HuagongsheHuagongshe Chemistry Print Report · For research reference only
1,3-Bis(2,2,2-trichloro-1-hydroxyethyl)urea
dicloralurea · 1,3-bis(2,2,2-trichloro-1-hydroxyethyl)urea · eh2 · dkhm · rc9485 · dcu[qr] · eh2[qr] · dkhm[qr]
Identifiers & Physical Properties
| CAS No. | 116-52-9 |
|---|---|
| Molecular formula | C5H6Cl6N2O3 |
| Average molar mass | 354.8 g/mol |
| Monoisotopic mass | 351.850958 g/mol |
| SMILES | O=C(NC(O)C(Cl)(Cl)Cl)NC(O)C(Cl)(Cl)Cl |
| InChIKey | PPJXIHLNYDVTDI-UHFFFAOYSA-N |
| PubChem CID | 8313 |
| ChEMBL | CHEMBL2106294 |
| EC No. | 204-144-7 |
| DTXSID | DTXSID0041852 |
Chemical & Physical Properties
| XLogP | 2 |
|---|---|
| Topological polar surface area | 81.6 |
| Hydrogen bond donors | 4 |
| Hydrogen bond acceptors | 3 |
| Rotatable bonds | 2 |
| Heavy atoms | 16 |
| Formal charge | 0 |
| Complexity | 228 |
| Pesticides | Pesticides -> Herbicides, Urea Derivative |
| Density | 1.63 at 25 °C1.6982 (rough estimate) |
| Color/Form | Colorless crystals |
| Solubility | 0.0074 PPM SOL IN WATER @ 25 °CAt 25 °C: 18.8 mg/100 g ethanol, 16.8 mg/100 g acetone, 2.5 mg/100 g ether, 5.5 mg/100 g n-hexane, 3.0 mg/100 g benzene, 1.0 mg/100 g chloroformSoluble in DMSO |
| Melting point | 196 °C |
| Physical Description | Colorless solid[HSDB] |
| Stability/Shelf Life | STABLE TO UV LIGHT ON FILTER PAPERTHERMALLY UNSTABLEStable to dilute acids at room temp. Decomposed by alkalis. |
| Boiling point | 451.1±45.0 °C(Predicted) |
| Refractive index | 1.5940 (estimate) |
| Storage conditions | APPROX 4°C |
| pKa (acidity coefficient) | 10.43±0.46(Predicted) |
| FDA UNII | 9J3ZB93FIE |
| EPA Substance Registry System | Dichloralurea (116-52-9) |
| RTECS number | YS2787000 |
| Hazardous substances data | 116-52-9(Hazardous Substances Data) |
| Toxicity | LD50 oral in rat: 6400mg/kg |
Safety & Regulations
| Hazards summary | Urea-derived herbicides have low toxicity in animal feeding studies[HSDB] Systemic toxicity unlikely unless large amounts ingested[EPA Pesticides, p. 122] May cause irritation[MSDSonline] |
|---|---|
| Interactions | TOXICITY OF MIXTURES OF TRICHLOROPROPIONITRILE (TCHP) WITH DICHLORAL UREA (DCHU) & TRICHLOROACETIC ACID (TCHA) WITH DICHLORAL UREA WERE STUDIED IN 167 WHITE RATS & CATS. THE HERBICIDE COMBINATIONS EMPLOYED ARE IN ACTUAL AGRICULTURAL USE IN WESTERN PROVINCES OF UKRAINE, ESP IN LVOV PROVINCE. ACUTE POISONING BY COMBINATIONS WAS DIFFERENT FROM THAT BY INDIVIDUAL AGENTSTOXICITY WAS LOWERED (NO 100% MORTALITY). MORTALITY INCIDENCE WAS 18.8% FOR TCHA & DCHU (6 OF 32 ANIMALS) & FOR TCHP & DCHU, 8.3% (2 OF 24 ANIMALS). MAIN SIGNS OF POISONING FROM INDIVIDUAL HERBICIDES WERE ABSENT WITH THE MIXTURES. |
| Environmental Biodegradation | MICROBIAL DECOMPOSITION OF 12 & 24 MG/KG DICHLORAL UREA STARTED IMMEDIATELY AFTER IT WAS MIXED WITH MEADOW PODZOLIC SOIL OR A PODZOLIZED CHERNOZEM, & 10-12 DAYS LATER AMT OF FORMED TRICHLOROACETIC ACID WAS EQUAL TO 50% OF TRICHLOROACETIC ACID FOUND IN SOIL SAMPLES MIXED WITH SODIUM TRICHLOROACETATE IN DOSES EQUIVALENT TO DOSES OF DICHLORAL UREA. |
| Non-Human Toxicity Excerpts | LOW SKIN IRRITANCY. CHRONIC FEEDING IN RATS CAUSED FUNCTIONAL ALTERATIONS IN BLOOD, LIVER AND KIDNEY.SLIGHT CYTOGENETIC EFFECT WAS FOUND IN MOUSE BONE-MARROW CELLS TREATED WITH DICHLORAL UREA. |
| Antidote and Emergency Treatment | 1. WASH CONTAMINATED SKIN WITH SOAP & WATER. 2. FLUSH CONTAMINATED EYES WITH COPIOUS AMOUNTS OF FRESH WATER FOR 15 MINUTES. 3. INGESTIONS OF SMALL AMOUNTS (LESS THAN 10 MG/KG BODY WEIGHT) OCCURRING LESS THAN AN HOUR BEFORE TREATMENT, ARE PROBABLY BEST TREATED BY: A. SYRUP OF IPECAC, FOLLOWED BY 1-2 GLASSES OF WATER. DOSE FOR ADULTS & CHILDREN OVER 12 YEARS: 30 ML. DOSE FOR CHILDREN UNDER 12 YEARS: 15 ML. B. ACTIVATED CHARCOAL: /PRC: 30 G ACTIVATED CHARCOAL IN 3-4 OZ WATER (CHILDREN), 100 G IN 8-10 OZ WATER (ADULT)/...AFTER VOMITING STOPS. C. SODIUM OR MAGNESIUM SULFATE, 0.25 G/KG IN TAP WATER, AS A CATHARTIC. /PESTICIDES OF LOW OR MODERATE TOXICITY/4. INGESTIONS OF LARGE AMOUNTS (MORE THAN 10 MG/KG) OCCURRING LESS THAN AN HR BEFORE TREATMENT, SHOULD PROBABLY BE TREATED BY GASTRIC LAVAGE: A. INTUBATE STOMACH & ASPIRATE CONTENTS. B. LAVAGE STOMACH WITH SLURRY OF ACTIVATED CHARCOAL.../&/ LEAVE 30-50 G ACTIVATED CHARCOAL IN THE STOMACH BEFORE WITHDRAWING TUBE. C. SODIUM SULFATE, 0.25 G/KG IN TAP WATER, AS A CATHARTIC. CAUTION: HYDROCARBONS (KEROSENE, PETROLEUM DISTILLATES) ARE INCLUDED IN SOME FORMULATIONS OF THESE CHEMICALS. INGESTION OF VERY LARGE AMOUNTS MAY CAUSE CNS DEPRESSION. IN THIS CASE, IPECAC IS CONTRAINDICATED. ALSO, GASTRIC INTUBATION INCURS A RISK OF HYDROCARBON PNEUMONITIS. FOR THIS REASON OBSERVE THE FOLLOWING PRECAUTIONS: (1) IF THE VICTIM IF UNCONSCIOUS OR OBTUNDED & FACILITIES ARE AT HAND, INSERT AN ENDOTRACHEAL TUBE (CUFFED, IF AVAILABLE) PRIOR TO GASTRIC INTUBATION. (2) KEEP VICTIM'S HEAD BELOW LEVEL OF STOMACH DURING INTUBATION & LAVAGE /PRC: TAP WATER IN CHILDREN, ISOTONIC SALINE IN ADULTS/ (TRENDELENBURG, OR LEFT LATERAL DECUBITUS, WITH HEAD OF TABLE TIPPED DOWNWARD). KEEP VICTIM'S HEAD TURNED TO THE LEFT. (3) ASPIRATE PHARYNX AS REGULARLY AS POSSIBLE TO REMOVE GAGGED OR VOMITED STOMACH CONTENTS. /PESTICIDES OF LOW OR MODERATE TOXICITY/ |
Applications & Uses
Uses
Food additive (veterinary).
Uses
DCU (Dicloralurea) is used in the preparation of monoaromatic derivatives of pulvinic acids which may display antioxidant activity. Component of early pesticides.