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232807 Sigma-Aldrich

1,3-Dichloro-5,5-dimethylhydantoin

available chlorine 68 %

Synonym: 1,3-Dichloro-5,5-dimethyl-2,4-imidazolidinedione, DCDMH, NSC 33307, NSC 38630

  • CAS Number 118-52-5

  • Empirical Formula (Hill Notation) C5H6Cl2N2O2

  • Molecular Weight 197.02

  •  Beilstein/REAXYS Number 146013

  •  EC Number 204-258-7

  •  MDL number MFCD00003190

  •  PubChem Substance ID 24853931

  •  NACRES NA.22

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Properties

Related Categories Building Blocks, Chemical Synthesis, Halogenated Heterocycles, Heterocyclic Building Blocks, Imidazolines/Imidazolidines More...
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

Packaging

1 kg in glass bottle

250 g in glass bottle

Safety & Documentation

Safety Information

Signal word 
Danger
Hazard statements 
Supplemental Hazard Statements 
EUH031
RIDADR 
UN 3085 8(5.1) / PGII
WGK Germany 
WGK 2
RTECS 
MU0700000
Flash Point(F) 
Not applicable
Flash Point(C) 
Not applicable

Documents

Certificate of Analysis (COA)

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Certificate of Origin (COO)

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Protocols & Articles
Peer-Reviewed Papers
15

References

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