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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

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About This Item

Empirical Formula (Hill Notation):
C5H6Cl2N2O2
CAS Number:
118-52-5
Molecular Weight:
197.02
UNSPSC Code:
12352100
NACRES:
NA.22
PubChem Substance ID:
24853931
EC Number:
204-258-7
Beilstein/REAXYS Number:
146013
MDL number:
MFCD00003190
Form:
powder
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form

powder

Quality Segment

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

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

signalword

Danger

Hazard Classifications

Acute Tox. 4 Oral - Aquatic Acute 1 - Aquatic Chronic 1 - Ox. Sol. 2 - Skin Irrit. 2 - Skin Sens. 1

supp_hazards

EUH031

Storage Class

5.1B - Oxidizing hazardous materials

wgk

WGK 2

flash_point_f

345.2 °F

flash_point_c

174 °C

ppe

Eyeshields, Faceshields, Gloves, type P3 (EN 143) respirator cartridges

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