Conditions | Yield |
---|---|
With hydrogen at 180℃; under 7500.75 Torr; | 76.3% |
With hydrogen at 180℃; under 7500.75 Torr; | 76.3% |
Conditions | Yield |
---|---|
60% |
N,N,N',N'-tetraethyloxamide
N,N,N',N'-Tetraethylethylenediamine
Conditions | Yield |
---|---|
With lithium aluminium tetrahydride; diethyl ether |
Conditions | Yield |
---|---|
als Bis-hydrojodid; |
Conditions | Yield |
---|---|
With n-heptane; sodium at 200℃; under 588406 - 735508 Torr; |
ethene
ethylenediamine
A
N,N'-diethylethylenediamine
B
N,N,N'-triethylethanediamine
C
N,N,N',N'-Tetraethylethylenediamine
D
N,N-diethylethylenediamine
Conditions | Yield |
---|---|
analog reagieren wie das Butylamin; |
Conditions | Yield |
---|---|
With copper; benzene Unter Druck; |
ethyleneglycol dibenzenesulfonate
diethylamine
N,N,N',N'-Tetraethylethylenediamine
Conditions | Yield |
---|---|
With 1,4-dioxane |
diethylamine
2-(diethylamino)ethyl chloride
N,N,N',N'-Tetraethylethylenediamine
Conditions | Yield |
---|---|
With benzene at 100℃; |
Conditions | Yield |
---|---|
(γ-irradiation); |
tetra-N-ethyl-trans-ethene-1,2-diamine
N,N,N',N'-Tetraethylethylenediamine
Conditions | Yield |
---|---|
With formic acid |
Conditions | Yield |
---|---|
at 160 - 180℃; |
Conditions | Yield |
---|---|
With magnesium |
ethylene glycol
diethylamine
A
N,N,N',N'-Tetraethylethylenediamine
B
2-(Diethylamino)ethanol
Conditions | Yield |
---|---|
With tris(triphenylphosphine)ruthenium(II) chloride at 120℃; for 2h; Yield given. Yields of byproduct given. Title compound not separated from byproducts; | |
With ruthenium trichloride at 120℃; for 2.5h; Yield given. Yields of byproduct given. Title compound not separated from byproducts; |
Conditions | Yield |
---|---|
With sodium carbonate In N,N-dimethyl-formamide at 52℃; Kinetics; Further Variations:; Temperatures; Substitution; |
Conditions | Yield |
---|---|
als Bis-hydrobromid; |
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: benzene 2: lithium alanate; diethyl ether View Scheme |
ethanol
ethylenediamine
A
N-ethylethane-1,2-diamine
B
N,N'-diethylethylenediamine
C
N,N,N'-triethylethanediamine
D
N,N,N',N'-Tetraethylethylenediamine
E
N,N-diethylethylenediamine
Conditions | Yield |
---|---|
With hydrogen at 200℃; under 7500.75 Torr; for 8h; Product distribution / selectivity; |
bromobenzene
A
biphenyl
B
N,N,N',N'-Tetraethylethylenediamine
C
diphenylsilane
Conditions | Yield |
---|---|
Stage #1: bromobenzene With magnesium In tetrahydrofuran; ethylene dibromide Stage #2: (teeda)*H2SiCl2 In tetrahydrofuran; dichloromethane; ethylene dibromide |
bromobenzene
diethyl ether
A
biphenyl
B
N,N,N',N'-Tetraethylethylenediamine
C
diphenylsilane
D
1,1,3,3-tetraphenyldisiloxane
E
ethoxy(diphenyl)silane
Conditions | Yield |
---|---|
Stage #1: bromobenzene With magnesium In diethyl ether; ethylene dibromide Stage #2: diethyl ether; (teeda)*H2SiCl2 In dichloromethane; ethylene dibromide | A 9 %Chromat. B 26 %Chromat. C 35 %Chromat. D 14 %Chromat. E 13 %Chromat. |
Conditions | Yield |
---|---|
With 5 wt% ruthenium/carbon; hydrogen In water at 124.84℃; under 56255.6 Torr; for 1h; | 33 %Spectr. |
Conditions | Yield |
---|---|
In dichloromethane at 20℃; under 750.075 Torr; Schlenk technique; | 98% |
N,N,N',N'-Tetraethylethylenediamine
Conditions | Yield |
---|---|
In tetrahydrofuran at 20℃; for 0.25h; Inert atmosphere; | 98% |
N,N,N',N'-Tetraethylethylenediamine
Conditions | Yield |
---|---|
In diethyl ether at 20℃; Inert atmosphere; | 97% |
N,N,N',N'-Tetraethylethylenediamine
Conditions | Yield |
---|---|
In tetrahydrofuran at 20℃; for 0.25h; Inert atmosphere; | 95% |
N,N,N',N'-Tetraethylethylenediamine
2-[[(2-Diethylamino-ethylcarbamoyl)-methyl]-(2-tritylsulfanyl-ethyl)-amino]-N-(2-tritylsulfanyl-ethyl)-acetamide
Conditions | Yield |
---|---|
With N-isopropylethylamine In dichloromethane at 20℃; for 1h; | 94% |
N,N,N',N'-Tetraethylethylenediamine
N,N,N',N'-tetraethylethylenediamine palladium(II) chloride
Conditions | Yield |
---|---|
In acetonitrile under N2 atm. to hot soln. PdCl2 in MeCN ligand was added; mixt. was cooled to room temp.. kept at 5°C overnight, ppt. was filtered off, washed with Et2O, dried under vac.; | 94% |
N,N,N',N'-Tetraethylethylenediamine
2-methyl-1,3-cyclopentadiene
zinc(II) chloride
(zinc)(η**(1)-methylcyclopentadienyl)2(N,N,N',N'-tetraethylethylenediamine)
Conditions | Yield |
---|---|
With NaH In tetrahydrofuran C5H5CH3 added dropwise to NaH in THF at 0°C; left for 2 h at ambient temp.; centrifuged, added slowly to THF soln. of ZnCl2; stirred at ambient temp. overnight; crystals redissolved in THF, tetraethylethylenediamine added; left at -80°C; | 94% |
Conditions | Yield |
---|---|
In water at 20℃; for 1h; | 91% |
N,N,N',N'-Tetraethylethylenediamine
Conditions | Yield |
---|---|
In nitromethane byproducts: S(CH3)2; a soln. of Ni-complex in MeNO2 was treated with 1 equiv of diamine under inert atmosphere, mixt. was stirred for 10 min at room temp.; reaction mixt. was filtered into Et2O, ppt. filtered off, washed with ether, dried under high vac.; elem. anal.; | 89% |
N,N,N',N'-Tetraethylethylenediamine
2-Naphthalenesulfonyl chloride
N,N-diethylnaphthalene-2-sulfonamide
Conditions | Yield |
---|---|
With calcium hydride In acetonitrile at 90℃; for 1h; Inert atmosphere; Schlenk technique; regiospecific reaction; | 89% |
N,N,N',N'-Tetraethylethylenediamine
p-toluenesulfonyl chloride
N,N-diethyl-4-methylbenzenesulfonamide
Conditions | Yield |
---|---|
In acetonitrile at 90℃; for 1h; Inert atmosphere; | 87% |
With calcium hydride In acetonitrile at 90℃; for 1h; Inert atmosphere; Schlenk technique; regiospecific reaction; | 87% |
N,N,N',N'-Tetraethylethylenediamine
4-bromobenzenesulfonyl chloride
4-bromo-N,N-diethylbenzenesulfonamide
Conditions | Yield |
---|---|
With calcium hydride In acetonitrile at 90℃; for 1h; Inert atmosphere; Schlenk technique; regiospecific reaction; | 86% |
Conditions | Yield |
---|---|
In water a soln. of U compd. added to a soln. of a ligand and a diamine (1:2:2 molar ratio), stored for a 1 wk; ppt. filtered, dried (air); elem. anal., TGA; | 85% |
Conditions | Yield |
---|---|
In dichloromethane; acetone | 85% |
