Product Name

  • Name

    1,1,3,3-Tetramethylurea

  • EINECS 211-173-9
  • CAS No. 632-22-4
  • Article Data66
  • CAS DataBase
  • Density 0.9879 g/cm3
  • Solubility miscible with water
  • Melting Point -1 °C(lit.)
  • Formula C5H12N2O
  • Boiling Point 175.2 °C at 760 mmHg
  • Molecular Weight 116.163
  • Flash Point 53.9 °C
  • Transport Information
  • Appearance Clear colorless to pale yellow liquid
  • Safety 53-45
  • Risk Codes 22
  • Molecular Structure Molecular Structure of 632-22-4 (1,1,3,3-Tetramethylurea)
  • Hazard Symbols HarmfulXn
  • Synonyms Urea,1,1,3,3-tetramethyl- (6CI);Urea, tetramethyl- (8CI,9CI);NSC 91488;TMU;Temur;Tetramethylcarbamide;
  • PSA 23.55000
  • LogP 0.22960

Synthetic route

bis(trichloromethyl) carbonate
32315-10-9

bis(trichloromethyl) carbonate

dimethyl amine
124-40-3

dimethyl amine

tetramethylurea
632-22-4

tetramethylurea

Conditions
ConditionsYield
In dichloromethane; water at 15 - 20℃; Large scale;92%
carbon monoxide
201230-82-2

carbon monoxide

N,N-dimethylammonium chloride
506-59-2

N,N-dimethylammonium chloride

tetramethylurea
632-22-4

tetramethylurea

Conditions
ConditionsYield
With 2C7H9N4*Au(1+)*Cu(1+)*2I(1-); sodium carbonate In toluene at 60℃; Autoclave;86%
1,1,3,3-tetramethyl-2-thiourea
2782-91-4

1,1,3,3-tetramethyl-2-thiourea

tetramethylurea
632-22-4

tetramethylurea

Conditions
ConditionsYield
With hydrogenchloride; N-nitrosopiperidine; potassium iodide In dichloromethane; water at 22℃; for 48h;85%
With manganese(IV) oxide In chloroform Ambient temperature;79%
With sodium hydroxide; tetra(n-butyl)ammonium hydrogensulfate In dichloromethane for 5h; Ambient temperature;75%
C16H27N3O4Si
138767-93-8

C16H27N3O4Si

tetramethylurea
632-22-4

tetramethylurea

Conditions
ConditionsYield
In chloroform-d1 at 90℃; for 20h;81%
Bis(N,N,N',N'-tetramethylformamidinium)ether-bis(trifluormethansulfonat)
78581-29-0

Bis(N,N,N',N'-tetramethylformamidinium)ether-bis(trifluormethansulfonat)

malononitrile
109-77-3

malononitrile

A

(bis-dimethylamino-methylene)-malononitrile
31774-36-4

(bis-dimethylamino-methylene)-malononitrile

B

tetramethylurea
632-22-4

tetramethylurea

Conditions
ConditionsYield
With dimethylaminomethyl-polystyrene In acetonitrile at 25℃; for 24h;A 70%
B n/a
dimethyl malonate sodium salt
18424-76-5

dimethyl malonate sodium salt

Bis(N,N,N',N'-tetramethylformamidinium)ether-bis(trifluormethansulfonat)
78581-29-0

Bis(N,N,N',N'-tetramethylformamidinium)ether-bis(trifluormethansulfonat)

A

malonsaeure-dimethylester
31774-43-3

malonsaeure-dimethylester

B

tetramethylurea
632-22-4

tetramethylurea

Conditions
ConditionsYield
In acetonitrile at 25℃; for 0.25h;A 55%
B n/a
4-Nitrophenylacetonitrile
555-21-5

4-Nitrophenylacetonitrile

Bis(N,N,N',N'-tetramethylformamidinium)ether-bis(trifluormethansulfonat)
78581-29-0

Bis(N,N,N',N'-tetramethylformamidinium)ether-bis(trifluormethansulfonat)

A

α--4-nitrophenylacetonitrile
22703-65-7

α--4-nitrophenylacetonitrile

B

tetramethylurea
632-22-4

tetramethylurea

Conditions
ConditionsYield
With dimethylaminomethyl-polystyrene In acetonitrile at 81℃; for 20h;A 52%
B n/a
Bis(N,N,N',N'-tetramethylformamidinium)ether-bis(trifluormethansulfonat)
78581-29-0

