1,3-dichloro-5,5-dimethylimidazolidine-2,4-dione

• ChemBase ID: 69369
• Molecular Formular: C5H6Cl2N2O2
• Molecular Mass: 197.01934
• Monoisotopic Mass: 195.9806328
• SMILES: C1(N(C(=O)N(C1=O)Cl)Cl)(C)C
• Canonical SMILES: ClN1C(=O)N(C(C1=O)(C)C)Cl
• InChI: InChI=1S/C5H6Cl2N2O2/c1-5(2)3(10)8(6)4(11)9(5)7/h1-2H3
• InChIKey: KEQGZUUPPQEDPF-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 1,3-dichloro-5,5-dimethylimidazolidine-2,4-dione
• IUPAC Traditional name: 1,3-dichloro-5,5-dimethylimidazolidine-2,4-dione
• Synonyms: 1,3-Dichloro-5,5-dimethylhydantoin; 1,3-dichloro-5,5-dimethylimidazolidine-2,4-dione; 1,3-Dichloro-5,5-dimethyl-2,4-imidazolidinedione; DCDMH; NSC 33307; NSC 38630; 1,3-Dichloro-5,5-dimethylhydantoin; 1,3-二氯-5,5-二甲基海因; 1,3-二氯-5,5-二甲基乙内酰脲

Database IDs

• CAS Number: 118-52-5
• EC Number: 204-258-7
• MDL Number: MFCD00003190
• Beilstein Number: 146013
• Merck Index: 143065
• PubChem SID: 24853931; 162035095
• PubChem CID: 8360

CALCULATED PROPERTIES

• H Acceptors: 2
• H Donor: 0
• LogD (pH = 5.5): 1.0757388
• LogD (pH = 7.4): 1.0757388
• Log P: 1.0757388
• Molar Refractivity: 40.9259 cm^3
• Polarizability: 15.640309 Å^3
• Polar Surface Area: 40.62 Å^2
• Rotatable Bonds: 0
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 130-134°C; 132°C; 132-134 °C; 132-134 °C(lit.)
• Flash Point: 174°C(345°F)
• Density: 1.500

Safety Information

• Storage Warning: IRRITANT; Moisture Sensitive
• RTECS: MU0700000
• European Hazard Symbols: Corrosive (C); Nature polluting (N); Oxidising (O); X; Harmful (Xn)
• UN Number: 3085; UN1479
• German water hazard class: 3
• Hazard Class: 5.1
• Packing Group: 2; II
• Risk Statements: 8-22-31-34-43-50; 8-22-34; R:22
• Safety Statements: 17-20-26-36/37/39-45-60; 26-36/37/39-45-61; S:36/37/39
• TSCA Listed: false; 是
• GHS Pictograms: GHS03; GHS05; GHS06; GHS07; GHS08; GHS09
• GHS Signal Word: Danger
• GHS Hazard statements: H272-H301-H314-H318; H272-H302-H314-H334-H400
• GHS Precautionary statements: P220-P261-P273-P280-P305 + P351 + P338-P310; P221-P301+P310-P303+P361+P353-P305+P351+P338-P405-P501A
• Personal Protective Equipment: Eyeshields, Faceshields, full-face particle respirator type N100 (US), Gloves, respirator cartridge type N100 (US), type P1 (EN143) respirator filter, type P3 (EN 143) respirator cartridges
• RID/ADR: UN 3085 5.1/PG 2
• Supplemental Hazard Statements: Contact with acids liberates toxic gas.

Product Information

• Purity: ≥98.0% (AT); 95+%; 97%; 98%
• Grade: purum
• Compostion: available chlorine, 68%
• Empirical Formula (Hill Notation): C5H6Cl2N2O2

DETAILS

MP Biomedicals - 05206961

MP Biomedicals Rare Chemical collection

Sigma Aldrich - 232807

Packaging
1 kg in glass bottle
250 g in glass bottle
Application
Reagent involved in:
• Microwave-assisted aromatization of trisubstituted pyrazolines1
• Asymmetric chlorolactonization chlorenium source2
• Oxidative chlorination for the synthesis of arenesulfonyl chlorides3
• Selective halogenation for the synthesis of halo ketones4
• Chlorination reactions5

Sigma Aldrich - 35710

Application
Reagent involved in:
• Microwave-assisted aromatization of trisubstituted pyrazolines1
• Asymmetric chlorolactonization chlorenium source2
• Oxidative chlorination for the synthesis of arenesulfonyl chlorides3
• Selective halogenation for the synthesis of halo ketones4
• Chlorination reactions5

REFERENCES

• Source of positive chlorine, compare 1,3-Dibromo-5,5-dimethylhydantoin, A15510.