HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
1,3-Dimethylharnstoff
syM · N,N'-dimethylurea · symmetricdimethylurea · (CH3NH)2CO · AKOS B029718 · 1.3-DiMethyl u · N'-Dimethylurea · 1,3-dimethyl-ure
Identifikatoren & physikalische Daten
| CAS No. | 96-31-1 |
|---|---|
| Summenformel | C3H8N2O |
| Durchschnittliche Molmasse | 88,11 g/mol |
| Monoisotopische Masse | 88,06366288 g/mol |
| SMILES | CNC(=O)NC |
| InChIKey | MGJKQDOBUOMPEZ-UHFFFAOYSA-N |
| PubChem CID | 7293 |
| ChEMBL | CHEMBL1234380 |
| ChEBI | CHEBI:80472 |
| EC No. | 202-498-7 |
| DTXSID | DTXSID5025156 |
| Lokaler Name | 1,3-Dimethylharnstoff |
Chemische & physikalische Eigenschaften
| XLogP | -0,5 |
|---|---|
| Polarare Oberfläche (TPSA) | 41,1 |
| H-Brücken-Donoren | 2 |
| H-Brücken-Akzeptoren | 1 |
| Frei drehbare Bindungen | 0 |
| Schwere Atome | 6 |
| Formalladung | 0 |
| Komplexität | 46,8 |
| Stoffklassen | Nitrogen Compounds -> Urea Compounds |
| SpringerMaterials Properties | Boiling point |
| LogP (Verteilungskoeffizient) | -0.490-0.78 |
| Dichte | 1.142 (NTP, 1992) - Denser than waterwill sink1.1 g/cm³ |
| Color/Form | RHOMBIC BIPYRAMIDAL CRYSTALS FROM CHLOROFORM-ETHERCOLORLESS PRISMS |
| Löslichkeit | greater than or equal to 100 mg/mL at 70 °F (NTP, 1992)VERY SOL IN WATER & ALCOHOLINSOL IN ETHERSolubility in water, g/100ml at 21.5 °C: 76.5 (good)H2O: 0.1 g/mL, clear, colorless765 g/L (21.5 ºC) |
| Flammpunkt | 154 °C157 °C |
| Siedepunkt | 514 to 518 °F at 760 mmHg (NTP, 1992)268-270 °C269.00 °C. @ 760.00 mm Hg268-270 °C(lit.) |
| Schmelzpunkt | 226 °F (NTP, 1992)108 °C108.00 °C. @ 760.00 mm Hg102-107 °C101-104 °C(lit.) |
| Dampfdruck | 0.54 [mmHg]Vapor pressure, Pa at 20 °C: 0.0426 hPa (115 °C) |
| Physical Description | N,n'-dimethylurea appears as colorless crystals. (NTP, 1992)Dry PowderColorless solid[Hawley] Sheet[Alfa Aesar MSDS] Colorless powder[OECD SIDS: 1,3-Dimethylurea - 2003]COLOURLESS-TO-WHITE CRYSTALLINE POWDER. |
| Selbstentzündungstemperatur | 400 °C |
| Brechungsindex | 1.4715 (estimate) |
| Lagerbedingungen | Store below +30°C. |
| pKa (Säurekonstante) | 14.57±0.46(Predicted) |
| Aggregatzustand | Crystals |
| Farbe | White |
| pH | 9.0-9.5 (100g/l, H2O, 20℃) |
| BRN | 1740672 |
| Kosmetik-Inhaltsstoffe Funktionen | NAIL CONDITIONING |
| InChI | 1S/C3H8N2O/c1-4-3(6)5-2/h1-2H3,(H2,4,5,6) |
| InChIKey | MGJKQDOBUOMPEZ-UHFFFAOYSA-N |
| SMILES | CNC(=O)NC |
| LogP (Verteilungskoeffizient) | -0.783 at 25℃ |
| CAS Datenbank | 96-31-1(CAS DataBase Reference) |
| NIST chemische Informationen | Urea, N,N'-dimethyl-(96-31-1) |
| EPA chemische Informationen | 1,3-Dimethylurea (96-31-1) |
Sicherheit & Vorschriften
| GHS-Einstufung | This chemical does not meet GHS hazard criteria for 98.8% (169 of 171) of all reports.Not ClassifiedAggregated GHS information provided per 171 reports by companies from 4 notifications to the ECHA C&L Inventory.WarningH373: May causes damage to organs through prolonged or repeated exposure [Warning Specific target organ toxicity, repeated exposure]P260, P319, and P501 (click each P-code to see the statement) |
|---|---|
| Regulatorische Informationen | Chemical: Urea, N,N'-dimethyl-Urea, N,N'-dimethyl- is listed on the EPA's Chemical Data Reporting (CDR) system. Manufacturers and importers of Urea, N,N'-dimethyl- are required to report information about their production and use of this chemical to the EPA under the Toxic Substances Control Act (TSCA). (40 eCFR Part 711)Status: Active Update: 13-07-2021 https://echa.europa.eu/registration-dossier/-/registered-dossier/10061Urea, N,N'-dimethyl-: Does not have an individual approval but may be used under an appropriate group standard |
| Weitere Sicherheitsinformationen | Evaluation - Chemicals that are unlikely to require further regulation to manage risks to environment |
| Brandgefahren | Flash point data for this chemical are not availableit is probably combustible. (NTP, 1992)Combustible. Gives off irritating or toxic fumes (or gases) in a fire. Finely dispersed particles form explosive mixtures in air. |
| Gesundheitsgefahren | ACUTE/CHRONIC HAZARDS: When heated to decomposition this compound emits toxic fumes. (NTP, 1992) |
| Gefahrenübersicht | No evidence of mutagenicity[HSDB] Not irritating to skin or eyes of rabbits[IUCLID] An irritant[Alfa Aesar MSDS] Causes tremor, cyanosis, and respiratory depression in intraperitoneal lethal-dose study of rats[RTECS] |
| Reaktive Gruppe | Amides and Imides |
| Reactivity Profile | N,N'-DIMETHYLUREA is an amide. Amides/imides react with azo and diazo compounds to generate toxic gases. Flammable gases are formed by the reaction of organic amides/imides with strong reducing agents. Amides are very weak bases (weaker than water). Imides are less basic yet and in fact react with strong bases to form salts. That is, they can react as acids. Mixing amides with dehydrating agents such as P2O5 or SOCl2 generates the corresponding nitrile. The combustion of these compounds generates mixed oxides of nitrogen (NOx). |
| Chemical Dangers | Decomposes on heating. This produces nitrogen oxides. The solution in water is a weak base. Reacts with strong reducing agents. This generates fire hazard. |
| Physical Dangers | Dust explosion possible if in powder or granular form, mixed with air. |
| Air and Water Reactions | Water soluble. |
| Hazard Classes and Categories | Not ClassifiedSpecific target organ toxicity - Repeated exposure - Category 2 (kidney) |
| Brandbekämpfung | Fires involving this material should be controlled using a dry chemical carbon dioxide or Halon extinguisher. (NTP, 1992)Use carbon dioxide, water spray. |
| Erste-Hilfe-Maßnahmen | Fresh air, rest.Rinse and then wash skin with water and soap.Rinse with plenty of water (remove contact lenses if easily possible).Rinse mouth. Give one or two glasses of water to drink. |
| Erste Hilfe | EYES: First check the victim for contact lenses and remove if present. Flush victim's eyes with water or normal saline solution for 20 to 30 minutes while simultaneously calling a hospital or poison control center. Do not put any ointments, oils, or medication in the victim's eyes without specific instructions from a physician. IMMEDIATELY transport the victim after flushing eyes to a hospital even if no symptoms (such as redness or irritation) develop. |
| Freisetung ohne Brand | SMALL SPILLS AND LEAKAGE: If you spill this chemical, you should dampen the solid spill material with water, then transfer the dampened material to a suitable container. Use absorbent paper dampened with water to pick up any remaining material. Seal your contaminated clothing and the absorbent paper in a vapor-tight plastic bag for eventual disposal. Wash all contaminated surfaces with a soap and water solution. Do not reenter the contaminated area until the Safety Officer (or other responsible person) has verified that the area has been properly cleaned. |
| Verschüttetes entsorgen | Personal protection: particulate filter respirator adapted to the airborne concentration of the substance. Sweep spilled substance into covered containers. If appropriate, moisten first to prevent dusting. Wash away remainder with plenty of water. |
| Eye Prevention | Wear safety goggles. |
| Fire Prevention | NO open flames. |
| Inhalation Risk | No indication can be given about the rate at which a harmful concentration of this substance in the air is reached. |
| Skin Prevention | Protective gloves. |
| Exposure Prevention | PREVENT DISPERSION OF DUST! |
| Ingestion Prevention | Do not eat, drink, or smoke during work. |
| Inhalation Prevention | Use local exhaust. |
| Wechselwirkungen | 1,3-DIMETHYLUREA INDUCED CANCER IN RATS & MICE WHEN ADDED TO THEIR FOOD SIMULTANEOUSLY WITH SODIUM NITRITE. THE MINIMAL DOSES OF NITRITE NECESSARY TO INDUCE TUMORS, WHEN GIVEN SIMULTANEOUSLY WITH THE AMINO COMPD, WERE NOT MUCH HIGHER THAN THOSE ALLOWED AS FOOD ADDITIVES, & WERE MUCH LOWER THAN THE NITRITE CONCN IN FOODS FOLLOWING BACTERIAL NITRITE FORMATION.SIMULTANEOUS TREATMENT OF PREGNANT RATS AND MICE WITH SODIUM NITRITE (0.5-0.75% IN DRINKING WATER ON DAYS 11-15 OF GESTATION) AND N,N'-DIMETHYLUREA (1000 MG/KG INTRAPERITONEALLY ON DAY 11 OR 13 OF GESTATION) PRODUCED THE SAME TERATOGENIC EFFECTS AS TREATMENT WITH THE NITROSYLATED HOMOLOGS OF THESE METHYLUREAS. |
| Signs and Symptoms | Cough.Redness. |
| Non-Human Toxicity Excerpts | N,N'-dimethylurea (DMU) was tested for mutagenicity in the Salmonella/microsome preincubation assay using the standard protocol approved by the National Toxicology Program. DMU was tested at doses of 0.10, 0.33, 1.0, 3.3, and 10 mg/plate in as many as 5 Salmonella typhimurium strains (TA1535, TA1537, TA97, TA98, and TA100) in the presence and absence of rat or hamster liver S-9. N,N'-dimethylurea was negative in these tests and the highest ineffective dose tested in any S. typhimurium strain was 10 mg/plate. |
| F | 10-21 |
| Wassergefährdungsklasse (WGK) | 1 |
| TSCA-Inventar-Status | TSCA listed |
| Zollcode | 29241900 |
| RTECS-Nr. | YS9868000 |
| R-Sätze (R) | 62-63-68 |
| Toxizität | LD50 orally in Rabbit: 4000 mg/kg |
| Sicherheitshinweise (S) | 22-24/25 |
| Lagerklasse | 11 - Combustible Solids |
| Gefahrstoffdaten | 96-31-1(Hazardous Substances Data) |
| Selbstentzündungstemperatur | 400 °C |
Anwendungen & Verwendung
Verwenden
N,N′-Dimethylurea can be used:As a starting material to synthesize N,N′-dimethyl-6-amino uracil. In combination with β-cyclodextrin derivatives, to form low melting mixtures (LMMs), which can be used as solvents for hydroformylation and Tsuji-Trost reactions.To synthesize N,N′-disubstituted-4-aryl-3,4-dihydropyrimidinones via Biginelli condensation under solvent-free conditions.