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1,3-Dimethylharnstoff

N,N'-Dimethylurea

HCID 7293
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Grundinformationen

CAS
96-31-1
Standard-SMILES
CNC(=O)NC
InChIKey
MGJKQDOBUOMPEZ-UHFFFAOYSA-N
Summenformel
C3H8N2O
Durchschnittliche Molmasse
88,11 g/mol
Monoisotopische Masse
88,06366288

Überblick

N,n'-dimethylurea appears as colorless crystals. (NTP, 1992)

Namen und Bezeichner

Bevorzugter Name
N,N'-Dimethylurea
IUPAC
1,3-dimethylurea
Lokaler Name
1,3-Dimethylharnstoff
Englischer Name
1,3-Dimethylurea
Summenformel
C3H8N2O
Molmasse
88.11

Namen und Synonyme

1,3-DIMETHYLUREAN,N'-Dimethylurea96-31-1sym-DimethylureaUrea, N,N'-dimethyl-Symmetric dimethylureaUrea, 1,3-dimethyl-N,N'-DimethylharnstoffDTXSID5025156WAM6DR9I4XNSC-14910DTXCID605156
Weitere Namen anzeigen
syMsymmetricdimethylurea(CH3NH)2COAKOS B0297181.3-DiMethyl uN'-Dimethylurea1,3-dimethyl-ure
CHEBI:80472RefChem:72748202-498-7Dimethylurea1,3-Dimethyl ureadimethyl ureaN,N'-Dimethylharnstoff [German]MFCD00008286

Datenbank-Bezeichner

CAS
96-31-1
PubChem CID
7293
DTXSID
DTXSID5025156
ChEMBL
CHEMBL1234380
ChEBI
CHEBI:80472
UNII
WAM6DR9I4X
EC Number
202-498-7
Nikkaji
J4.720A

Eigenschaften

Berechnete Struktureigenschaften

XLogP
-0,5
Polarare Oberfläche (TPSA)
41,1 Ų
H-Brücken-Donoren
2
H-Brücken-Akzeptoren
1
Frei drehbare Bindungen
0
Schwere Atome
6
Formalladung
0
Komplexität
46,8

Experimentelle und physikochemische Eigenschaften

Chemical ClassesNitrogen Compounds -> Urea Compounds
SpringerMaterials PropertiesBoiling point
LogP · 3 Einträge

-0.490

-0.78

-0.96

Density · 3 Einträge

1.142 (NTP, 1992) - Denser than water; will sink

1.142

1.1 g/cm³

Color/Form · 2 Einträge

RHOMBIC BIPYRAMIDAL CRYSTALS FROM CHLOROFORM-ETHER

COLORLESS PRISMS

Solubility · 4 Einträge

greater than or equal to 100 mg/mL at 70 °F (NTP, 1992)

VERY SOL IN WATER & ALCOHOL

INSOL IN ETHER

Solubility in water, g/100ml at 21.5 °C: 76.5 (good)

Flash Point154 °C
Boiling Point · 4 Einträge

514 to 518 °F at 760 mmHg (NTP, 1992)

268-270 °C

269.00 °C. @ 760.00 mm Hg

268-270 °C

Sicherheit und Regulatorisches

Sicherheitsangaben dienen nur zur Orientierung und ersetzen weder das Sicherheitsdatenblatt (SDB) des Lieferanten noch geltende Vorschriften oder eine fachliche Bewertung.

GHS-Klassifizierung

GHS Classification · 6 Einträge

This chemical does not meet GHS hazard criteria for 98.8% (169 of 171) of all reports.

Not Classified

Aggregated GHS information provided per 171 reports by companies from 4 notifications to the ECHA C&L Inventory.

Warning

H373: 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)

Gefahrenhinweise

Regulatory Information · 4 Einträge

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)

REACH registered substance: 1,3-dimethylurea (EC: 202-498-7)

Urea, N,N'-dimethyl-: Does not have an individual approval but may be used under an appropriate group standard

Other Safety InformationEvaluation - Chemicals that are unlikely to require further regulation to manage risks to environment
Fire Hazards · 2 Einträge

Flash point data for this chemical are not available; it 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.

Health HazardsACUTE/CHRONIC HAZARDS: When heated to decomposition this compound emits toxic fumes. (NTP, 1992)
Hazards SummaryNo 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]

Chemie und Industrie

Verwendung und Herstellung

UsesUsed in pharmaceutical manufacturing; [Hawley] Used as an intermediate to make caffeine, pharmachemicals, textile aids, herbicides, paints, and cleaning products; [OECD SIDS: 1,3-Dimethylurea - 2003]
U.S. Production2023: 31,790 lb
Industry UsesNot Known or Reasonably Ascertainable
Formulations/Preparations · 1 Eintrag

PREPN FOR INCR HAIR BODY BY PERMANENTLY SWELLING THE HAIR SHAFT WITH LESS LOSS OF TENSILE STRENGTH THEN WITH USUAL PREPARATIONS CONTAINING SOLN OF SYNTHETIC AMPHOTERIC DETERGENT, A BISULFITE, N,N'-DIMETHYLUREA, A CATIONIC CONDITIONER & AN ALCOHOL OR GLYCOL.

