479403

1,5,5-Trimethylhydantoin

98%

• Synonym(s): 1,5,5-Trimethyl-2,4-imidazolidinedione, 3,4,4-Trimethyl-2,5-dioxoimidazolidine
• Empirical Formula (Hill Notation): C₆H₁₀N₂O₂
• CAS Number: 6851-81-6
• Molecular Weight: 142.16
• EC Number: 229-945-9
• MDL number: MFCD00040439
• UNSPSC Code: 12352100
• PubChem Substance ID: 24871615
• NACRES: NA.22

Properties

• Assay: 98%
• mp: 161-164 °C (lit.)
• SMILES string: CN1C(=O)NC(=O)C1(C)C
• InChI: 1S/C6H10N2O2/c1-6(2)4(9)7-5(10)8(6)3/h1-3H3,(H,7,9,10)
• InChI key: ZNYIPTYJBRGSSL-UHFFFAOYSA-N

Description

General description

1,5,5-Trimethylhydantoin (TMH) is a 1,5,5-trisubstituted hydantoin. Its mass spectrum has been recorded and analyzed. The density of TMH is 1.1318g/ml at 25°C.

Application

1,5,5-Trimethylhydantoin (1,5,5-Trimethyl-imidazolidine-2,4-dione) may be used to synthesize 3-bromomethyl-1,5,5-trimethylimidazolid-ine-2,4-dione.

Reactant for:
Z-selective hydroamidation of terminal alkynes with secondary amides and imides
Selective inhibitors of hepatitis C virus NS3 serine protease
Stereoselective addition of imides to alkynes

Reactant for synthesis of:
Selective angiotensin II AT2 receptor agonists with reduced CYP 450 inhibition
N-chlorohydantoins
P2X7 receptor antagonists

Safety Information

• Pictograms: GHS07
• Signal Word: Warning
• Hazard Statements: H315,H319,H335
• Precautionary Statements: P261 - P264 - P271 - P280 - P302 + P352 - P305 + P351 + P338
• Hazard Classifications: Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3
• Target Organs: Respiratory system
• Storage Class Code: 11 - Combustible Solids
• WGK: WGK 3
• Flash Point(F): Not applicable
• Flash Point(C): Not applicable
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves