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N,N-Diethylhydroxylamine structure

N,N-Diethylhydroxylamine
N,N-Diethylhydroxylamine, with the chemical formula C4H11NO and CAS registry number 3710-84-7, is a compound known for its applications as a reducing agent and antioxidant. This colorless liquid is characterized by its diethylamino and hydroxyl functional groups. It is commonly used in organic synthesis, particularly in the preparation of pharmaceuticals and agrochemicals. N,N-Diethylhydroxylamine is also used as an additive in fuels and lubricants to prevent corrosion. Additionally, it has been studied for its potential as a scavenger for reactive oxygen species, making it a promising compound in the field of medicine. Overall, N,N-Diethylhydroxylamine plays a crucial role in various industries due to its versatile properties and applications.
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1. Names and Identifiers
1.1 Name
N,N-Diethylhydroxylamine
1.2 Synonyms
(D.E.H.A )N.N-DIETHYLHYDROXYLAMINE; [Ethyl(hydroxy)amino]ethan; DEHA; DIETHYL HYDROXYLAMINE; Diethylhydroxyamine; DiethylhydroxylaMine (DEHA85); EINECS 223-055-4; Ethanamine, N-ethyl-N-hydroxy-; ethylhydroxyethylamine; MFCD00002126; N,N-Diethylhydroxyla; N,N-diethyl-hydroxylamine; N,N-DIETHYLHYDROXYLAMINE, TECH; N-DiethylhydroxylaMine; N-Ethyl-N-hydroxyethanamine; N-ethyl-N-hydroxyethylamine; N-Hydroxydiethylamine; pennstop; Pennstop 1866; pennstop,anhydrous;
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1.3 CAS No.
3710-84-7
1.4 CID
19463
1.5 EINECS
223-055-4
1.6 Molecular Formula
C4H11NO
1.7 Inchi
InChI=1S/C4H11NO/c1-3-5(6)4-2/h6H,3-4H2,1-2H3
1.8 InChkey
FVCOIAYSJZGECG-UHFFFAOYSA-N
1.9 Canonical Smiles
CCN(CC)O
1.10 Isomers Smiles
CCN(CC)O
2. Properties
2.1 Vapour pressure
3.07 (vs air)
2.2 VaporDensity
3.07 (vs air)
2.3 Appearance
Light yellow liquid
2.4 Storage
Hygroscopic. Store under Nitrogen. Ambient temperatures.
2.5 Chemical Properties
liquid
2.6 Color/Form
Liquid
2.7 Decomposition
When heated to decomposition it emits toxic fumes of /nitrogen oxides/.
2.8 pKa
14.19±0.69(Predicted)
2.9 Water Solubility
H2O: soluble
2.10 Spectral Properties
Index of refraction = 1.4195 at 20 deg C
2.11 Stability
Stable. Hygroscopic. Flammable. Incompatible with strong oxidizing agents, strong acids.
2.12 StorageTemp
Store below +30°C.
3. Use and Manufacturing
3.1 Description

N,N-Diethylhydroxylamine, with the chemical formula C4H11NO, has the CAS number 3710-84-7. It appears as a colorless to yellow liquid with a strong, ammonia-like odor. The basic structure of N,N-Diethylhydroxylamine consists of a diethylamino group (-N(C2H5)2) attached to a hydroxyl group (-OH). This compound is miscible with water and organic solvents. N,N-Diethylhydroxylamine is considered to be a flammable liquid and may be harmful if swallowed, inhaled, or absorbed through the skin. It can cause irritation to the eyes, skin, and respiratory system. Proper safety precautions should be taken when handling this chemical, including the use of protective equipment and adequate ventilation.

Applicable Fields

Water Treatment: N,N-Diethylhydroxylamine is used as a reducing agent and oxygen scavenger in water treatment processes. Its purpose in this field involves its ability to remove dissolved oxygen from water, preventing corrosion and the formation of scale. The mechanism of action in water treatment involves the reaction of N,N-Diethylhydroxylamine with oxygen, forming stable products and reducing the oxygen concentration in the water.

Chemical Synthesis: N,N-Diethylhydroxylamine is utilized as a reagent in various chemical synthesis reactions. Its purpose in this field involves its ability to act as a nucleophile and a reducing agent. The mechanism of action in chemical synthesis depends on the specific reaction, but generally involves the donation of an electron pair or the transfer of hydrogen atoms.

Storage

Conditions: Store in a cool and dry place, away from heat and open flames.

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3.2 GHS Classification
Signal: Warning
GHS Hazard Statements
Aggregated GHS information provided by 383 companies from 23 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Reported as not meeting GHS hazard criteria by 66 of 383 companies. For more detailed information, please visit ECHA C&L website

Of the 21 notification(s) provided by 317 of 383 companies with hazard statement code(s):

H226 (99.68%): Flammable liquid and vapor [Warning Flammable liquids]
H302 (22.4%): Harmful if swallowed [Warning Acute toxicity, oral]
H312 (69.09%): Harmful in contact with skin [Warning Acute toxicity, dermal]
H315 (37.85%): Causes skin irritation [Warning Skin corrosion/irritation]
H319 (52.68%): Causes serious eye irritation [Warning Serious eye damage/eye irritation]
H332 (69.4%): Harmful if inhaled [Warning Acute toxicity, inhalation]
H335 (46.69%): May cause respiratory irritation [Warning Specific target organ toxicity, single exposure; Respiratory tract irritation]
H411 (38.8%): Toxic to aquatic life with long lasting effects [Hazardous to the aquatic environment, long-term hazard]

Information may vary between notifications depending on impurities, additives, and other factors. The percentage value in parenthesis indicates the notified classification ratio from companies that provide hazard codes. Only hazard codes with percentage values above 10% are shown.

Precautionary Statement Codes
P210, P233, P240, P241, P242, P243, P261, P264, P270, P271, P273, P280, P301+P312, P302+P352, P303+P361+P353, P304+P312, P304+P340, P305+P351+P338, P312, P321, P322, P330, P332+P313, P337+P313, P362, P363, P370+P378, P391, P403+P233, P403+P235, P405, and P501
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3.3 Methods of Manufacturing
1. Oxidation of the secondary amine with an aqueous hydrogen peroxide solution in the presence of a catalyst cadmium salt (CdCl2.2H2O) or a zinc salt (ZnCl2) or oxidation of a dialkylamine with an aqueous hydrogen peroxide solution in the presence of a titanium silicalite catalyst RRNH) or triethylamine can be prepared this product.
2. In the presence of a titanium silicalite catalyst, the dialkylamine is oxidized with hydrogen peroxide to produce diethylhydroxylamine. Hydrogen peroxide is a 30% aqueous solution. Titanium silicalite catalyst to research into fine powder. The reaction temperature was about 80 ° C. In the operation, the catalyst and the dialkylamine (e.g., diethylamine) are first placed in the reactor, and then the temperature is raised to about 80 ° C, and an aqueous solution of hydrogen peroxide is slowly added to 35MIN under stirring. Yields of up to 87.1%. Dihydroxyhydroxylamine can also be prepared by catalytic oxidation of nitric acid (C2OH16N4).
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3.4 Usage
N,N-Diethylhydroxylamine has the following various uses:1.As a vinyl monomer, used in efficient inhibitor agent of conjugate olefins. 2.In liquid or gas phase, if end gather seed is existed,it can be used as inhibitors of end gather. 3.It's a excellent end agent in process of Emulsion-polymerized styrene butadiene rubber. 4.It's a antioxidants of the unsaturated oil and resin. 5.In the environmental protection,it’s good photochemical smoke inhibitors. 6.It's used as corrosion inhibitors in the equipment of the boiler feed water and steam heat exchange. 7.It's used as antioxidant in photography screens potions. Pay attention to level, it must be the photography level,and appearance is colorless liquid. Industrial level can not be used here.
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4. Safety and Handling
4.1 Octanol/Water Partition Coefficient
log Kow = -0.17
4.2 Other Preventative Measures
If material not on fire and not involved in fire: Keep sparks, flames, and other sources of ignition away. Keep material out of water sources and sewers. Build dikes to contain flow as necessary. Use water spray to knock-down vapors.
Personnel protection: Avoid breathing vapors. Keep upwind. Avoid bodily contact with the material. ... Do not handle broken packages unless wearing appropriate personal protective equipment. Wash away any material which may have contacted the body with copious amounts of water or soap and water. ... If contact with material anticipated, wear appropriate chemical protective clothing.
SRP: Contaminated protective clothing should be segregated in such a manner so that there is no direct personal contact by personnel who handle, dispose, or clean the clothing. Quality assurance to ascertain the completeness of the cleaning procedures should be implemented before the decontaminated protective clothing is returned for reuse by the workers. Contaminated clothing should not be taken home at end of shift, but should remain at employee's place of work for cleaning.
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4.3 DisposalMethods
SRP: The most favorable course of action is to use an alternative chemical product with less inherent propensity for occupational exposure or environmental contamination. Recycle any unused portion of the material for its approved use or return it to the manufacturer or supplier. Ultimate disposal of the chemical must consider: the material's impact on air quality; potential migration in soil or water; effects on animal, aquatic, and plant life; and conformance with environmental and public health regulations.
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4.4 Fire Fighting Procedures
If material on fire or involved in fire: Do not extinguish fire unless flow can be controlled. Use water in flooding quantities as fog. Solid streams of water may be ineffective. Cool all affected containers with flooding quantities of water. Apply water from as far a distance as possible. Use "alcohol" foam, dry chemical or carbon dioxide.
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4.5 FirePotential
Combustible
4.6 Safety Profile
Poison by skin contact. Moderately toxic by ingestion and intraperitoneal routes. Experimental reproductive effects. Human mutation data reported. When heated to decomposition it emits toxic fumes of NOx. See also AMINES. N,N-Diethylhydroxylamine Preparation Products And Raw materials Raw materials
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4.7 Formulations/Preparations
Grade: 85%
4.8 Report

