Conditions | Yield |
---|---|
With 2-hydroxy-N,N,N-trimethyl ethanaminium peroxydisulfate at 20℃; for 1h; Inert atmosphere; Green chemistry; chemoselective reaction; | 94% |
31% | |
With dihydrogen peroxide | |
With dihydrogen peroxide | |
With dihydrogen peroxide |
Conditions | Yield |
---|---|
palladium-carbon In methanol | 54% |
C16H20NO2P
N-ethyl-N-hydroxy-ethanamine
Conditions | Yield |
---|---|
With sulfuric acid In methanol for 2h; Heating; | 41% |
Conditions | Yield |
---|---|
With diethyl ether und Zers. des Reaktionsproduktes mit Wasser; |
ethylmagnesium iodide
Nitroethane
A
N-ethyl-N-hydroxy-ethanamine
B
N-ethyl-N-sec-butyl-hydroxylamine
Conditions | Yield |
---|---|
With diethyl ether und Zers. des Reaktionsproduktes mit Wasser; |
ethylmagnesium iodide
N-ethyl-N-hydroxy-ethanamine
Conditions | Yield |
---|---|
With diethyl ether; Nitrogen dioxide und Zerlegen des oeligen Prod. mit Wasser; |
Nitroethane
A
N-ethyl-N-hydroxy-ethanamine
B
N-ethyl-N-sec-butyl-hydroxylamine
diethyl ether
Pentaerythritol tetranitrate
ethylmagnesium bromide
N-ethyl-N-hydroxy-ethanamine
Conditions | Yield |
---|---|
und Zersetzung des Reaktionsprodukts mit Wasser; |
Conditions | Yield |
---|---|
With diethyl ether |
ethyl nitrate
ethylmagnesium bromide
A
N-ethyl-N-hydroxy-ethanamine
B
diethylamine
Conditions | Yield |
---|---|
With diethyl ether Zersetzen des Reaktionsprodukts mit Wasser; |
Conditions | Yield |
---|---|
With diethyl ether |
Pentaerythritol tetranitrate
ethylmagnesium bromide
N-ethyl-N-hydroxy-ethanamine
Conditions | Yield |
---|---|
With diethyl ether |
Conditions | Yield |
---|---|
With diethyl ether |
diethyl-benzyl-amine oxide
N-ethyl-N-hydroxy-ethanamine
Conditions | Yield |
---|---|
at 100 - 180℃; under 1 Torr; |
diethyl-benzyl-amine oxide
A
N-ethyl-N-hydroxy-ethanamine
C
N-benzyl-N-ethylhydroxylamine
D
N,N-diethyl-O-benzyl-hydroxylamine
Conditions | Yield |
---|---|
at 180℃; under 1 Torr; in einer Stickstoff-Atmosphaere; Prod.5: Aethylen; |
Conditions | Yield |
---|---|
With diethyl ether; nitrosylchloride nach einigen Stunden zersetzt man mit Wasser; |
Conditions | Yield |
---|---|
With hydroxylamine |
chloroform
acetyl cyclohexanesulfonyl peroxide
diethylamine
N-ethyl-N-hydroxy-ethanamine
Conditions | Yield |
---|---|
With diethyl ether und Zers. des Reaktionsproduktes mit Wasser; |
Conditions | Yield |
---|---|
With diethyl ether und Zers. des Reaktionsproduktes mit Wasser; |
Conditions | Yield |
---|---|
With diethyl ether das Produkt wird nach mehreren Monaten mit Wasser zersetzt; |
diethylamine
A
N-ethyl-N-hydroxy-ethanamine
B
3-aza-2-pentene
C
N,N'-diethyl-2,3-butanediamine
Conditions | Yield |
---|---|
With oxygen Quantum yield; Ambient temperature; Irradiation; Hg-sensitized photolysis presence and absence O2, or N2O at various pressure and time; |
N-ethyl-N-hydroxy-ethanamine
N-ethyl-N-ethylideneamine N-oxide
Conditions | Yield |
---|---|
With ~ 5 mol% gold on silica In methanol at 20℃; for 16h; chemoselective reaction; | 100% |
With 1-hydroxy-3H-benz[d][1,2]iodoxole-1,3-dione In dichloromethane at 20℃; for 2h; Mechanism; Reagent/catalyst; Solvent; | 96% |
With 1-hydroxy-3H-benz[d][1,2]iodoxole-1,3-dione In dichloromethane at 20℃; for 2h; | 96% |
