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1,3-Dimethylurea

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Name

1,3-Dimethylurea

EINECS 202-498-7
CAS No. 96-31-1 Density 0.949 g/cm3
PSA 41.13000 LogP 0.32700
Solubility 765 g/L (21.5 °C) in water Melting Point 101-104 °C(lit.)
Formula C3H8N2O Boiling Point 269 °C at 760 mmHg
Molecular Weight 88.1093 Flash Point 124.3 °C
Transport Information N/A Appearance white flake
Safety 22-24/25 Risk Codes 62-63-68
Molecular Structure Molecular Structure of 96-31-1 (1,3-Dimethylurea) Hazard Symbols N/A
Synonyms

Urea,1,3-dimethyl- (8CI);N,N'-Dimethylurea;NSC 14910;NSC 24823;Symmetric dimethylurea;sym-Dimethylurea;

Article Data 79

1,3-Dimethylurea Synthetic route

868-84-8

S,S-dimethyl dithiocarbonate

74-89-5

methylamine

96-31-1

N,N'-Dimethylurea

Conditions
ConditionsYield
In water at 60℃; for 2h;97%
130749-94-9

1,3-Dimethyl-5-(1-phenyl-ethyl)-[1,3,5]triazinan-2-one

A

96-31-1

N,N'-Dimethylurea

B

618-36-0

rac-methylbenzylamine

Conditions
ConditionsYield
With ammonium chloride at 70℃; for 3h; other hexahydro-2-oxo-1,3,5-triazines;A n/a
B 90%
124-41-4

sodium methylate

80981-25-5

1,3-Dimethyl-1-(1H-pyrazole-4-carbonyl)-urea

A

51105-90-9

methyl pyrazole-4-carboxylate

B

96-31-1

N,N'-Dimethylurea

Conditions
ConditionsYield
In methanol for 2h; Heating;A 79%
B 83%
80981-25-5

1,3-Dimethyl-1-(1H-pyrazole-4-carbonyl)-urea

A

51105-90-9

methyl pyrazole-4-carboxylate

B

96-31-1

N,N'-Dimethylurea

Conditions
ConditionsYield
With sodium methylate In methanol for 2h; Heating;A 79%
B 83%
121-39-1

ethyl 3-phenylglycidate

534-13-4

N,N-dimethylthiourea

A

96-31-1

N,N'-Dimethylurea

B

(Z)-N-methyl-N-(methylcarbamoyl)-3-phenylacrylamide

C

(E)-N-methyl-N-(methylcarbamoyl)-3-phenylacrylamide

Conditions
ConditionsYield
With ytterbium(III) triflate In 1,4-dioxane at 90℃; for 8h; Schlenk technique; Inert atmosphere; Sealed tube;A n/a
B 8%
C 80%
49785-67-3

1,3-dimethyl-4-thiouracil

6642-31-5

6-Amino-1,3-dimethylbarbituric acid

A

96-31-1

N,N'-Dimethylurea

B

74115-57-4

1,3-dimethyl-7-mercaptopyrido<2,3-d>pyrimidine-2,4-(1H,3H)-dione

Conditions
ConditionsYield
With sodium ethanolate In ethanolA n/a
B 78%
868-59-7

L-cysteine ethyl ester hydrochloride

1-(tert-butylimino-methyl)-1,3-dimethylurea hydrochloride

A

96-31-1

N,N'-Dimethylurea

B

206876-90-6

ethyl (R)-4,5-dihydrothiazole-4-carboxylate

Conditions
ConditionsYield
With triethylamine In dichloromethane Heating;A n/a
B 78%
534-13-4

N,N-dimethylthiourea

134-81-6

benzil

A

96-31-1

N,N'-Dimethylurea

B

137514-25-1

1,3,4,6-Tetramethyl-3a,6a-diphenyl-5-thioxo-hexahydro-imidazo[4,5-d]imidazol-2-one

C

16459-85-1

1,3-dimethyl-4,5-diphenyl-5-imidazoline-2-thioneN,N-dimethyl-4-oxo-4H-chromene-2-carboxamide

Conditions
ConditionsYield
With hydrogenchloride In ethanol for 4h; Mechanism; Heating; other substrates;A n/a
B n/a
C 71%
With hydrogenchloride In ethanol for 4h; Heating;A n/a
B n/a
C 71%
4869-46-9

1,3-dimethyl-2,4-dioxo-1,2,3,4-tetrahydro-pyrimidine-5-carbaldehyde

93-91-4

1-phenylbutan-1,3-dione

A

96-31-1

N,N'-Dimethylurea

B

3-benzoyl-4-hydroxy-N-methylbenzamide

Conditions
ConditionsYield
With potassium carbonate; tetra(n-butyl)ammonium hydrogensulfate In N,N-dimethyl-formamide at 20℃;A 6%
B 70%
6642-31-5

6-Amino-1,3-dimethylbarbituric acid

36980-95-7

5-(1,3-Dimethyl-2,4-dioxopyrimidil)methyl ketone

A

96-31-1

N,N'-Dimethylurea

B

74115-56-3

6-Acetyl-1,3-dimethyl-1H,8H-pyrido[2,3-d]pyrimidine-2,4,7-trione

Conditions
ConditionsYield
With potassium hydroxide In ethanol for 9h; Heating;A n/a
B 65%

1,3-Dimethylurea Consensus Reports

 1,3-Dimethylurea (CAS NO.96-31-1) is reported in EPA TSCA Inventory.

1,3-Dimethylurea Specification

The 1,3-Dimethylurea, with CAS number of 96-31-1, can be called N,N'-Dimethylharnstoff ; N,N'-Dimethylurea ; Symmetric dimethylurea ; sym-Dimethylurea . It is a white crystal, 1,3-Dimethylurea (CAS NO.96-31-1) 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).

Properties of 1,3-Dimethylurea:
(1)H bond acceptors: 3; (2)H bond donors: 2; (3)Freely Rotating Bonds: 0; (4)Index of Refraction: 1.413; (5)Molar Refractivity: 23.16 cm3; (6)Molar Volume: 92.8 cm3; (7)Surface Tension: 27.4 dyne/cm; (8)Density: 0.949 g/cm3; (9)Flash Point: 124.3 °C; (10)Enthalpy of Vaporization: 50.71 kJ/mol; (11)Boiling Point: 269 °C at 760 mmHg; (12)Vapour Pressure: 0.00744 mmHg at 25°C; (13)EINECS: 202-498-7; (14)Melting point: 101-104 °C(lit.); (15)Storage temp: Store at RT. ; (16)Water Solubility: 765 g/L (21.5 oC); (17)BRN: 1740672; (18)Polar Surface Area: 23.55 Å2

Structure Descriptors of 1,3-Dimethylurea:
(1)SMILES:O=C(NC)NC;
(2)Std. InChI:InChI=1S/C3H8N2O/c1-4-3(6)5-2/h1-2H3,(H2,4,5,6);
(3)Std. InChIKey:MGJKQDOBUOMPEZ-UHFFFAOYSA-N.

Toxicity of 1,3-Dimethylurea:

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
mouse LDLo intraperitoneal 4962mg/kg (4962mg/kg) BEHAVIORAL: TREMOR

LUNGS, THORAX, OR RESPIRATION: RESPIRATORY DEPRESSION

LUNGS, THORAX, OR RESPIRATION: CYANOSIS
Journal of Pharmacology and Experimental Therapeutics. Vol. 54, Pg. 188, 1935.
rat LD50 unreported > 2gm/kg (2000mg/kg)   Arzneimittel-Forschung. Drug Research. Vol. 19, Pg. 1073, 1969.

Use of 1,3-Dimethylurea:
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.
 

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