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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4.9 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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4.10 Toxicity
LD50 orally in Rabbit: 2190 mg/kg LD50 dermal Rabbit 1300 mg/kg
5. MSDS

2.Hazard identification

2.1 Classification of the substance or mixture

Flammable liquids, Category 3

Acute toxicity - Dermal, Category 4

Acute toxicity - Inhalation, Category 4

Specific target organ toxicity \u2013 single exposure, Category 3

Hazardous to the aquatic environment, long-term (Chronic) - Category Chronic 2

2.2 GHS label elements, including precautionary statements

Pictogram(s)
Signal word

Warning

Hazard statement(s)

H226 Flammable liquid and vapour

H312 Harmful in contact with skin

H332 Harmful if inhaled

H335 May cause respiratory irritation

H411 Toxic to aquatic life with long lasting effects
Precautionary statement(s)
Prevention

P210 Keep away from heat, hot surfaces, sparks, open flames and other ignition sources. No smoking.

P233 Keep container tightly closed.

P240 Ground and bond container and receiving equipment.

P241 Use explosion-proof [electrical/ventilating/lighting/...] equipment.

P242 Use non-sparking tools.

P243 Take action to prevent static discharges.

P280 Wear protective gloves/protective clothing/eye protection/face protection.

P261 Avoid breathing dust/fume/gas/mist/vapours/spray.

P271 Use only outdoors or in a well-ventilated area.

P273 Avoid release to the environment.

Response

P303+P361+P353 IF ON SKIN (or hair): Take off immediately all contaminated clothing. Rinse skin with water [or shower].

P370+P378 In case of fire: Use ... to extinguish.

P302+P352 IF ON SKIN: Wash with plenty of water/...

P312 Call a POISON CENTER/doctor/\u2026if you feel unwell.

P321 Specific treatment (see ... on this label).

P362+P364 Take off contaminated clothing and wash it before reuse.

P304+P340 IF INHALED: Remove person to fresh air and keep comfortable for breathing.

P391 Collect spillage.

Storage

P403+P235 Store in a well-ventilated place. Keep cool.

P403+P233 Store in a well-ventilated place. Keep container tightly closed.

P405 Store locked up.

Disposal

P501 Dispose of contents/container to ...

