1,3-DIMETHYLUREA
1,3-DIMETHYLUREA
Dimethylurea = N,N′-Dimethylurea = 1,3-Dimethylurea = DMU
Synonym: 1,3-Dimethylurea
CAS no.: 96-31-1
EC / List no.: 202-498-7
CAS Number: 96-31-1
Linear Formula: (CH3NH)2CO
Molecular Weight: 88.11
Beilstein/REAXYS Number: 1740672
EC Number: 202-498-7
MDL number: MFCD00008286
1,3-DIMETHYLUREA
N,N’-DIMETHYLUREA
SYM-DIMETHYLUREA
SYMMETRIC DIMETHYLUREA
UREA, 1,3-DIMETHYL-
1,3-Dimethylharnstoff
1,3-Dimethylurea
Dimethylharnstoff
N,N’-Dimethylharnstoff
N,N’-Dimethylurea
sym-Dimethylurea
Symmetric dimethylurea
Urea, 1,3-dimethyl- (8CI)
Urea, N,N’-dimethyl- (9CI)
Dimethylurea (DMU) (IUPAC systematic name: 1,3-Dimethylurea ) is a urea derivative and used as an intermediate in organic synthesis.
Dimethylurea is a colorless crystalline powder with little toxicity.
N,N′-Dimethyl urea (DMU) (1,3-dimethyl urea, methyl carbamide) is a colourless solid and a non-volatile, versatile and powerful reagent for the synthesis of nitrogen-containing heterocyclic compounds.
N,N′-Dimethyl urea is used for the synthesis of caffeine, theophylline, pharmaceuticals, textile aids, herbicides, etc.
N,N′-Dimethyl urea also finds application in metal-ion complexation, material science, etc.
In 1954, Blick and Godt synthesized the important building block N,N′-dimethyl-6-amino uracil from a mixture of Dimethylurea, cyanoacetic acid, and acetic anhydride with exclusion of moisture under stirring at 60 ˚C for 3 h.
N,N′-Dimethyl urea is a very important starting material for the synthesis of pyrimidine derivatives.
Dimethylurea is one of the Formaldehyde-free textile additives and it is used as Cross linking agent for textiles made of cellulose fibers and their synthetic mixtures.
Dimethylurea is used for synthesis of caffeine, theophylline, pharmachemicals, textile aids, herbicides and others.
Uses
1,3-Dimethylurea is used for synthesis of caffeine, theophylline, pharmachemicals, textile aids, herbicides and others.
In the textile processing industry 1,3-dimethylurea is used as intermediate for the production of formaldehyde-free easy-care finishing agents for textiles.
The estimated world production of DMU is estimated to be less than 25,000 tons.
Dimethylurea belongs to the class of organic compounds known as ureas. Ureas are compounds containing two amine groups joined by a carbonyl (C=O) functional group.
Dimethylurea is an extremely weak basic (essentially neutral) compound (based on its pKa).
Dimethylurea (DMU) (IUPAC systematic name: Dimethylurea ) is a urea derivative and used as an intermediate in organic synthesis.
N,N’-Dimethyl urea
Dimethylurea is a colorless powder, used as building block for active ingredients or intermediate for formaldehyde-free textile additives.
Typical applications of Dimethylurea:
Agriculture
Urea-herbicide
Carbamate-herbicide
Textile additives
Formaldehyde-free textile additives
Cross linking agent for textiles made of cellulose fibers and their synthetic mixtures
Pharmaceuticals
Reagant for the synthesis of active ingredients, such as bronchodilators.
1,3-Dimethylurea is 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.
Dimethylurea (DMU) is a urea derivative and it is used as an intermediate in organic synthesis.
It is usually obtained as a colorless crystalline powder.
1,3-Dimethylurea is used for synthesis of caffeine, theophylline, pharmachemicals, textile aids, herbicides and others.
In the textile processing industry 1,3-Dimethylurea is used asintermediate for the production of formaldehyde free easy care finishing agents for textiles
IUPAC name: 1,3-Dimethylurea
CAS Number: 96-31-1
Properties
Chemical formula: C3H8N2O
Molar mass: 88.110 g·mol−1
Appearance: Colorless, waxy crystals
Odor: Odorless
Density: 1.142 g mL−1
Melting point: 104.4 °C; 219.8 °F; 377.5 K
Boiling point: 269.1 °C; 516.3 °F; 542.2 K
Solubility in water: 765 g L−1
Magnetic susceptibility (χ): -55.1·10−6 cm3/mol
Thermochemistry
Std enthalpy of formation (ΔfH⦵298): −312.1–−312.1 kJ mol−1
Std enthalpy of combustion (ΔcH⦵298): −2.0145–−2.0089 MJ mol−1
Hazards
R-phrases (outdated) H373
R22, R24/25
S-phrases (outdated): P260, P314, P501H373
Flash point: 157 °C (315 °F; 430 K)
Lethal dose or concentration (LD, LC): LD50 (median dose): 4 g kg−1 (oral, rat)
Other names: Urea, 1,3-dimethyl-; sym-Dimethylurea; N,N’-Dimethylurea; Symmetric dimethylurea; 1,3-Dimethylurea; (CH3NH)2CO; 1,1′-Dimethylurea; DMU; N,N’-Dimethylharnstoff; NSC 14910
1,3-Dimethylurea Chemical Properties,Uses,Production
Description
1,3-Dimethylurea is a urea derivative and used as an intermediate in organic synthesis.
