N,N'-Dimethylurea
Basic information
- CAS
96-31-1- Standard SMILES
CNC(=O)NC- InChIKey
MGJKQDOBUOMPEZ-UHFFFAOYSA-N- Molecular formula
- C3H8N2O
- Average molar mass
- 88.11 g/mol
- Monoisotopic mass
- 88.06366288
Overview
N,n'-dimethylurea appears as colorless crystals. (NTP, 1992)
Names & identifiers
- Preferred name
- N,N'-Dimethylurea
- IUPAC
- 1,3-dimethylurea
- English name
- 1,3-Dimethylurea
- Molecular formula
- C3H8N2O
- Molecular weight
- 88.11
Names & synonyms
1,3-DIMETHYLUREAN,N'-Dimethylurea96-31-1sym-DimethylureaUrea, N,N'-dimethyl-Symmetric dimethylureaUrea, 1,3-dimethyl-N,N'-DimethylharnstoffDTXSID5025156WAM6DR9I4XNSC-14910DTXCID605156
Show more names
syMsymmetricdimethylurea(CH3NH)2COAKOS B0297181.3-DiMethyl uN'-Dimethylurea1,3-dimethyl-ure
CHEBI:80472RefChem:72748202-498-7Dimethylurea1,3-Dimethyl ureadimethyl ureaN,N'-Dimethylharnstoff [German]MFCD00008286
Database identifiers
- CAS
96-31-1- PubChem CID
- 7293
- DTXSID
DTXSID5025156- ChEMBL
CHEMBL1234380- ChEBI
CHEBI:80472- UNII
- WAM6DR9I4X
- EC Number
- 202-498-7
- Nikkaji
- J4.720A
Properties
Computed structural properties
- XLogP
- -0.5
- Topological polar surface area
- 41.1 Ų
- Hydrogen bond donors
- 2
- Hydrogen bond acceptors
- 1
- Rotatable bonds
- 0
- Heavy atoms
- 6
- Formal charge
- 0
- Complexity
- 46.8
Experimental & physicochemical properties
Chemical ClassesNitrogen Compounds -> Urea Compounds
SpringerMaterials PropertiesBoiling point
LogP
-0.490
-0.78
-0.96
Density
1.142 (NTP, 1992) - Denser than water; will sink
1.142
1.1 g/cm³
Color/Form
RHOMBIC BIPYRAMIDAL CRYSTALS FROM CHLOROFORM-ETHER
COLORLESS PRISMS
Solubility
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
514 to 518 °F at 760 mmHg (NTP, 1992)
268-270 °C
269.00 °C. @ 760.00 mm Hg
268-270 °C
Safety & regulation
Safety information is for reference only and does not replace the supplier’s Safety Data Sheet (SDS), applicable regulations, or professional assessment.
GHS classification
GHS Classification
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)
Hazard information
Regulatory Information
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
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]
Chemistry & industry
Uses & manufacturing
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
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
Not Known or Reasonably Ascertainable
Urea, N,N'-dimethyl-: ACTIVE
Applications
Description1, 3-Dimethylurea is a urea derivative and used as an intermediate in organic synthesis. It is a colorless crystalline powder with little toxicity. It is also used for synthesis of caffeine, pharmachemicals, textile aids, herbicides and other. In the textile processing industry 1,3-dimethylurea is used as intermediate for the production of formaldehyde-free easy-care finishing agents for textiles. In the Swiss Product Register there are 38 products containing 1,3-dimethylurea, among them 17 products intended for consumer use. Product types are e.g. paints and cleaning agents. The content of 1,3-dimethylurea in consumer products is up to 10 % (Swiss Product Register, 2003). Use in cosmetics has been proposed, but there is no information available as to its actual use in such applications.
UsesN,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.
Related reactions
98 records
Compound notes
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