N,N,N',N'-Tetraethylethylenediamine
N,N'-Diamino-N,N,N',N'-tetraethyl-1,2-ethanediylbis(ammonium nitrate)
Conditions | Yield |
---|---|
With barium(II) nitrate; barium(II) oxide; hydroxylamine-O-sulfonic acid In water Ambient temperature; | 82% |
tris(ethene)nickel(0)
N,N,N',N'-Tetraethylethylenediamine
1,1-Difluoro-1H-cyclopropabenzol
Conditions | Yield |
---|---|
In diethyl ether byproducts: C2H4; diamine added at -78°C to a soln. of Ni-compd. (fresh prepd. from CDT-Ni), filtered with cooling, benzene compd. added at -78°C, warmed to -30.degreee.C; after 3 h cooled to -78°C, isolated, washed with cold Et2O, dried in high vac., recrystn. from Et2O/THF, elem. anal.; | 82% |
N,N,N',N'-Tetraethylethylenediamine
(trifluoromethyl)trimethylsilane
[(N,N,N,N-tetraethylethane-1,2-diamine)Ni(CF3)2]
Conditions | Yield |
---|---|
Stage #1: (trifluoromethyl)trimethylsilane With silver fluoride In acetonitrile at 20℃; for 2h; Inert atmosphere; Stage #2: nickel(II) bromide dimethoxyethane In acetonitrile for 48h; Inert atmosphere; Stage #3: N,N,N',N'-Tetraethylethylenediamine at 20℃; for 4h; | 82% |
Conditions | Yield |
---|---|
In acetonitrile at 20℃; for 10h; | 80.3% |
thiophene-2-sulfonyl chloride
N,N,N',N'-Tetraethylethylenediamine
N,N-Diethyl-2-thiophenesulfonamide
Conditions | Yield |
---|---|
With calcium hydride In acetonitrile at 90℃; for 1h; Inert atmosphere; Schlenk technique; regiospecific reaction; | 79% |
Conditions | Yield |
---|---|
In ethanol at 25℃; for 1h; Inert atmosphere; | 78% |
N,N,N',N'-Tetraethylethylenediamine
1,1,1,3',3',3'-hexafluoro-propanol
copper(II) methoxide
bis(1,1,1,3,3,3-hexafluoro-2-propoxo)(N,N,N',N'-tetraethylethylenediamine)copper(II)
Conditions | Yield |
---|---|
In diethyl ether byproducts: CH3OH; (under vac. or Ar); addn. of the amine and the fluoropropanol to a suspn. of the Cu(OMe)2 in Et2O at room temp., stirring for 30 min; filtration, concg., cooling to -20°C; | 77% |
Conditions | Yield |
---|---|
In water U:acid:amine=2:4:4 molar ratio, mixed the solns., allowed to stand for 1wk; ppt. filtered, dried (air); elem. anal., TGA; | 75% |
Conditions | Yield |
---|---|
In water a soln. of U compd. added to a soln. of a ligand and a diamine (1:2:2 molar ratio), stored for a 1 wk at 30°C; ppt. filtered, dried (air); elem. anal., TGA; | 75% |
N,N,N',N'-Tetraethylethylenediamine
trans-[RuCl2(1,5-cyclooctadiene)(N,N'-diethylethylenediamine)]
Conditions | Yield |
---|---|
In toluene (N2); addn. of amine deriv. to stirred suspn. of ruthenium compd. in toluene, heating at 80°C for 24 h; cooling to room temp., evapn., recrystn. (diethyl ether/CH2Cl2 (3:1)) at-20°C; | 75% |
[BeBr2(OEt2)2]
N,N,N',N'-Tetraethylethylenediamine
Conditions | Yield |
---|---|
In toluene at 20℃; for 15h; Schlenk technique; Glovebox; Inert atmosphere; | 75% |
N,N,N',N'-Tetraethylethylenediamine
bis(2,4-pentanedionate)(N,N,N',N'-tetraethyl-1,2-diaminoethane)cobalt(II)
Conditions | Yield |
---|---|
In toluene N2 atmosphere; azeotropic removal of H2O from Co(acac)2 in toluene, cooling, addn. of org. compd. (10 % excess),; cooling and filtn. or crystn. on removal of solvent, recrystn. (hexane/toluene, -20°C); | 74% |