1,3-Dimethylurea is a colorless crystalline powder with little toxicity. 1,3-Dimethylurea 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.
Chemical Properties
white crystals
Definition
ChEBI: A member of the class of ureas that is urea substituted by methyl groups at positions 1 and 3.
General Description
Colorless crystals.
Air & Water Reactions
Water soluble.
Reactivity Profile
1,3-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).
Health Hazard
ACUTE/CHRONIC HAZARDS: When heated to decomposition 1,3-Dimethylurea emits toxic fumes.
Fire Hazard
Flash point data for 1,3-Dimethylurea are not available; 1,3-Dimethylurea is probably combustible.
Safety Profile
Moderately toxic by intraperitoneal route. Experimental teratogenic and reproductive effects. Human mutation data reported. When heated to decomposition it emits toxic fumes of NOx
Purification Methods
Crystallise the urea from acetone/diethyl ether by cooling in an ice bath. Also crystallise it from EtOH and dry it at 50o/5mm for 24hours [Bloemendahl & Somsen J Am Chem Soc 107 3426 1985]. [Beilstein 4 IV 207.]
1,3-Dimethylurea Preparation Products And Raw materials
Raw materials
Methylamine
Preparation Products
Caffeine 6-Amino-1,3-dimethyl-1,2,3,4-tetrahydropyrimidine-2,4-dione 6-AMINO-1,3-DIMETHYL-5-NITROSOURACIL 3,7-dihydro-1,3-dimethyl-1H-purine-2,6-dione, sodium salt
1,3-Dimethylurea ChEBI
N,N’-dimethylurea HMDB
N,N-Dimethyl-urea
1,3-DIMETHYLUREA
N,N’-Dimethylurea
96-31-1
sym-Dimethylurea
Urea, N,N’-dimethyl-
Urea, 1,3-dimethyl-
Symmetric dimethylurea
N,N’-Dimethylharnstoff
1,3-Dimethyl urea
N,N’-Dimethylharnstoff [German]
UNII-WAM6DR9I4X
MFCD00008286
NSC 14910
BRN 1740672
AI3-24386
WAM6DR9I4X
1,3-Dimethylurea, 98%
CHEBI:80472
Urea,3-dimethyl-
Urea,N’-dimethyl-
WLN: 1MVM1
CCRIS 2509
HSDB 3423
EINECS 202-498-7
Dimethylharnstoff
1.3-Dimethylurea
N,N-Dimethyl-Urea
1,3 dimethyl urea
N,N’-dimethyl urea
N,N\’-dimethylurea
1,1′-Dimethylurea
1,3-Dimethylcarbamide
3k3g
DSSTox_CID_5156
ACMC-209s6t
bmse000248
EC 202-498-7
UREA,1,3-DIMETHYL
(CH3NH)2CO
DSSTox_RID_77691
DSSTox_GSID_25156
N,N’-Dimethylurea, ~98%
CHEMBL1234380
DTXSID5025156
NSC14910
NSC24823
ZINC1653257
Tox21_200794
ANW-40803
BBL011513
NSC-14910
NSC-24823
STL146629
AKOS000120912
CS-W013749
MCULE-5319497155
NE10567
CAS-96-31-1
NCGC00248834-01
NCGC00258348-01
AK209010
K738
SY004507
N,N inverted exclamation mark -Dimethylurea
A4569
D0289
FT-0606700
C16364
ethyl 5-oxo-2,3-diphenyl-cyclopentanecarboxylate
N,N’-Dimethylurea, (sym.), >=99% (from N)
Q419740
W-100145
N,N’-Dimethylurea, PESTANAL(R), analytical standard
F0001-2292
N,N’-Dimethylurea, (sym.), >=95.0% (HPLC), technical
1,1-DIMETHYLUREA
N,N-Dimethylurea
598-94-7
Urea, N,N-dimethyl-
asym-Dimethylurea
Urea, dimethyl-
Urea, 1,1-dimethyl-
1,1-Dimethyl urea
1320-50-9
UNII-I988R763P3
MFCD00007959
I988R763P3
1,1-Dimethylurea, 98+%
N,N-Dimethylharnstoff
N,N-Dimethylharnstoff [German]
HSDB 4273
EINECS 209-957-0
NSC 33603
BRN 1740666
dimethyl urea
AI3-61297
1.1-Dimethylurea
EINECS 215-303-5
1,1-dimethyl-urea
amino-N,N-dimethylamide
ACMC-1BPHP
1,1-Dimethylurea, 99%
(CH3)2NCONH2
DTXSID0060515