Conditions | Yield |
---|---|
With triethylamine In dichloromethane at 20℃; for 0.333333h; | 100% |
N-ethyl-N-hydroxy-ethanamine
Conditions | Yield |
---|---|
In chloroform; 2,2,2-trifluoroethanol at 22.5℃; for 3h; Kinetics; Inert atmosphere; | 100% |
N-ethyl-N-hydroxy-ethanamine
Conditions | Yield |
---|---|
In chloroform; 2,2,2-trifluoroethanol at 60℃; for 0.666667h; Kinetics; Inert atmosphere; | 100% |
Conditions | Yield |
---|---|
With triethylamine In dichloromethane at 20℃; for 0.75h; | 99% |
With triethylamine In dichloromethane at 20℃; for 0.666667h; Inert atmosphere; Schlenk technique; | 94% |
N-ethyl-N-hydroxy-ethanamine
mesitylene-2-carboxylic acid chloride
N,N-diethyl-O-(2,4,6-trimethylbenzoyl)hydroxylamine
Conditions | Yield |
---|---|
With dmap; triethylamine In dichloromethane at 0 - 20℃; for 2.5h; | 99% |
With dmap; triethylamine In dichloromethane at 20℃; for 0.5h; | 63% |
N-ethyl-N-hydroxy-ethanamine
N,N-diethylhydroxylamine potassium salt
Conditions | Yield |
---|---|
With potassium hydride In pentane at -78 - 20℃; Inert atmosphere; | 99% |
Conditions | Yield |
---|---|
In acetonitrile at 20℃; for 0.166667h; Kinetics; Solvent; Inert atmosphere; | 99% |
N-ethyl-N-hydroxy-ethanamine
Conditions | Yield |
---|---|
In chloroform; 2,2,2-trifluoroethanol at 60℃; for 0.5h; Kinetics; Inert atmosphere; | 99% |
N-ethyl-N-hydroxy-ethanamine
benzoyl chloride
N,N-diethyl-O-benzoylhydroxylamine
Conditions | Yield |
---|---|
With triethylamine In dichloromethane at 20℃; for 0.5h; | 98% |
With triethylamine In dichloromethane at 20℃; for 0.666667h; | 98% |
With triethylamine In dichloromethane at 20℃; for 0.666667h; Inert atmosphere; | 98% |
Conditions | Yield |
---|---|
With triethylamine In dichloromethane at 20℃; for 0.666667h; Inert atmosphere; Schlenk technique; | 96% |
With dmap; triethylamine In dichloromethane at 20℃; for 3h; | 89% |
[PtCl4(acetonitrile)2]
N-ethyl-N-hydroxy-ethanamine
trans-[PtCl4(NH=(Me)C-ONEt2)2]
Conditions | Yield |
---|---|
In acetonitrile 20-25°C, 1 d; solvent removal (vac.), washing (Et2O); elem. anal.; | 96% |
2-Thiophenecarbonyl chloride
N-ethyl-N-hydroxy-ethanamine
N,N-diethyl-O-(thiophene-2-carbonyl)hydroxylamine
Conditions | Yield |
---|---|
With triethylamine In dichloromethane at 20℃; for 0.666667h; Inert atmosphere; Schlenk technique; | 96% |
N-ethyl-N-hydroxy-ethanamine
naphthalene-1-carbonic acid chloride
N,N-diethyl-O-(1-naphthoyl)hydroxylamine
Conditions | Yield |
---|---|
With triethylamine In dichloromethane at 20℃; for 0.666667h; Inert atmosphere; Schlenk technique; | 96% |
N-ethyl-N-hydroxy-ethanamine
4-chloro-benzoyl chloride
N,N-diethyl-O-(4-chlorobenzoyl)hydroxylamine
Conditions | Yield |
---|---|
With triethylamine In dichloromethane at 20℃; for 0.666667h; Inert atmosphere; Schlenk technique; | 95% |
N-ethyl-N-hydroxy-ethanamine
3-Methylbenzoyl chloride
N,N-diethyl-O-(3-methylbenzoyl)hydroxylamine
Conditions | Yield |
---|---|
With triethylamine In dichloromethane at 20℃; for 0.666667h; Inert atmosphere; Schlenk technique; | 95% |
N-ethyl-N-hydroxy-ethanamine
Methacryloyl chloride
N,N-diethyl-O-methacryloylhydroxylamine
Conditions | Yield |
---|---|
With triethylamine In dichloromethane at 20℃; for 0.666667h; Inert atmosphere; Schlenk technique; | 95% |