Bis(N,N,N',N'-tetramethylformamidinium)ether-bis(trifluormethansulfonat)

ethyl 2-cyanoacetate
105-56-6

ethyl 2-cyanoacetate

A

2-Cyan-3,3-bis-(dimethylamino)-acrylsaeure-ethylester
72834-60-7

2-Cyan-3,3-bis-(dimethylamino)-acrylsaeure-ethylester

B

tetramethylurea
632-22-4

tetramethylurea

Conditions
ConditionsYield
With dimethylaminomethyl-polystyrene In acetonitrile at 81℃; for 20h;A 51%
B n/a
bis(dimethylamino)malononitrile
63442-64-8

bis(dimethylamino)malononitrile

sodium ethanolate
141-52-6

sodium ethanolate

A

N,N,N',N'-Tetramethylharnstoff-diethylacetal
67751-11-5

N,N,N',N'-Tetramethylharnstoff-diethylacetal

B

tetramethylurea
632-22-4

tetramethylurea

Conditions
ConditionsYield
In acetonitrile for 12h;A 42%
B 14 % Spectr.
Bis(N,N,N',N'-tetramethylformamidinium)ether-bis(trifluormethansulfonat)
78581-29-0

Bis(N,N,N',N'-tetramethylformamidinium)ether-bis(trifluormethansulfonat)

diphenylphosphorylazide
5353-66-2

diphenylphosphorylazide

Et3N

Et3N

A

<2-<2,2-Bis(dimethylamino)-1-(diphenylphosphoryl)vinyl>-2H-tetrazol-5-yl>diphenylphosphanoxid
97513-13-8

<2-<2,2-Bis(dimethylamino)-1-(diphenylphosphoryl)vinyl>-2H-tetrazol-5-yl>diphenylphosphanoxid

B

tetramethylurea
632-22-4

tetramethylurea

Conditions
ConditionsYield
In acetonitrile -20 deg C to r.t. 30 min;A 42%
B 39%
chloroform
67-66-3

chloroform

dimethyl amine
124-40-3

dimethyl amine

tetramethylurea
632-22-4

tetramethylurea

Conditions
ConditionsYield
With 4-methylmorpholine N-oxide; sodium hydroxide In water at 50℃; for 1h;40%
carbon dioxide
124-38-9

carbon dioxide

dimethyl amine
124-40-3

dimethyl amine

tetramethylurea
632-22-4

tetramethylurea

Conditions
ConditionsYield
tetraphosphorus decasulfide; triphenyl antimony oxide In benzene at 120℃; under 36752.9 Torr; for 3h;33%
potassium cyanide
151-50-8

potassium cyanide

N,N,N,N-tetramethyldiamino ethoxycarbonium tetrafluoroborate

N,N,N,N-tetramethyldiamino ethoxycarbonium tetrafluoroborate

A

2,2-Bis(dimethylamino)-2-ethoxyacetonitril
71023-22-8

2,2-Bis(dimethylamino)-2-ethoxyacetonitril

B

tetramethylurea
632-22-4

tetramethylurea

Conditions
ConditionsYield
With sodium cyanide In acetonitrile for 40h; Ambient temperature;A 30.2%
B n/a
N-Methoxy-N-chloro-N',N'-dimethylurea
88470-22-8

N-Methoxy-N-chloro-N',N'-dimethylurea

dimethyl amine
124-40-3

dimethyl amine

A

bis-(dimethylamino)methane
51-80-9

bis-(dimethylamino)methane

B

tetramethylurea
632-22-4

tetramethylurea

Conditions
ConditionsYield
at 0℃; for 1h;A 26.4%
B 9.1%
N-Methoxy-N-chloro-N',N'-dimethylurea
88470-22-8

N-Methoxy-N-chloro-N',N'-dimethylurea

A

1,2-bis(N,N-dimethylcarbamoyl)hydrazine
17696-89-8

1,2-bis(N,N-dimethylcarbamoyl)hydrazine

B

N-methoxy-N′,N′-dimethylurea
68692-39-7

N-methoxy-N′,N′-dimethylurea

C

tetramethylurea
632-22-4

tetramethylurea

Conditions
ConditionsYield
With triethylamine In benzene at 7℃;A 17.4%
B 7.2%
C 22.7%
N-(n-butyl)-N',N'-dimethyl-N-nitrourea
93280-56-9

