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N,N-Diethylhydroxylamine

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Name

N,N-Diethylhydroxylamine

EINECS 223-055-4
CAS No. 3710-84-7 Density 0.897 g/cm3
PSA 23.47000 LogP 0.71740
Solubility soluble in water Melting Point -26--25 °C
Formula C4H11NO Boiling Point 133 °C at 760 mmHg
Molecular Weight 89.1374 Flash Point 45 °C
Transport Information UN 1993 3/PG 3 Appearance Colorless transparent liquid
Safety 36/37-45-36/37/39-26-16 Risk Codes 10-21-38-40-36/37/38-20/21
Molecular Structure Molecular Structure of 3710-84-7 (N,N-Diethylhydroxylamine) Hazard Symbols HarmfulXn
Synonyms

DEHA;Diethylhydroxylamine;N-Hydroxydiethylamine;N-ethyl-N-hydroxyethanamine;DEHA Acid;N,N-Diethylhydroxylamine;

Article Data 31

N,N-Diethylhydroxylamine Synthetic route

109-89-7

diethylamine

3710-84-7

N-ethyl-N-hydroxy-ethanamine

Conditions
ConditionsYield
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
75-07-0

acetaldehyde

3710-84-7

N-ethyl-N-hydroxy-ethanamine

Conditions
ConditionsYield
palladium-carbon In methanol54%
102269-06-7

C16H20NO2P

3710-84-7

N-ethyl-N-hydroxy-ethanamine

Conditions
ConditionsYield
With sulfuric acid In methanol for 2h; Heating;41%
10467-10-4

ethylmagnesium iodide

79-24-3

Nitroethane

3710-84-7

N-ethyl-N-hydroxy-ethanamine

Conditions
ConditionsYield
With diethyl ether und Zers. des Reaktionsproduktes mit Wasser;
10467-10-4

ethylmagnesium iodide

79-24-3

Nitroethane

A

3710-84-7

N-ethyl-N-hydroxy-ethanamine

B

65616-18-4

N-ethyl-N-sec-butyl-hydroxylamine

Conditions
ConditionsYield
With diethyl ether und Zers. des Reaktionsproduktes mit Wasser;
10467-10-4

ethylmagnesium iodide

3710-84-7

N-ethyl-N-hydroxy-ethanamine

Conditions
ConditionsYield
With diethyl ether; Nitrogen dioxide und Zerlegen des oeligen Prod. mit Wasser;
79-24-3

Nitroethane

ethyl magnesium (1+); iodide

A

3710-84-7

N-ethyl-N-hydroxy-ethanamine

B

65616-18-4

N-ethyl-N-sec-butyl-hydroxylamine

60-29-7

diethyl ether

625-58-1

ethyl nitrate

ethylmagnesium bromide

3710-84-7

N-ethyl-N-hydroxy-ethanamine

60-29-7

diethyl ether

628-96-6

1,2-ethyl dinitrate

ethylmagnesium bromide

3710-84-7

N-ethyl-N-hydroxy-ethanamine

60-29-7

diethyl ether

78-11-5

Pentaerythritol tetranitrate

925-90-6

ethylmagnesium bromide

3710-84-7

N-ethyl-N-hydroxy-ethanamine

Conditions
ConditionsYield
und Zersetzung des Reaktionsprodukts mit Wasser;

N,N-Diethylhydroxylamine Consensus Reports

Diethylhydroxylamine(3710-84-7) is reported in EPA TSCA Inventory. EPA Genetic Toxicology Program.

N,N-Diethylhydroxylamine Specification

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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