3-(3,5-dichlorophenyl)-2,4-dioxo-N-(propan-2-yl)imidazolidine-1-carboxamide

• ChemBase ID: 127846
• Molecular Formular: C13H13Cl2N3O3
• Molecular Mass: 330.16662
• Monoisotopic Mass: 329.03339665
• SMILES: O=C1N(c2cc(Cl)cc(Cl)c2)C(=O)CN1C(=O)NC(C)C
• Canonical SMILES: CC(NC(=O)N1CC(=O)N(C1=O)c1cc(Cl)cc(c1)Cl)C
• InChI: InChI=1S/C13H13Cl2N3O3/c1-7(2)16-12(20)17-6-11(19)18(13(17)21)10-4-8(14)3-9(15)5-10/h3-5,7H,6H2,1-2H3,(H,16,20)
• InChIKey: ONUFESLQCSAYKA-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 3-(3,5-dichlorophenyl)-2,4-dioxo-N-(propan-2-yl)imidazolidine-1-carboxamide
• IUPAC Traditional name: iprodione
• Synonyms: Iprodione; [3-(3,5-Dichlorophenyl)-2,4-dioxoimidazolidinyl]-N-(methylethyl)carboxamide; Glycophene; Promidione; Iprodione; [3-(3,5-Dichlorophenyl)-2,4-dioxoimidazolidinyl]-N-(methylethyl)carboxamide; Iprodione; Iprodione solution; 3-(3,5-Dichlorophenyl)-N-(1-methylethyl)-2,4-dioxo-1-imidazolidinecarboxamide; Chipco 26019; Glycophen; Iprodial; Kidan; RP-26019; ROP-500F; Rovral; Verisan; Xiuan; 3-(3,5-dichlorophenyl)-2,4-dioxo-n-isopropylimidazolidine-1-carboxamide; 异菌脲; 3-(3,5-二氯苯基)-N-(1-甲基乙基)-2,4-二氧代-1-咪唑烷羧酰胺; 3-(3,5-二氯苯基)-N-(1-甲基乙基)-2,4-二氧代-1-咪唑烷羧酰胺; 异菌脲; 异菌脲 溶液

Database IDs

• CAS Number: 36734-19-7
• EC Number: 253-178-9; 200-835-2
• MDL Number: MFCD00055353
• Beilstein Number: 895003
• PubChem SID: 24871628; 24862184; 162222164; 24879644
• PubChem CID: 37517
• CHEBI ID: 28909
• Chemspider ID: 34418
• KEGG ID: C11208
• Wikipedia Title: Iprodione

CALCULATED PROPERTIES

• Acid pKa: 10.711444
• H Acceptors: 3
• H Donor: 1
• LogD (pH = 5.5): 2.2916226
• LogD (pH = 7.4): 2.2914135
• Log P: 2.2916253
• Molar Refractivity: 77.6367 cm^3
• Polarizability: 30.02895 Å^3
• Polar Surface Area: 69.72 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 130-134 °C(lit.)
• Flash Point: 2 °C; 35.6 °F

Safety Information

• RTECS: NI8870000
• European Hazard Symbols: Flammable (F); Nature polluting (N); Harmful (Xn)
• UN Number: 1648; 3077
• German water hazard class: 2; 3
• Hazard Class: 3; 9
• Packing Group: 2; 3
• Risk Statements: 11-20/21/22-36; 40-50/53
• Safety Statements: 16-36/37; 36/37-60-61
• GHS Pictograms: GHS02; GHS07; GHS08; GHS09
• GHS Signal Word: Danger; Warning
• GHS Hazard statements: H225-H302-H312-H319-H332; H351-H410
• GHS Precautionary statements: P210-P280-P305 + P351 + P338; P273-P281-P501
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves; Eyeshields, 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 1648 3/PG 2; UN 3077 9/PG 3
• Storage Temperature: 2-8°C

Product Information

• Purity: 97%; 98%
• Concentration: 100 μg/mL in acetone
• Grade: analytical standard; PESTANAL®, analytical standard
• Packaging: ampule of 1 mL
• Linear Formula: Cl2C6H3N2C3H2O2CONHCH(CH3)2

DETAILS

Sigma Aldrich - 559792

Packaging
25 g in glass bottle

Sigma Aldrich - 36132

Legal Information
PESTANAL is a registered trademark of Sigma-Aldrich Laborchemikalien GmbH

Toronto Research Chemicals - I745000

Fungicide.

REFERENCES

• Lacroix, L., et al.: Phytiatr.-Phytopharm., 23, 165 (1974)
• Brenneman, T.B., et al.: Plant Dis., 71, 546 (1974)