°C to remove the water until about 640 parts remained in the reaction vessel. The concentrated syrupy product was poured into 800 parts of methanol and a white crystalline precipitate was precipitated. After filtration and drying, 483 parts (92% yield) of 1,3,4,6-tetrakis(hydroxymethyl)tetrahydroimidazo[4,5-d]imidazole-2,5(1H,3H)-dione were obtained with a melting point of 132°C~136°C. | | References | [1] Patent: WO2014/166347, 2014, A1. Location in patent: Page/Page column 14
[2] Patent: WO2015/143974, 2015, A1. Location in patent: Page/Page column 15; 16
[3] Chemistry of Heterocyclic Compounds, 2006, vol. 42, # 3, p. 365 - 376
[4] Russian Journal of Applied Chemistry, 2016, vol. 89, # 1, p. 132 - 139
[5] Zh. Prikl. Khim. (S.-Peterburg, Russ. Fed.), 2016, vol. 89, # 1, p. 103 - 111,9 |
| | Tetramethylol acetylenediurea Preparation Products And Raw materials |
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