232807

1,3-Dichloro-5,5-dimethylhydantoin

available chlorine 68 %

• Synonym(s): 1,3-Dichloro-5,5-dimethyl-2,4-imidazolidinedione, DCDMH, NSC 33307, NSC 38630
• Empirical Formula (Hill Notation): C₅H₆Cl₂N₂O₂
• CAS Number: 118-52-5
• Molecular Weight: 197.02
• Beilstein: 146013
• EC Number: 204-258-7
• MDL number: MFCD00003190
• UNSPSC Code: 12352100
• PubChem Substance ID: 24853931
• NACRES: NA.22

Properties

• form: powder
• Quality Level: 200
• composition: available chlorine, 68%
• mp: 132-134 °C (lit.)
• solubility: water: soluble 0.21% at 25 °C(lit.); carbon tetrachloride: freely soluble 12.5%(lit.); chloroform: freely soluble 14%(lit.); methylene chloride: freely soluble 30%(lit.); benzene: freely soluble 9.2%(lit.); chlorinated solvents: freely soluble at 25 °C(lit.)
• SMILES string: CC1(C)N(Cl)C(=O)N(Cl)C1=O
• InChI: 1S/C5H6Cl2N2O2/c1-5(2)3(10)8(6)4(11)9(5)7/h1-2H3
• InChI key: KEQGZUUPPQEDPF-UHFFFAOYSA-N

Description

Application

1,3-Dichloro-5,5-dimethylhydantoin was used:

• in reaction of chlorination of cytosine base
• in the synthesis of α-chloroacetophenones
• as an effective oxidizing agent for the oxidation of urazoles and bis-urazoles to their corresponding triazolinediones

Reagent involved in:

• Microwave-assisted aromatization of trisubstituted pyrazolines
• Asymmetric chlorolactonization chlorenium source
• Oxidative chlorination for the synthesis of arenesulfonyl chlorides
• Selective halogenation for the synthesis of halo ketones
• Chlorination reactions

Safety Information

• Pictograms: GHS03,GHS07,GHS09
• Signal Word: Danger
• Hazard Statements: H272,H302,H315,H317,H410
• Precautionary Statements: P210 - P220 - P273 - P280 - P301 + P312 - P302 + P352
• Hazard Classifications: Acute Tox. 4 Oral - Aquatic Acute 1 - Aquatic Chronic 1 - Ox. Sol. 2 - Skin Irrit. 2 - Skin Sens. 1
• Supplementary Hazards: EUH031
• Storage Class Code: 5.1B - Oxidizing hazardous materials
• WGK: WGK 2
• Flash Point(F): 345.2 °F
• Flash Point(C): 174 °C
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves