Hydantoin

Reported in EPA TSCA Inventory.

The Hydantoin, with the CAS registry number 461-72-3, is also known as Imidazole-2,4(3H,5H)-dione. It belongs to the product categories of Pharmaceutical Intermediates; Fine Chemical & Intermediates; Chemical Amines; Amines; Heterocycles; Building Blocks; Heterocyclic Building Blocks; Imidazolines/Imidazolidines; Chemical Synthesis. Its EINECS number is 207-313-3. This chemical's molecular formula is C₃H₄N₂O₂ and molecular weight is 100.08. What's more, its systematic name is 2,4-Imidazolidinedione. Its classification codes are: (1)Antifoulant; (2)Antimicrobial; (3)Human Data; (4)Reproductive Effect; (5)Slimicide. This chemical should be sealed and stored in a ventilated and dry place. Moreover, it should be protected from oxides. This chemical is a heterocyclic organic compound that can be thought of as a cyclic "double-condensation reaction" product of glycolic acid and urea. It is used in the fields of chemical industry, pharmaceutical industry, textile and biochemistry.

Physical properties of Hydantoin are: (1)ACD/LogP: -0.976; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): -0.98; (4)ACD/LogD (pH 7.4): -1.01; (5)ACD/BCF (pH 5.5): 1.00; (6)ACD/BCF (pH 7.4): 1.00; (7)ACD/KOC (pH 5.5): 7.01; (8)ACD/KOC (pH 7.4): 6.49; (9)#H bond acceptors: 4; (10)#H bond donors: 2; (11)#Freely Rotating Bonds: 0; (12)Polar Surface Area: 58.2 Å²; (13)Index of Refraction: 1.476; (14)Molar Refractivity: 20.792 cm³; (15)Molar Volume: 73.777 cm³; (16)Polarizability: 8.243×10^-24cm³; (17)Surface Tension: 41.6 dyne/cm; (18)Density: 1.357 g/cm³.

Preparation: this chemical can be prepared by hydantoic acid ethyl ester. This reaction will need reagent sodium methoxide and solvent methanol. The yield is about 85%.

Uses of Hydantoin: it can be used to produce 1-nitro-imidazolidine-2,4-dioneat the ambient temperature. It will need reagent NO₂OSO₂CF₃ and solvent CH₂Cl₂ with the reaction time of 1 hour. The yield is about 69.2%.

When you are using this chemical, please be cautious about it as the following:
This chemical is irritating to eyes, respiratory system and skin. In case of contact with eyes, you should rinse immediately with plenty of water and seek medical advice. You must take off immediately all contaminated clothing. When using it, you need wear suitable protective clothing, gloves and eye/face protection, and you must avoid contact with skin and eyes.

You can still convert the following datas into molecular structure:
(1)SMILES: O=C1NC(=O)NC1
(2)Std. InChI: InChI=1S/C3H4N2O2/c6-2-1-4-3(7)5-2/h1H2,(H2,4,5,6,7)
(3)Std. InChIKey: WJRBRSLFGCUECM-UHFFFAOYSA-N