Conditions | Yield |
---|---|
With lithium aluminium tetrahydride In tetrahydrofuran for 72h; Heating; Argon; | 85% |
Conditions | Yield |
---|---|
With potassium hydroxide at 140℃; Reagent/catalyst; Large scale; | 85% |
A
1,2-bismethylnitrosaminoethane
B
2-Nitroso-2,5-diazahexan
C
N,N`-dimethylethylenediamine
Conditions | Yield |
---|---|
Stage #1: C8H24CuN4(2+)*2ClO4(1-) With nitrogen(II) oxide; acetonitrile for 0.166667h; Stage #2: In acetonitrile; benzene for 1h; Stage #3: With sodium sulfide In water; acetonitrile; benzene for 0.5h; Saturated solution; | A 17% B 16% C 65% |
N,N′-(ethane-1,2-diyl)bis(N,4-dimethylbenzenesulfonamide)
N,N`-dimethylethylenediamine
Conditions | Yield |
---|---|
With sulfuric acid In water at 90 - 100℃; | 48% |
ethylene glycol
methylamine
A
N,N'-dimethylpiperazine
B
(2-hydroxyethyl)(methyl)amine
C
N,N`-dimethylethylenediamine
Conditions | Yield |
---|---|
With 1-methyl-pyrrolidin-2-one; tris(triphenylphosphine)ruthenium(II) chloride at 130℃; Product distribution; Mechanism; other primary amines, other temperatures, other catalyst; | A 33% B 4% C 44% |
N,N'-dimethylethane-1,2-diamine dihydrochloride
N,N`-dimethylethylenediamine
Conditions | Yield |
---|---|
With ammonia; sodium hydride for 4h; Schlenk technique; Cooling with acetone-dry ice; Reflux; | 44% |
ethylene dibromide
methylamine
A
N,N'-dimethylpiperazine
B
N,N',N''-trimethyldiethylenetriamine
C
1,4,7,10-tetramethyl-1,4,7,10-tetraazadecane
D
N,N`-dimethylethylenediamine
Conditions | Yield |
---|---|
In water at 20℃; for 336000h; | A 9% B 2% C 1% D 10% |
(2-hydroxyethyl)(methyl)amine
A
1-methyl-piperazine
B
N,N'-dimethylpiperazine
C
N,N`-dimethylethylenediamine
Conditions | Yield |
---|---|
at 250℃; Reaktion des Hydrochlorids; |
N,N'-dimethyl-N,N'-bis-(4-nitroso-phenyl)-ethylenediamine
N,N`-dimethylethylenediamine
Conditions | Yield |
---|---|
With sodium hydrogensulfite |
1,4-dimethyl-1,4-diazabicyclo[2.2.2]octane-1,4-diium hydroxide
A
N,N'-dimethylpiperazine
B
acetaldehyde
C
N,N`-dimethylethylenediamine
Conditions | Yield |
---|---|
at 120℃; |
1,2-dichloro-ethane
methylamine
A
N,N',N''-trimethyldiethylenetriamine
B
N,N`-dimethylethylenediamine
C18H22N2(2+)*2CH3O4S(1-)
N,N`-dimethylethylenediamine
Conditions | Yield |
---|---|
With sulfuric acid In water for 1h; Heating; Yield given; |
2-(p-dimethylaminostyryl)-N,N'-dimethyl-1,3-imidazolidine
A
N,N`-dimethylethylenediamine
B
p-dimethylaminocinnamaldehyde
Conditions | Yield |
---|---|
With water at 30℃; Mechanism; Rate constant; pH dependence of rate constant, intermediate formation of cationic Schiff base; |
1,3-dimethyl-2-imidazolidinone
A
sodium formate
B
N,N`-dimethylethylenediamine
Conditions | Yield |
---|---|
With sodium hydroxide In water at 25℃; Rate constant; hydrolytic decomposition; |
N,N`-dimethylethylenediamine
Conditions | Yield |
---|---|
With hydrogenchloride |
N,N`-dimethylethylenediamine
Conditions | Yield |
---|---|
With hydrogenchloride |
N,N`-dimethylethylenediamine
Conditions | Yield |
---|---|
With sulfuric acid |
methanol
ethylenediamine
A
N,N-dimethylethylenediamine
B
N-methyl-ethane-1,2-diamine
C
N,N`-dimethylethylenediamine
Conditions | Yield |
---|---|
With Cs-P-Si at 300℃; under 61504.9 Torr; |
N,N`-dimethylethylenediamine
Conditions | Yield |
---|---|
With sulfuric acid at 150℃; | |
With hydrogenchloride at 150℃; |
A
(CO)4Cr(PPh2C(=CH2)PPh2)
B
N,N`-dimethylethylenediamine
Conditions | Yield |
---|---|
In methanol dissoziation in MeOH at 50°C; |
A
(CO)4W(PPh2C(=CH2)PPh2)
B
N,N`-dimethylethylenediamine
Conditions | Yield |
---|---|
In methanol dissoziation in MeOH at 50°C; |
1,3-dimethyl-2-phenylimidazolidine
A
benzaldehyde
B
N,N`-dimethylethylenediamine
Conditions | Yield |
---|---|
With water at 20℃; for 49h; pH=6.5 - 7.0; Reactivity; Aqueous phosphate buffer; | |
In tetrahydrofuran-d8 for 240h; Equilibrium constant; Kinetics; phosphate buffer in D2O; |
methanol
ethylenediamine
A
N,N,N,N,-tetramethylethylenediamine
B
N,N',N'-trimethylenediamine
C
N,N-dimethylethylenediamine
D
N-methyl-ethane-1,2-diamine
E
N,N`-dimethylethylenediamine
Conditions | Yield |
---|---|
Stage #1: With hydrogen at 200℃; for 3h; Stage #2: methanol; ethylenediamine With hydrogen at 200℃; under 7500.75 Torr; for 8h; Product distribution / selectivity; |
propylamine
A
N-n-propylsalicylideneamine
B
N,N`-dimethylethylenediamine
Conditions | Yield |
---|---|
In chloroform-d1 Equilibrium constant; |
Conditions | Yield |
---|---|
With 5 wt% ruthenium/carbon; hydrogen In water at 124.84℃; under 56255.6 Torr; for 1h; | 43 %Spectr. |
D-glucose
methylamine
A
1-deoxy-1-(methylamino)-D-glucitol
B
N,N`-dimethylethylenediamine
Conditions | Yield |
---|---|
With 5 wt% ruthenium/carbon; hydrogen In water at 124.84℃; under 56255.6 Torr; for 1h; |
furfural
N,N`-dimethylethylenediamine
2-(furan-2-yl)-1,3-dimethylimidazolidine
Conditions | Yield |
---|---|
With copper(II) bis(trifluoromethanesulfonate) In water at 20℃; for 0.0333333h; | 100% |
In benzene for 12h; Heating; | 94% |
In toluene for 2h; Heating / reflux; | 85% |
thiophene-2-carbaldehyde
N,N`-dimethylethylenediamine
1,3-dimethyl-2-(thiophen-2-yl)imidazolidine
Conditions | Yield |
---|---|
In toluene at 0℃; for 3h; Heating / reflux; | 100% |
In benzene for 12h; Heating; | 87% |
In benzene for 12h; Heating; | 80% |
4-hydroxy-benzaldehyde
N,N`-dimethylethylenediamine
4-(1,3-dimethylimidazolidin-2-yl)phenol
Conditions | Yield |
---|---|
In toluene for 3h; Reflux; | 100% |
In benzene for 20h; Heating; | 25% |
di-tert-butyl dicarbonate
N,N`-dimethylethylenediamine
tert-butyl N-methyl-N-<2-(methylamino)ethyl>carbamate
Conditions | Yield |
---|---|
With trifluoroacetic acid In tetrahydrofuran at 20℃; for 22h; | 100% |
In dichloromethane for 4h; Ambient temperature; | 90% |
In dichloromethane at 20℃; | 89% |
piperidin-1-yl-phosphonic acid dichloride
N,N`-dimethylethylenediamine
1,3-dimethyl-2-piperidinyl-1,3,2-diazaphospholidine-2-oxide
Conditions | Yield |
---|---|
With triethylamine In dichloromethane for 40h; Heating; | 100% |
With triethylamine In dichloromethane for 40h; Heating; | 99% |
With triethylamine In benzene at 20℃; for 2h; | 90% |
2-hydroxy-5-methylbenzaldehyde
N,N`-dimethylethylenediamine
2-(2-hydroxy-5-methylphenyl)-1,3-dimethylimidazolidine
Conditions | Yield |
---|---|
With magnesium sulfate In ethanol at 20℃; for 16h; Condensation; | 100% |
piperonal
N,N`-dimethylethylenediamine
2-(benzo-1,3-dioxol-5-yl)-1,3-dimethylimidazolidine
Conditions | Yield |
---|---|
In toluene for 4h; Reflux; | 100% |
In toluene for 5h; Condensation; cyclization; Heating; | 79% |
Conditions | Yield |
---|---|
Stage #1: 2,2'-Bipyridine-4,4'-dicarboxylic acid With 1,1'-carbonyldiimidazole In tetrahydrofuran at 60℃; Stage #2: N,N`-dimethylethylenediamine In tetrahydrofuran at 20℃; | 100% |
4'-methyl-2,2'-bipyridine-4-carboxylic acid
N,N`-dimethylethylenediamine
4'-methyl-[2,2']bipyridinyl-4-carboxylic acid methyl-(2-methylamino-ethyl)-amide
Conditions | Yield |
---|---|
Stage #1: 4'-methyl-2,2'-bipyridine-4-carboxylic acid With 1,1'-carbonyldiimidazole In tetrahydrofuran at 60℃; Stage #2: N,N`-dimethylethylenediamine In tetrahydrofuran at 20℃; | 100% |
N,N`-dimethylethylenediamine
Conditions | Yield |
---|---|
In methanol Heating / reflux; | 100% |
bromo-(4-nitrophenyl)acetic acid methyl ester
N,N`-dimethylethylenediamine
1,4-dimethyl-3-(4-nitrophenyl)piperazin-2-one
Conditions | Yield |
---|---|
In ethanol at 0 - 25℃; | 100% |
In ethanol at 20℃; for 1h; | 89% |
In ethanol at 20℃; for 1h; Inert atmosphere; | 89% |
In ethanol at 0 - 20℃; for 2h; Inert atmosphere; | 56% |
Z-Lys(Boc)-OH
N,N`-dimethylethylenediamine
Benzyl-((1S)-5-((tert-butoxycarbonyl)amino)-1-(methyl(2-(methylamino)ethyl)carbamoyl)pentyl)carbamate
Conditions | Yield |
---|---|
In tetrahydrofuran at 20℃; | 100% |
2-(t-butyldimethylsilanyloxy)-4,5-methylenedioxybenzaldehyde
N,N`-dimethylethylenediamine
2-[6-(t-butyldimethylsilanyloxy)benzo-1,3-dioxol-5-yl]-1,3-dimethylimidazolidine
Conditions | Yield |
---|---|
In toluene for 6h; Reflux; | 100% |
2-(Chloromethyl)-6-methoxyquinoline
N,N`-dimethylethylenediamine
N,N'-bis(6-methoxy-2-quinolylmethyl)-N,N'-dimethylethylenediamine
Conditions | Yield |
---|---|
With potassium carbonate In acetonitrile Reflux; | 100% |
2-chloropyrazin
N,N`-dimethylethylenediamine
Conditions | Yield |
---|---|
In ethanol | 100% |
Conditions | Yield |
---|---|
at 20 - 50℃; | 100% |
2-fluoro-3-iodopyridine
N,N`-dimethylethylenediamine
Conditions | Yield |
---|---|
With iron(III) chloride; potassium phosphate; 1,1-dimethylethyl-1-(1H-indol-3-yl)-3,4-dihydroisoquinoline-2(1H)-carboxylate In toluene at 135℃; for 48h; Inert atmosphere; Sealed tube; | 100% |
Conditions | Yield |
---|---|
In dichloromethane at 20℃; for 2h; | 100% |
Conditions | Yield |
---|---|
With copper(II) bis(trifluoromethanesulfonate) In water at 20℃; for 0.0333333h; | 100% |
4-chlorobenzaldehyde
N,N`-dimethylethylenediamine
1,3-dimethyl-2-(4-chlorophenyl)imidazolidine
Conditions | Yield |
---|---|
With ammonium chloride for 2h; Dean-Stark; Reflux; Green chemistry; | 99% |
With toluene-4-sulfonic acid In toluene Heating; | 87% |
In benzene for 20h; Heating; | 77% |
4-methoxy-benzaldehyde
N,N`-dimethylethylenediamine
2-(4-methoxyphenyl)-1,3-dimethylimidazolidine
Conditions | Yield |
---|---|
With ammonium chloride for 1h; Dean-Stark; Reflux; Green chemistry; | 99% |
In chloroform at 120℃; for 0.166667h; Molecular sieve; Microwave irradiation; Sealed tube; | 97% |
In toluene for 5h; Heating; | 91% |
In benzene for 20h; Heating; | 82% |
In benzene |
N-Methyl-N-(4-toluenesulphonyl)iodoethylamine
N,N`-dimethylethylenediamine
1,10-Ditosyl-1,4,7,10-tetramethyltriethylenetetramine
Conditions | Yield |
---|---|
With potassium carbonate In acetonitrile for 10h; Heating; | 99% |
ortho-anisaldehyde
N,N`-dimethylethylenediamine
2-(2-methoxyphenyl)-1,3-dimethylimidazolidine
Conditions | Yield |
---|---|
In ethanol at 25℃; for 24h; Inert atmosphere; | 99% |
In ethanol at 20℃; | 88% |
In ethanol at 20℃; for 20h; Cyclization; | 77% |
3-hydroxy-2,5-diphenyl-2-cyclopentene-1,4-dione
N,N`-dimethylethylenediamine
1,4-dimethyl-5,7-diphenyl-1,2,3,4-tetrahydro-6H-cyclopenta[b]pyrazin-6-one
Conditions | Yield |
---|---|
In methanol Inert atmosphere; Schlenk technique; Reflux; | 99% |
In methanol Schlenk technique; Inert atmosphere; Reflux; | 99% |
In methanol for 2h; Autoclave; Inert atmosphere; Schlenk technique; Reflux; | 95% |
In methanol for 2h; Heating; | 94% |
thiourea
N,N`-dimethylethylenediamine
Conditions | Yield |
---|---|
With C2H5OH In ethanol byproducts: H2O; Co-compound and Tu were dissolved in EtOH; Me2En was added; filtered; washed (Et2O/EtOH (3:1), Et2O); elem.anal.; | 99% |
4-hydroxy-5-methyl-4-cyclopentene-1,3-dione
N,N`-dimethylethylenediamine
1,4,5-trimethyl-1,2,3,4-tetrahydro-6H-cyclopenta[b]pyrazin-6-one
Conditions | Yield |
---|---|
In methanol for 2h; Reflux; | 99% |
1-methyl-4-nitro-1H-imidazol-2-carbaldehyde
N,N`-dimethylethylenediamine
2-(1,3-dimethylimidazolidin-2-yl)-1-methyl-4-nitroimidazole
Conditions | Yield |
---|---|
In benzene for 2h; Reflux; | 99% |
C8H8ClN3O2S2
N,N`-dimethylethylenediamine
N,N-dimethyl-7-{methyl[2-(methylamino)ethyl]amino}-2,1,3-benzothiadiazole-4-sulfonamide
Conditions | Yield |
---|---|
In acetonitrile at 80℃; for 1h; | 99% |
7-chloro-N,N-dimethyl-2,1,3-benzoselenadiazole-4-sulfonamide
N,N`-dimethylethylenediamine
N,N-dimethyl-7-{methyl[2-(methylamino)ethyl]amino}-2,1,3-benzoselenadiazole-4-sulfonamide
Conditions | Yield |
---|---|
In acetonitrile at 80℃; for 1h; | 99% |
N-(((2S,3R,4R)-1-allyl-3-(2-bromophenyl)-4-((trityloxy)methyl)azetidin-2-yl)methyl)-2-nitrobenzenesulfonamide
N,N`-dimethylethylenediamine
(1S,2aR,8bR)-2-allyl-4-((2-nitrophenyl)sulfonyl)-1-((trityloxy)methyl)-1,2,2a,3,4,8b-hexahydroazeto[2,3-c]quinolone
Conditions | Yield |
---|---|
With copper(l) iodide; caesium carbonate In toluene at 100℃; for 2h; Inert atmosphere; | 99% |
Molecular Structure of N,N'-Dimethylethylenediamine (CAS NO.110-70-3):
IUPAC Name: N,N'-dimethylethane-1,2-diamine
Empirical Formula: C4H12N2
Molecular Weight: 88.1515
EINECS: 203-793-3
BRN: 878142
H bond acceptors: 2
H bond donors: 2
Freely Rotating Bonds: 3
Polar Surface Area: 6.48 Å2
Index of Refraction: 1.409
Molar Refractivity: 27.77 cm3
Molar Volume: 112.1 cm3
Surface Tension: 23.5 dyne/cm
Density: 0.785 g/cm3
Flash Point: 83 °F
Enthalpy of Vaporization: 35.81 kJ/mol
Boiling Point: 120 °C at 760 mmHg
Vapour Pressure: 15.5 mmHg at 25°C
Product Categories: Polyamines; Aliphatics; Amines
InChI
InChI=1/C4H12N2/c1-5-3-4-6-2/h5-6H,3-4H2,1-2H3
Smiles
C(CNC)NC
N,N'-Dimethylethylenediamine (CAS NO.110-70-3) is used as organic synthesis or as a pharmaceutical intermediate.
1. | ipr-mus LD50:200 mg/kg | EJMCA5 European Journal of Medicinal Chemistry. Chimie Therapeutique. 17 (1982),235. |
Reported in EPA TSCA Inventory.
Poison by intravenous route. When heated to decomposition it emits toxic vapors of NOx.
Safety information of N,N'-Dimethylethylenediamine (CAS NO.110-70-3):
Hazard Codes: C
Risk Statements: 10-34-20/21/22
R10:Flammable;
R34:Causes burns ;
R20/21/22:Harmful by inhalation, in contact with skin and if swallowed ;
Safety Statements: 26-36/37/39-45-16
S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice ;
S36/37/39:Wear suitable protective clothing, gloves and eye/face protection ;
S45:In case of accident or if you feel unwell, seek medical advice immediately (show label where possible) ;
S16:Keep away from sources of ignition - No smoking ;
RIDADR: UN 2734 8/PG 2
WGK Germany: 3
RTECS: KV4250000
HazardClass: 3
PackingGroup: III
N,N'-Dimethylethylenediamine , with CAS number of 110-70-3, can be called sym-Dimethylethylenediamine ; Symmetrical dimethylethylenediamine ; N-Methyl-N-[2-(methylamino)ethyl]amine ; N,N'-Dimethylethylenediamine ; (Methyl)[2-(methylamino)ethyl]amine . N,N'-Dimethylethylenediamine (CAS NO.110-70-3) is incompatible with strong oxidizing agents, acids, acid chlorides, anhydrides, carbon dioxide. Hazardous decomposition products are nitrogen oxides, carbon monoxide, carbon dioxide.
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