N-(n-butyl)-N',N'-dimethyl-N-nitrourea

A

N-(n-butyl)-N',N'-dimethylurea
52696-91-0

N-(n-butyl)-N',N'-dimethylurea

B

1-butyl N,N-dimethylcarbamate
7304-97-4

1-butyl N,N-dimethylcarbamate

C

tetramethylurea
632-22-4

tetramethylurea

Conditions
ConditionsYield
In tetrachloromethane at 110℃; Mechanism;A 10%
B 7%
C 19%
In tetrachloromethane at 110℃;A 10 % Spectr.
B 7 % Spectr.
C 19 % Spectr.
dimethylchloroamine
1585-74-6

dimethylchloroamine

potassium cyanide
151-50-8

potassium cyanide

A

NCNMe2
1467-79-4

NCNMe2

B

tetramethylurea
632-22-4

tetramethylurea

Conditions
ConditionsYield
With ethanol
1,μ-dithio-dicarbonic acid bis-dimethylamide
56387-81-6

1,μ-dithio-dicarbonic acid bis-dimethylamide

A

carbon oxide sulfide
463-58-1

carbon oxide sulfide

B

tetramethylurea
632-22-4

tetramethylurea

Conditions
ConditionsYield
at 25℃;
at 210℃;
dimethyl amine
124-40-3

dimethyl amine

N,N-Dimethylcarbamoyl chloride
79-44-7

N,N-Dimethylcarbamoyl chloride

benzene
71-43-2

benzene

tetramethylurea
632-22-4

tetramethylurea

phosgene
75-44-5

phosgene

dimethyl amine
124-40-3

dimethyl amine

benzene
71-43-2

benzene

tetramethylurea
632-22-4

tetramethylurea

Conditions
ConditionsYield
je nach Bedingungen;
N-(1-norbornyl)-N',N'-dimethyl-N-nitrosourea
36284-91-0

N-(1-norbornyl)-N',N'-dimethyl-N-nitrosourea

A

N-(n-butyl)-N',N'-dimethylurea
52696-91-0

N-(n-butyl)-N',N'-dimethylurea

B

1-butyl N,N-dimethylcarbamate
7304-97-4

1-butyl N,N-dimethylcarbamate

C

tetramethylurea
632-22-4

tetramethylurea

Conditions
ConditionsYield
In tetrachloromethane at 110℃;A 10 % Spectr.
B 7 % Spectr.
C 19 % Spectr.
bis(dimethylamino)methoxymethane
1186-70-5

bis(dimethylamino)methoxymethane

tetramethylurea
632-22-4

tetramethylurea

Conditions
ConditionsYield
With dibenzoyl peroxide In chlorobenzene at 100℃; for 3h;25 % Turnov.
With dibenzoyl peroxide In chlorobenzene at 100℃; for 3h; Product distribution; Kinetics;25 % Turnov.
N-(n-butyl)-N',N'-dimethyl-N-nitrosourea
56654-53-6

N-(n-butyl)-N',N'-dimethyl-N-nitrosourea

A

1-butyl N,N-dimethylcarbamate
7304-97-4

1-butyl N,N-dimethylcarbamate

B

n-butyl 2-(dimethylamino)pentanoate

n-butyl 2-(dimethylamino)pentanoate

C

tetramethylurea
632-22-4

tetramethylurea

Conditions
ConditionsYield
In tetrachloromethane at 60℃;A 37 % Spectr.
B 12 % Spectr.
C 26 % Spectr.
at 83℃;A 45 % Spectr.
B 32 % Spectr.
C 23 % Spectr.
In tetrachloromethane at 60℃; for 163h; Product distribution; Mechanism; other temperature; without solvent; other reaction time;
N,N,N,N-tetramethyldiamino methoxycarbonium methylsulfonate
63812-19-1