N,N,N',N'-Tetraethylethylenediamine
Conditions | Yield |
---|---|
In tetrahydrofuran at 20℃; for 0.25h; Inert atmosphere; | 74% |
N,N,N',N'-Tetraethylethylenediamine
trans-[RuCl2(2,5-norbornadiene)(N,N,N'-triethylethylenediamine)]
Conditions | Yield |
---|---|
In toluene (N2); addn. of amine deriv. to stirred suspn. of ruthenium compd. in toluene, heating at 80°C for 24 h; cooling to room temp., evapn., recrystn. (diethyl ether/CH2Cl2 (6:1)) at-20°C; | 73% |
N,N,N',N'-Tetraethylethylenediamine
Conditions | Yield |
---|---|
Stage #1: 1,1,1,5,5,5-hexafluoro-4-hydroxy-pent-3-en-2-one; compound with N,N,N'-triethyl-ethane-1,2-diamine With phenyldimethylsilyl chloride In diethyl ether Heating; Stage #2: N,N,N',N'-Tetraethylethylenediamine at -78 - 20℃; | 72% |
The 1,2-Ethanediamine,N1,N1,N2,N2-tetraethyl- is an organic compound with the formula C10H24N2. The IUPAC name of this chemical is N,N,N',N'-Tetraethylethane-1,2-diamine. With the CAS registry number 150-77-6, it is also named as Ethylenediamine, N,N,N',N'-tetraethyl-. The product's categories are Nitrogen Compounds; Organic Building Blocks; Polyamines. Besides, it is clear light yellow liquid, which should be stored in a dry place.
Physical properties about 1,2-Ethanediamine,N1,N1,N2,N2-tetraethyl- are: (1)ACD/LogP: 2.42; (2)ACD/LogD (pH 5.5): -0.93; (3)ACD/LogD (pH 7.4): 0.79; (4)ACD/BCF (pH 5.5): 1; (5)ACD/BCF (pH 7.4): 1; (6)ACD/KOC (pH 5.5): 1; (7)ACD/KOC (pH 7.4): 11.55; (8)#H bond acceptors: 2; (9)#Freely Rotating Bonds: 7; (10)Polar Surface Area: 6.48 Å2; (11)Index of Refraction: 1.449; (12)Molar Refractivity: 55.82 cm3; (13)Molar Volume: 208.1 cm3; (14)Polarizability: 22.12×10-24 cm3; (15)Surface Tension: 28.6 dyne/cm; (16)Density: 0.827 g/cm3; (17)Flash Point: 58.9 °C; (18)Enthalpy of Vaporization: 42.67 kJ/mol; (19)Boiling Point: 190.5 °C at 760 mmHg; (20)Vapour Pressure: 0.54 mmHg at 25 °C.
Preparation: this chemical can be prepared by Ethane-1,2-diamine. The yield is about 60%.
Uses of 1,2-Ethanediamine,N1,N1,N2,N2-tetraethyl-: it can be used to produce N,N'-Diamino-N,N,N',N'-tetraethyl-1,2-ethanediylbis(ammonium nitrate). It will need reagents Ba(NO3)2; BaO; hydroxylamine-O-sulfonic acid (NH2OSO3H) and solvent H2O. The yield is about 82%.
When you are using this chemical, please be cautious about it as the following:
It causes burns. When you are using it, wear suitable protective clothing, gloves and eye/face protection, and take off immediately all contaminated clothing. In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. In case of accident or if you feel unwell, seek medical advice immediately (show label where possible).
You can still convert the following datas into molecular structure:
(1)InChI: InChI=1/C10H24N2/c1-5-11(6-2)9-10-12(7-3)8-4/h5-10H2,1-4H3
(2)InChIKey: DIHKMUNUGQVFES-UHFFFAOYAU
(3)Std. InChI: InChI=1S/C10H24N2/c1-5-11(6-2)9-10-12(7-3)8-4/h5-10H2,1-4H3
(4)Std. InChIKey: DIHKMUNUGQVFES-UHFFFAOYSA-N
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