Household ProductsInformation on 2 consumer products that contain Dimethyl Urea in the following categories is provided:
General Manufacturing Information · 2 Einträge

Not Known or Reasonably Ascertainable

Urea, N,N'-dimethyl-: ACTIVE

Anwendungen · 1 Eintrag

VerwendenN,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.

Vor- und nachgelagerte Produkte

Vorgelagerte Rohstoffe

Methylamin, gasförmig

Nachgelagerte Produkte

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Melting Point · 4 Einträge

226 °F (NTP, 1992)

108 °C

108.00 °C. @ 760.00 mm Hg

102-107 °C

Vapor Pressure · 2 Einträge

0.54 [mmHg]

Vapor pressure, Pa at 20 °C: 0.042

Physical Description · 5 Einträge

N,n'-dimethylurea appears as colorless crystals. (NTP, 1992)

Dry Powder

Colorless solid; [Hawley] Sheet; [Alfa Aesar MSDS] Colorless powder; [OECD SIDS: 1,3-Dimethylurea - 2003]

Solid

COLOURLESS-TO-WHITE CRYSTALLINE POWDER.

Autoignition Temperature400 °C

Physikochemische Eigenschaften

Schmelzpunkt
101 · 101-104 °C(lit.)
Siedepunkt
268 · 268-270 °C(lit.)
Dichte
1.142 · 1.142
Dampfdruck
6 hPa · 6 hPa (115 °C)
Brechungsindex
1.4715 · 1.4715 (estimate)
Flammpunkt
157 °C · 157 °C
storage temp.
30 °C · Store below +30°C.
Löslichkeit
2 O: · H2O: 0.1 g/mL, clear, colorless
pka
14.57 · 14.57±0.46(Predicted)
Aggregatzustand
Crystals
Farbe
White
PH
9 · 9.0-9.5 (100g/l, H2O, 20℃)
Wasserlöslichkeit
765 g/L · 765 g/L (21.5 ºC)
BRN
1740672 · 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
-0.783 at · -0.783 at 25℃
CAS Datenbank
96 · 96-31-1(CAS DataBase Reference)
NIST chemische Informationen
Urea, N,N'-dimethyl-(96-31-1)
EPA chemische Informationen
1 · 1,3-Dimethylurea (96-31-1)
Reactive GroupAmides and Imides
Reactivity Profile · 1 Eintrag

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 DangersDecomposes on heating. This produces nitrogen oxides. The solution in water is a weak base. Reacts with strong reducing agents. This generates fire hazard.
Physical DangersDust explosion possible if in powder or granular form, mixed with air.
Air and Water ReactionsWater soluble.
Hazard Classes and Categories · 2 Einträge

Not Classified

Specific target organ toxicity - Repeated exposure - Category 2 (kidney)

Sicherheit und Schutzausrüstung

Fire Fighting · 2 Einträge

Fires involving this material should be controlled using a dry chemical carbon dioxide or Halon extinguisher. (NTP, 1992)

Use carbon dioxide, water spray.

First Aid Measures · 4 Einträge

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.

First Aid · 1 Eintrag

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.

Nonfire Spill Response · 1 Eintrag

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.

Spillage Disposal · 1 Eintrag

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 PreventionWear safety goggles.
Fire PreventionNO open flames.
Inhalation RiskNo indication can be given about the rate at which a harmful concentration of this substance in the air is reached.
Skin PreventionProtective gloves.
Exposure PreventionPREVENT DISPERSION OF DUST!
Ingestion PreventionDo not eat, drink, or smoke during work.
Inhalation PreventionUse local exhaust.

Toxikologische Informationen

Interactions · 2 Einträge

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 · 3 Einträge

Cough.

Redness.

Redness.

Non-Human Toxicity Excerpts · 1 Eintrag

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.

Sicherheitsdaten

F
10-21
wgk
1
tsca
TSCA listed
hs_code
29241900
RTECS-Nr.
YS9868000
risk_code
62-63-68
Toxizität
LD50 orally in Rabbit: 4000 mg/kg
safety_code
22-24/25
Speicherklasse
11 - Combustible Solids
Giftige Stoffe Daten
96-31-1(Hazardous Substances Data)
Selbstentzündungstemperatur
400 °C
Coffein6-Amino-1,3-dimethyluracil6-Amino-1,3-dimethyl-5-nitrosouracilmebikar3,7-Dihydro-1,3-dimethyl-1H-purin-2,6-dion, NatriumsalzTebuthiuron (ISO)1-(Methylamino)anthrachinonBenzaMide, N-Methyl-3,5-dinitro-2-(4-Chlorophenyl)-N-Methylacetamide

Ergänzende Hinweise

DefinitionChEBI: A member of the class of ureas that is urea substituted by methyl groups at positions 1 and 3.