N,N,N,N-tetramethyldiamino methoxycarbonium methylsulfonate

A

N-Nitrosodimethylamine
62-75-9

N-Nitrosodimethylamine

B

tetramethylurea
632-22-4

tetramethylurea

Conditions
ConditionsYield
With sodium nitrite In water at 69.9℃; for 2h;A 20 % Spectr.
B 80 % Spectr.
tetrachloromethane
56-23-5

tetrachloromethane

dimethyl amine
124-40-3

dimethyl amine

tetramethylurea
632-22-4

tetramethylurea

carbon monoxide
201230-82-2

carbon monoxide

dimethyl amine
124-40-3

dimethyl amine

tetramethylurea
632-22-4

tetramethylurea

Conditions
ConditionsYield
With iodine; potassium carbonate; palladium diacetate In acetonitrile at 95℃; under 2052 Torr; for 3h;40 % Chromat.
With oxygen
dimethyl amine
124-40-3

dimethyl amine

tetramethylurea
632-22-4

tetramethylurea

Conditions
ConditionsYield
With tetrachloromethane for 48h;
1,1,3,3-tetramethyl-2-thiourea
2782-91-4

1,1,3,3-tetramethyl-2-thiourea

Hexafluoroacetone
684-16-2

Hexafluoroacetone

A

2,2,4,4-Tetrakis(trifluoromethyl)-1,3-dithietane
791-50-4

2,2,4,4-Tetrakis(trifluoromethyl)-1,3-dithietane

B

tetramethylurea
632-22-4

tetramethylurea

Conditions
ConditionsYield
In acetonitrile 1) 24h, r.t., 2) 24h, 40 deg C; Yield given. Yields of byproduct given;
In acetonitrile for 24h; Ambient temperature; Yield given. Yields of byproduct given;
(Dimethylamino-m-tolylsulfanyl-methylene)-dimethyl-ammonium; iodide

(Dimethylamino-m-tolylsulfanyl-methylene)-dimethyl-ammonium; iodide

A

toluene-3-thiol
108-40-7

toluene-3-thiol

B

tetramethylurea
632-22-4

tetramethylurea

Conditions
ConditionsYield
at 20℃; Rate constant; pH=11;
(Dimethylamino-p-tolylsulfanyl-methylene)-dimethyl-ammonium; iodide

(Dimethylamino-p-tolylsulfanyl-methylene)-dimethyl-ammonium; iodide

A

para-thiocresol
106-45-6

para-thiocresol

B

tetramethylurea
632-22-4

tetramethylurea

Conditions
ConditionsYield
at 20℃; Rate constant; pH=11;
tetramethylurea
632-22-4

tetramethylurea

N,N,N',N'-tetramethylchlorformamidinium chloride
56043-45-9, 13829-06-6

N,N,N',N'-tetramethylchlorformamidinium chloride

Conditions
ConditionsYield
With oxalyl dichloride In chloroform at 105℃; for 18h; Inert atmosphere; Schlenk technique;100%
With oxalyl dichloride In chloroform at 85℃; for 16h; Inert atmosphere;99.5%
With COCl298%
tetramethylurea
632-22-4

tetramethylurea

N,N,N',N'-tetramethylchloroformamidinium hexafluorophosphate

N,N,N',N'-tetramethylchloroformamidinium hexafluorophosphate

Conditions
ConditionsYield
Stage #1: tetramethylurea With phosgene In toluene at 20 - 60℃; for 0.416667h;
Stage #2: With ammonium hexafluorophosphate In dichloromethane; water at 20℃;
100%
Stage #1: tetramethylurea With oxalyl dichloride In toluene at 20℃; for 18h; Cooling with ice;
Stage #2: With potassium hexafluorophosphate In water at 20℃;
76%
With potassium hexafluorophosphate 1) toluene, 0 deg C; Yield given. Multistep reaction;
tetramethylurea
632-22-4

tetramethylurea

methyl trifluoromethanesulfonate
333-27-7

methyl trifluoromethanesulfonate

N,N,N',N'-tetramethyl-O-methylisouronium trifluoromethanesulfonate

N,N,N',N'-tetramethyl-O-methylisouronium trifluoromethanesulfonate

Conditions
ConditionsYield
at 20 - 25℃; for 21h;100%
In pentane at 0 - 20℃; for 0.666667h;98.1%
methyl ester of bis(pentafluoroethyl)phosphinic acid
852616-02-5

methyl ester of bis(pentafluoroethyl)phosphinic acid

tetramethylurea
632-22-4

tetramethylurea

N,N,N’,N’,O-pentamethylisouroniumbis(pentafluoro-ethyl)phosphinate

N,N,N’,N’,O-pentamethylisouroniumbis(pentafluoro-ethyl)phosphinate

Conditions
ConditionsYield
at 0 - 20℃; for 22.5h;100%
trifluoromethanesulfonic acid ethyl ester
425-75-2

trifluoromethanesulfonic acid ethyl ester

tetramethylurea
632-22-4

tetramethylurea

O-ethyl-N,N,N',N'-tetramethylisouronium trifluoromethanesulfonate

O-ethyl-N,N,N',N'-tetramethylisouronium trifluoromethanesulfonate

Conditions
ConditionsYield
In pentane at 0 - 20℃; for 0.666667h;99.8%
(bicyclopentadienyl)Yb*(tetrahydrofuran)2

(bicyclopentadienyl)Yb*(tetrahydrofuran)2

tetramethylurea
632-22-4

tetramethylurea

bis(cyclopentadienyl)bis(1,1,3,3-tetramethylurea)ytterbium(II)
170168-69-1

bis(cyclopentadienyl)bis(1,1,3,3-tetramethylurea)ytterbium(II)

Conditions
ConditionsYield
In hexane addn. of tetramethylurea to soln. of complex; suspn. decantation, solid washing (hexane), drying (vac.); elem. anal.;97%
samarium diiodide bis(tetrahydrofuran)
94138-28-0

samarium diiodide bis(tetrahydrofuran)

tetramethylurea
632-22-4

tetramethylurea

[SmI2(tetrahydrofuran)2(tetramethylurea)2]
237735-22-7

[SmI2(tetrahydrofuran)2(tetramethylurea)2]

Conditions
ConditionsYield
In tetrahydrofuran ligand added to equimolecular amt. of Sm complex in THF at room temp. under Ar; left to stand for 2 h; filtered through a frit, evapd.; elem. anal.; X-ray detn.;96%
phosgene
75-44-5

phosgene

tetramethylurea
632-22-4

tetramethylurea

N,N,N',N'-tetramethylchlorformamidinium chloride
56043-45-9, 13829-06-6

N,N,N',N'-tetramethylchlorformamidinium chloride

Conditions
ConditionsYield
In toluene at 0 - 20℃; for 26h;95%
Tosyl isocyanate
4083-64-1

Tosyl isocyanate

tetramethylurea
632-22-4

tetramethylurea

N-bis(dimethylamino)methylene-4-methylbenzenesulfonamide
1823-69-4

N-bis(dimethylamino)methylene-4-methylbenzenesulfonamide

Conditions
ConditionsYield
In 5,5-dimethyl-1,3-cyclohexadiene for 48h; Reflux;93.6%
In toluene for 48h; Reflux;93.6%
benzyldiphenylsulfonium tetrafluoroborate

benzyldiphenylsulfonium tetrafluoroborate

tetramethylurea
632-22-4

tetramethylurea

C12H19N2O(1+)*BF4(1-)

C12H19N2O(1+)*BF4(1-)

Conditions
ConditionsYield
In acetonitrile for 24h; Ambient temperature;93%
N-Ethylindole
10604-59-8

N-Ethylindole

tetramethylurea
632-22-4

tetramethylurea

bis(1-ethyl-1H-indol-3-yl)methane

bis(1-ethyl-1H-indol-3-yl)methane

Conditions
ConditionsYield
With tert.-butylhydroperoxide; ruthenium(III) chloride trihydrate In decane at 110℃; for 0.166667h; Microwave irradiation;93%
tetramethylurea
632-22-4

tetramethylurea

recorcinol
108-46-3

recorcinol

Tetramethyl-urea; compound with benzene-1,3-diol
87448-51-9

Tetramethyl-urea; compound with benzene-1,3-diol

Conditions
ConditionsYield
92%
n-Octylamine
111-86-4

n-Octylamine

tetramethylurea
632-22-4

tetramethylurea

1,1,3,3-tetramethyl-2-(1-octyl)guanidine
89610-36-6

1,1,3,3-tetramethyl-2-(1-octyl)guanidine

Conditions
ConditionsYield
Stage #1: tetramethylurea With oxalyl dichloride In dichloromethane at 60℃; for 18h;
Stage #2: n-Octylamine In acetonitrile at 60℃; for 4h;
Stage #3: With potassium carbonate; sodium hydroxide In diethyl ether; water at 0℃;
92%
With oxalyl dichloride 1.) DME, 60 deg C, 12 h, 2.) MeCN, reflux, 24 h; Multistep reaction;
tetramethylurea
632-22-4

tetramethylurea

Trifluoro-methanesulfonatetriphenyl-trifluoromethanesulfonyloxymethyl-arsonium;

Trifluoro-methanesulfonatetriphenyl-trifluoromethanesulfonyloxymethyl-arsonium;

Oxo(bis(dimethylamino)carbenio)(triphenylarsonio)methan-bis(trifluormethansulfonat)

Oxo(bis(dimethylamino)carbenio)(triphenylarsonio)methan-bis(trifluormethansulfonat)

Conditions
ConditionsYield
In acetonitrile for 24h; Heating;92%
phosgene
75-44-5

phosgene

yttrium(III) chloride
10361-92-9

yttrium(III) chloride

tetramethylurea
632-22-4

tetramethylurea

(N(CH3)2)2CCl(1+)*YCl4(1-) = [(N(CH3)2)2CCl](YCl4)

(N(CH3)2)2CCl(1+)*YCl4(1-) = [(N(CH3)2)2CCl](YCl4)

Conditions
ConditionsYield
In toluene (N2); stirring (0°C); ppt. washing (CHCl3, Et2O), drying (vac.); elem. anal.;92%
Benzylidenemalononitrile
2700-22-3

Benzylidenemalononitrile

tetramethylurea
632-22-4

tetramethylurea

C15H18N4O

C15H18N4O

Conditions
ConditionsYield
With [Ir(3,5-difluoro-2-[5-(trifluoromethyl)-2-pyridinyl]phenyl)2(4,4'-bis(trifluoromethyl)bipyridine)]PF6; C16H14N4O In 1,2-dichloro-ethane at 25℃; Irradiation;92%
methanol
67-56-1

methanol

tris(pentafluoroethyl)phosphine oxide
58431-32-6

tris(pentafluoroethyl)phosphine oxide

tetramethylurea
632-22-4

tetramethylurea

2-methyl-1,1,3,3-tetramethylisouronium bis(pentafluoroethyl)phosphinate

2-methyl-1,1,3,3-tetramethylisouronium bis(pentafluoroethyl)phosphinate

Conditions
ConditionsYield
In 1,2-dimethoxyethane for 5h; Heating / reflux;91.9%
2,3-naphthalenediol
92-44-4

2,3-naphthalenediol

tetramethylurea
632-22-4

tetramethylurea

Naphthalene-2,3-diol; compound with tetramethyl-urea
87448-53-1

Naphthalene-2,3-diol; compound with tetramethyl-urea

Conditions
ConditionsYield
91%
bis(acetylacetonato)dioxidomolybdenum(VI)

bis(acetylacetonato)dioxidomolybdenum(VI)

tetramethylurea
632-22-4

tetramethylurea

[Mo2O5(acetylacetonate)2(tetramethylurea)2]

[Mo2O5(acetylacetonate)2(tetramethylurea)2]

Conditions
ConditionsYield
In ethanol; water a mixture of MoO2(acac)2 and tetramethylurea in 96% ethanol stirred for 45 min at room temp.; concentrated under vacuum; diethyl ether added and the precipitate collected by filtration, washed with diethyl ether three times and dried under vacuum; elem. anal.;91%
1-ethyl-2-methylindole
40876-94-6

1-ethyl-2-methylindole

tetramethylurea
632-22-4

tetramethylurea

bis(1-ethyl-2-methyl-1H-indol-3-yl)methane
36798-54-6

bis(1-ethyl-2-methyl-1H-indol-3-yl)methane

Conditions
ConditionsYield
With tert.-butylhydroperoxide; ruthenium(III) chloride trihydrate In decane at 110℃; for 0.166667h; Microwave irradiation;91%
2,4-Dinitrophenol
51-28-5

2,4-Dinitrophenol

tetramethylurea
632-22-4

tetramethylurea

2,4-Dinitro-phenol; compound with tetramethyl-urea
87448-56-4

2,4-Dinitro-phenol; compound with tetramethyl-urea

Conditions
ConditionsYield
90%
tetramethylurea
632-22-4

tetramethylurea

tetramethylbromoamidinium tribromide

tetramethylbromoamidinium tribromide

Conditions
ConditionsYield
With Oxalyl bromide In chloroform at 65℃; Ionic liquid; Schlenk technique;90%
Pentachlorophenol
87-86-5

Pentachlorophenol

tetramethylurea
632-22-4

tetramethylurea

2,3,4,5,6-Pentachloro-phenol; compound with tetramethyl-urea
87448-58-6

2,3,4,5,6-Pentachloro-phenol; compound with tetramethyl-urea

Conditions
ConditionsYield
In diethyl ether; hexane89%
[tetrakis(μ-acetate)diaquadiruthenium(II,III)] hexafluorophosphate

[tetrakis(μ-acetate)diaquadiruthenium(II,III)] hexafluorophosphate

tetramethylurea
632-22-4

tetramethylurea

Ru2(μ-O2CCH3)4[(CH3)4N2CO]2(PF6)

Ru2(μ-O2CCH3)4[(CH3)4N2CO]2(PF6)

Conditions
ConditionsYield
In neat (no solvent) mixed, gently heated, stirred for 1 h at room temp.; crystd.(diethyl ether), filtered, dried (vac.), recrystd.(diethyl ether-1,2-dichloroethane), elem. anal.;89%
phosgene
75-44-5

phosgene

tetramethylurea
632-22-4

tetramethylurea

copper dichloride

copper dichloride

bis(dimethylamino)chlorocarbenium tetrachlorocuprate

bis(dimethylamino)chlorocarbenium tetrachlorocuprate

Conditions
ConditionsYield
In toluene (N2); stirring (0°C); ppt. washing (CHCl3, Et2O), drying (vac.); elem. anal.;89%
tetramethylurea
632-22-4

tetramethylurea

1,1,3,3-tetramethyl-2-thiourea
2782-91-4

1,1,3,3-tetramethyl-2-thiourea

Conditions
ConditionsYield
With 2C6H15N*ClH*Cl2HOPS In chloroform for 10h; Reflux;89%
phenyl styryl sulfone
16212-06-9

phenyl styryl sulfone

tetramethylurea
632-22-4

tetramethylurea

1-cinnamyl-1,3,3-trimethylurea

1-cinnamyl-1,3,3-trimethylurea

Conditions
ConditionsYield
With 4,4'-Dichlorobenzophenone at 30℃; for 35h; Irradiation;89%
2-<<1-(trifluoromethyl)-1,2,2,2-tetrafluoroethyl>thio>-4-(trifluoromethyl)-4,5,5,5-tetrafluoro-1-pentene-1,3-dione
75790-42-0

2-<<1-(trifluoromethyl)-1,2,2,2-tetrafluoroethyl>thio>-4-(trifluoromethyl)-4,5,5,5-tetrafluoro-1-pentene-1,3-dione

tetramethylurea
632-22-4

tetramethylurea

Dimethyl-carbamic acid 1-[1-dimethylcarbamoyl-1-(1,2,2,2-tetrafluoro-1-trifluoromethyl-ethylsulfanyl)-meth-(E)-ylidene]-2,3,3,3-tetrafluoro-2-trifluoromethyl-propyl ester
75782-18-2

Dimethyl-carbamic acid 1-[1-dimethylcarbamoyl-1-(1,2,2,2-tetrafluoro-1-trifluoromethyl-ethylsulfanyl)-meth-(E)-ylidene]-2,3,3,3-tetrafluoro-2-trifluoromethyl-propyl ester

Conditions
ConditionsYield
Ambient temperature;88%
1,2-dimethylindole
875-79-6

1,2-dimethylindole

tetramethylurea
632-22-4

tetramethylurea

bis(1,2-dimethyl-1H-indol-3-yl)methane
102660-41-3

bis(1,2-dimethyl-1H-indol-3-yl)methane

Conditions
ConditionsYield
With tert.-butylhydroperoxide; ruthenium(III) chloride trihydrate In decane at 110℃; for 0.166667h; Microwave irradiation;88%

1,1,3,3-Tetramethylurea Consensus Reports

Reported in EPA TSCA Inventory.

1,1,3,3-Tetramethylurea Specification

The 1,1,3,3-Tetramethylurea, also known as N,N,N',N'-Tetramethylurea, is the organic compound with the formula C5H12N2O. This chemical belongs to the product category of Miscellaneous. Its EINECS registry number is 211-173-9. With the CAS registry number 632-22-4, its IUPAC name is called 1,1,3,3-Tetramethylurea.

Physical properties of 1,1,3,3-Tetramethylurea: (1)ACD/LogP: 0.19; (2)ACD/LogD (pH 5.5): 0.19; (3)ACD/LogD (pH 7.4): 0.19; (4)ACD/BCF (pH 5.5): 1; (5)ACD/BCF (pH 7.4): 1; (6)ACD/KOC (pH 5.5): 30.22; (7)ACD/KOC (pH 7.4): 30.22; (8)#H bond acceptors: 3; (9)Index of Refraction: 1.445; (10)Molar Refractivity: 32.68 cm3; (11)Molar Volume: 122.6 cm3; (12)Surface Tension: 30.1 dyne/cm; (13)Density: 0.946 g/cm3; (14)Flash Point: 53.9 °C; (15)Enthalpy of Vaporization: 41.15 kJ/mol; (16)Boiling Point: 175.2 °C at 760 mmHg; (17)Vapour Pressure: 1.16 mmHg at 25°C.

Preparation of 1,1,3,3-Tetramethylurea: this chemical can be prepared by diphenyl carbonate and dimethylamine. The reaction mixture is heated at 200 °C for 4 h and is cooled down. The reactant is stired after addition of NaOH. Then it will be purified by diethyl ether. Hence, decompress fractionation are chosen to separate the product. Finally, you will obtained tetramethylurea.

(C6H5)2CO+(CH3)2NH → C6H5OH+C6H5OCON(CH3)2
C6H5OCON(CH3)2 → C6H5OH+(CH3)2NCON(CH3)2

Uses of 1,1,3,3-Tetramethylurea: because of its low permittivity, this chemical is appropriate for isomerization and alkylation hydrocyanation of base catalysis. It can also be used as other condensation reaction solvent. In addition, it can be used as acetylene and polyacrylonitrile solvents.

When you are using this chemical, please be cautious about it. This chemical may cause damage to health. It is harmful if swallowed. You must avoid exposure - obtain special instructions before use. In case of accident or if you feel unwell seek medical advice immediately (show the label where possible).

You can still convert the following datas into molecular structure:
(1)Canonical SMILES: CN(C)C(=O)N(C)C
(2)InChI: InChI=1S/C5H12N2O/c1-6(2)5(8)7(3)4/h1-4H3
(3)InChIKey: AVQQQNCBBIEMEU-UHFFFAOYSA-N

The toxicity data is as follows:

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
monkey LDLo intravenous 750mg/kg (750mg/kg)   Archives Internationales de Pharmacodynamie et de Therapie. Vol. 1600, Pg. 333, 1966.
mouse LD50 intravenous 2230mg/kg (2230mg/kg)   Archives Internationales de Pharmacodynamie et de Therapie. Vol. 160, Pg. 333, 1966.
mouse LD50 oral 2920mg/kg (2920mg/kg)   Archives Internationales de Pharmacodynamie et de Therapie. Vol. 160, Pg. 333, 1966.
mouse LDLo intraperitoneal 2900mg/kg (2900mg/kg) BEHAVIORAL: GENERAL ANESTHETIC

BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)
Journal of Pharmacology and Experimental Therapeutics. Vol. 54, Pg. 188, 1935.
rabbit LD50 skin 3160mg/kg (3160mg/kg) BEHAVIORAL: TREMOR National Technical Information Service. Vol. OTS0559251,
rat LCLo inhalation 312ppm/4H (312ppm) BEHAVIORAL: ATAXIA National Technical Information Service. Vol. OTS0559251,
rat LD50 intravenous 1100mg/kg (1100mg/kg)   Angewandte Chemie, International Edition in English. Vol. 3, Pg. 260, 1964.
rat LD50 oral 794mg/kg (794mg/kg) BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)

BEHAVIORAL: TREMOR

GASTROINTESTINAL: CHANGES IN STRUCTURE OR FUNCTION OF SALIVARY GLANDS
National Technical Information Service. Vol. OTS0559251,
rat LD50 unreported 1400mg/kg (1400mg/kg)   Arzneimittel-Forschung. Drug Research. Vol. 19, Pg. 1073, 1969.

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