NSC33603
STR03134
ZINC1665828
ANW-33389
NSC-33603
SBB008301
STL482999
AKOS000200400
NE10536
R890
DB-053491
BB 0311004
CS-0132397
D0809
FT-0606140
EN300-17007
D-5580
A832531
Q24712449
PubChem
Synonyms:
N,N’- dimethyl urea
N,N’- dimethylcarbamimidic acid
1,3- dimethylurea
N,N’- dimethylurea
urea, 1,3-dimethyl-
urea, N,N’-dimethyl-
1,3-Dimethylharnstoff [German] [ACD/IUPAC Name]
1,3-Dimethylurea [ACD/IUPAC Name]
1,3-Diméthylurée [French] [ACD/IUPAC Name]
202-498-7 [EINECS]
4-04-00-00207 [Beilstein]
96-31-1 [RN]
DMU
MFCD00008286 [MDL number]
N,N′-dimethyl urea
N,N′-dimethylurea
N,N’-Dimethylurea
sym-Dimethylurea
Symmetric dimethylurea
Urea, 1,3-dimethyl-
Urea, N,N’-dimethyl- [ACD/Index Name]
YS9868000
(CH3NH)2CO
1, 3-Dimethylurea
1,3-Dimethyl urea
1,3-Dimethyl-urea
1MVM1 [WLN]
Dimethylurea
Dimethylurea, 1,3-
https://www.ebi.ac.uk/chebi/searchId.do?chebiId=CHEBI:80472
n,n’-dimethylurea
N,N’-dimethyl urea
N,N’-dimethyl-urea
• 1,3-Dimethylurea Factory
• N,N’-Dimethylurea Factory
• 1,3-Dimethylurea COA TDS MSDS
• n,n’-dimethylharnstoff
• n,n’-dimethyl-ure
• N,N’-Dimethylharnstoff
• Symmetric dimethylurea
• symmetricdimethylurea
• Urea, 1,3-dimethyl-
• urea,1.3-dimethyl-
• (CH3NH)2CO
• 1,3-dimethyl-ure
• SYM-DIMETHYLUREA
• N,N’-DIMETHYLUREA
• 1,3-DIMETHYLUREA
• 1,3-DIMETHYLUREA(SYM)
• 1,3-DIMETHYLCARBAMIDE
• LABOTEST-BB LT01690258
• Dimethylcarbamide
• 1,3-Dimethylurea,98%
• N,N’-DIMETHYLUREA (SYM.)
• N,N’-DIMETHYL UREA PESTANAL, 250 MG
• N,N-DimethylureaForSynthesis
• AKOS B029718
• 1,3-Dimethylharnstoff
• 1,3-DiMethylurea, 98% 100GR
• 1,3-DiMethylurea, 98% 1KG
• 1,3-Dimethylurea-D6
• syM
• 1,3-DiMethylurea, 98 Percent
• 1.3-DiMethyl u
• N,N’-Dimethylurea
• N,N’-Dimethylurea (sym.), >=95.0% (HPLC), technical
• EZNA KIT MOLLUSC DNA
• KIT MOLLUSC DNA EZNA 5 TESTS
• N,N’-Dimethylurea (sym.), >=99% (from N)
• n,n’-dimethylharnstoff (german)
• 1,3-Dimethylurea >
• 96-31-1
• 96-31-3
• C3H8NO2
• C3H8N2O
• Building Blocks
• Carbonyl Compounds
• Organic Nonlinear Optical Materials
• Ureas
• Organic Building Blocks
• Chemical Biology
• Peptide Chemistry
• Bioactive Small Molecules
• Building Blocks
• Carbonyl Compounds
• Cell Biology
• Chemical Synthesis
• DIG-DY
• Organic Building Blocks
• Ureas
• Standard Boc Amino Acids
Display Name: 1,3-dimethylurea
EC Number: 202-498-7
EC Name: 1,3-dimethylurea
CAS Number: 96-31-1
Molecular formula: C3H8N2O
IUPAC Name: 1,3-dimethylurea
Trade name
1,3-Dimethylharnstoff
1,3-Dimethylurea
Dimethylharnstoff
N,N’-Dimethylharnstoff
N,N’-Dimethylurea
Symmetric dimethylurea
Urea, 1,3-dimethyl- (8CI)
Urea, N,N’-dimethyl- (9CI)
sym-Dimethylurea
1,3-Dimethylurea: Agent Name
1,3-Dimethylurea
CAS Number: 96-31-1
Formula: C3-H8-N2-O
Major Category: Nitrogen Compounds
Synonyms: DMU; N,N’-Dimethylharnstoff [German]; N,N’-Dimethylurea; Symmetric dimethylurea; sym-Dimethylurea; Urea, 1,3-dimethyl-; Urea, N,N’-dimethyl-; [ChemIDplus]
Category: Urea Compounds
Description: Colorless solid; [Hawley] Sheet; [Alfa Aesar MSDS] Colorless powder; [OECD SIDS: 1,3-Dimethylurea – 2003]
Sources/Uses: Used 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]