Conditions | Yield |
---|---|
With triethylamine In dichloromethane at 0 - 20℃; | 95% |
N-ethyl-N-hydroxy-ethanamine
(1R,8S,9S)‐bicyclo[6.1.0]non‐4‐yn‐9‐ylmethanol
Conditions | Yield |
---|---|
In methanol; acetonitrile at 20℃; for 0.166667h; Kinetics; Solvent; Inert atmosphere; | 95% |
N-ethyl-N-hydroxy-ethanamine
Conditions | Yield |
---|---|
In chloroform; 2,2,2-trifluoroethanol at 60℃; for 0.25h; Kinetics; Inert atmosphere; | 95% |
Conditions | Yield |
---|---|
With N-butyl lithium In hexane; toluene under N2 atm. n-BuLi in hexane was added dropwise to soln. HONEt2 in toluene at 0°C and stirred for 30 min, suspn. Ti complex in toluene was added at -78°C, stirred for 4 h at room temp.; soln. was filtered and evapd. in vacuo; elem. anal.; | 94.7% |
N-ethyl-N-hydroxy-ethanamine
Conditions | Yield |
---|---|
In acetonitrile at 20℃; for 0.166667h; Kinetics; Solvent; Inert atmosphere; | 94% |
N-ethyl-N-hydroxy-ethanamine
Conditions | Yield |
---|---|
In acetonitrile at 20℃; for 0.0833333h; Kinetics; Solvent; Inert atmosphere; | 94% |
N-ethyl-N-hydroxy-ethanamine
4-methyl-benzoyl chloride
N,N-diethyl-O-(4-methylbenzoyl)hydroxylamine
Conditions | Yield |
---|---|
With triethylamine In dichloromethane at 20℃; for 0.666667h; Inert atmosphere; Schlenk technique; | 92% |
N-ethyl-N-hydroxy-ethanamine
4-fluorobenzoyl chloride
N,N-diethyl-O-(4-fluorobenzoyl)hydroxylamine
Conditions | Yield |
---|---|
With triethylamine In dichloromethane at 20℃; for 0.666667h; Inert atmosphere; Schlenk technique; | 92% |
N-ethyl-N-hydroxy-ethanamine
4-trifluoromethyl-phenyl acetyl chloride
N,N-diethyl-O-(4-(trifluoromethyl)benzoyl)hydroxylamine
Conditions | Yield |
---|---|
With triethylamine In dichloromethane at 20℃; for 0.666667h; Inert atmosphere; Schlenk technique; | 92% |
N-ethyl-N-hydroxy-ethanamine
3,5-dichlorobenzoyl chloride
N,N-diethyl-O-(3,5-dichlorobenzoyl)hydroxylamine
Conditions | Yield |
---|---|
With triethylamine In dichloromethane at 20℃; for 0.666667h; Inert atmosphere; Schlenk technique; | 92% |
N-ethyl-N-hydroxy-ethanamine
diethylzinc
Zn(OZn(C2H5)N(C2H5)2)4(ON(C2H5)2)2
Conditions | Yield |
---|---|
In tetrahydrofuran; hexane byproducts: C2H6; N2, a soln. of N compd. (THF) slowly added to a soln. of Zn compd. (hexane) at 0°C, cooling removed, stirred until gas evolution had ceased; volatiles removed (vac.), extd. (hexane/diethyl ether), filtered, concd.(vac.), stored (-26°C, several d); elem. anal.; | 91% |
N-ethyl-N-hydroxy-ethanamine
Conditions | Yield |
---|---|
In acetonitrile at 20℃; for 0.166667h; Kinetics; Solvent; Inert atmosphere; | 91% |
The IUPAC name of Diethylhydroxylamine is N,N-diethylhydroxylamine. With the CAS registry number 3710-84-7, it is also named as N-Hydroxydiethylamine. The product's categories are Fine Chemical & Intermediate; Hydroxylamines; Hydroxylamines (N-Substituted); Nitrogen Compounds; Organic Building Blocks. It is colorless transparent liquid which is easily soluble in water, soluble in alcohol, ether, chloroform and benzene. In addition, this chemical is stable and incompatible with strong oxidizing agents, strong acids. Moreover, it should be sealed in the container and stored in the cool and dry place.
The other characteristics of this product can be summarized as: (1)ACD/LogP: -0.09; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): -0.49; (4)ACD/LogD (pH 7.4): -0.1; (5)ACD/BCF (pH 5.5): 1; (6)ACD/BCF (pH 7.4): 1; (7)ACD/KOC (pH 5.5): 8.38; (8)ACD/KOC (pH 7.4): 20.95; (9)#H bond acceptors: 2; (10)#H bond donors: 1; (11)#Freely Rotating Bonds: 3; (12)Index of Refraction: 1.433; (13)Molar Refractivity: 25.83 cm3; (14)Molar Volume: 99.3 cm3; (15)Polarizability: 10.24×10-24 cm3; (16)Surface Tension: 30.6 dyne/cm; (17)Enthalpy of Vaporization: 40.88 kJ/mol; (18)Vapour Pressure: 5.15 mmHg at 25°C; (19)Rotatable Bond Count: 2; (20)Exact Mass: 89.084064; (21)MonoIsotopic Mass: 89.084064; (22)Topological Polar Surface Area: 23.5; (23)Heavy Atom Count: 6; (24)Complexity: 26.7.
Preparation of Diethylhydroxylamine: It can be obtained by the oxidation reaction of hydrogen peroxide aqueous solution and secondary amine at the presence of CdCl2 or ZnCl2.
Uses of Diethylhydroxylamine: It is a free radical scavenger which can be used in polymerization inhibitor, color stabilizer (photographics), oxygen scavenger (water treatment), corrosion inhibitor and discoloration inhibitor (phenolics). Additonally, it can react with N-phenyl-maleimide to get N-phenyl-3-[(N,N-dibenzylamino)oxy]pyrrolidine-2,5-dione. This reaction needs reagent tetrahydrofuran by heating. The reaction time is 9.5 hours. The yield is 46%.
When you are using this chemical, please be cautious about it as the following:
It is flammable, so people should keep it away from sources of ignition. This chemical is not only harmful by inhalation and in contact with skin, but also irritating to eyes, respiratory system and skin. In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. If you want to contact this product, you must wear suitable protective clothing, gloves and eye/face protection. In case of accident or if you feel unwell, seek medical advice immediately (show the label whenever possible.)
People can use the following data to convert to the molecule structure.
1. SMILES:ON(CC)CC
2. InChI:InChI=1/C4H11NO/c1-3-5(6)4-2/h6H,3-4H2,1-2H3
3. InChIKey:FVCOIAYSJZGECG-UHFFFAOYAL
The following are the toxicity data which has been tested.
Organism | Test Type | Route | Reported Dose (Normalized Dose) | Effect | Source |
---|---|---|---|---|---|
guinea pig | LD50 | skin | 100uL/kg (0.1mL/kg) | Kodak Company Reports. Vol. 21MAY1971, | |
mouse | LD80 | oral | 2150mg/kg (2150mg/kg) | "Toxicology of Drugs and Chemicals," Deichmann, W.B., New York, Academic Press, Inc., 1969Vol. -, Pg. 217, 1969. | |
mouse | LDLo | intraperitoneal | 1750mg/kg (1750mg/kg) | "Toxicology of Drugs and Chemicals," Deichmann, W.B., New York, Academic Press, Inc., 1969Vol. -, Pg. 217, 1969. | |
rabbit | LDLo | skin | 2gm/kg (2000mg/kg) | "Toxicology of Drugs and Chemicals," Deichmann, W.B., New York, Academic Press, Inc., 1969Vol. -, Pg. 217, 1969. | |
rat | LDLo | oral | 1600mg/kg (1600mg/kg) | Kodak Company Reports. Vol. 21MAY1971, | |
rat | LDLo | skin | 100mg/kg (100mg/kg) | Kodak Company Reports. Vol. 21MAY1971, |
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