2.3 Other hazards which do not result in classification

none

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6. NMR Spectrum
Mass spectrum (electron ionization)  
7. Synthesis Route
3710-84-7Total: 25 Synthesis Route
 
75-07-0
75-07-0 169 Suppliers
 
3710-84-7
3710-84-7 238 Suppliers
 
75-03-6
75-03-6 71 Suppliers
 
3710-84-7
3710-84-7 238 Suppliers
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8. Precursor and Product
precursor:
2687-45-8
2687-45-8
10467-10-4
10467-10-4
75-07-0
75-07-0
102269-06-7
102269-06-7
75-03-6
75-03-6
109-89-7
109-89-7
557-20-0
557-20-0
121-44-8
121-44-8
854182-24-4
854182-24-4
product:
75-07-0
75-07-0
14352-51-3
14352-51-3
109-89-7
109-89-7
75-04-7
75-04-7
7664-41-7
7664-41-7
1190-79-0
1190-79-0
38968-22-8
38968-22-8
99-02-5
99-02-5
50-00-0
50-00-0
99-91-2
99-91-2
61582-64-7
61582-64-7
9. Computed Properties
10.Other Information
BRN
1731349
Chemical Properties
liquid
Uses
N,N-Diethylhydroxylamine has the following various uses:1.As a vinyl monomer, used in efficient inhibitor agent of conjugate olefins. 2.In liquid or gas phase, if end gather seed is existed,it can be used as inhibitors of end gather. 3.It's a excellent end agent in process of Emulsion-polymerized styrene butadiene rubber. 4.It's a antioxidants of the unsaturated oil and resin. 5.In the environmental protection,it’s good photochemical smoke inhibitors. 6.It's used as corrosion inhibitors in the equipment of the boiler feed water and steam heat exchange. 7.It's used as antioxidant in photography screens potions. Pay attention to level, it must be the photography level,and appearance is colorless liquid. Industrial level can not be used here.
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Uses
Diethylhydroxylamine has been suggested as a stabilizer for color forma-tion for monoalkylphenols and phenolic antioxidants. It has also been reported to stabilize emulsions used in the latex industry and for Spandex rubber, as well as a reducing agent for quinones and a monomer stabilizer or inhibitor.
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Uses
N,N-Diethylhydroxylamine may be employed as a ligand in the preparation of unsymmetric mixed ligand oxadiazoline and/or imine platinum complexes. It may be used in the synthesis of organometallic clusters of mixed hydrazide/hydroxylamide clusters of zinc.
Storage Conditions
1. Oxidation of the secondary amine with an aqueous hydrogen peroxide solution in the presence of a catalyst cadmium salt (CdCl2.2H2O) or a zinc salt (ZnCl2) or oxidation of a dialkylamine with an aqueous hydrogen peroxide solution in the presence of a titanium silicalite catalyst RRNH) or triethylamine can be prepared this product.
2. In the presence of a titanium silicalite catalyst, the dialkylamine is oxidized with hydrogen peroxide to produce diethylhydroxylamine. Hydrogen peroxide is a 30% aqueous solution. Titanium silicalite catalyst to research into fine powder. The reaction temperature was about 80 ° C. In the operation, the catalyst and the dialkylamine (e.g., diethylamine) are first placed in the reactor, and then the temperature is raised to about 80 ° C, and an aqueous solution of hydrogen peroxide is slowly added to 35MIN under stirring. Yields of up to 87.1%. Dihydroxyhydroxylamine can also be prepared by catalytic oxidation of nitric acid (C2OH16N4).
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Henrys Law Constant
Henry's Law constant = 5.9X10-8 atm-cu m/mol at 25 °C (est)
Dissociation Constants
pKa = 5.67 (est)
Experimental Properties
Hydroxyl radical reaction rate constant = 1.01X10-10 cu cm/molecule-sec at 25 °C
Disposal Methods
SRP: The most favorable course of action is to use an alternative chemical product with less inherent propensity for occupational exposure or environmental contamination. Recycle any unused portion of the material for its approved use or return it to the manufacturer or supplier. Ultimate disposal of the chemical must consider: the material's impact on air quality; potential migration in soil or water; effects on animal, aquatic, and plant life; and conformance with environmental and public health regulations.
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Special Reports
EPA/Office of Pollution Prevention and Toxics; High Production Volume (HPV) Challenge Program's Robust Summaries and Test Plans. Available from the Database Query page at: http://www.epa.gov/hpv/pubs/hpvrstp.htm on Diethylhydroxylamine as of March 11, 2008.
Personal Protective Equipment
Personnel protection: ... Wear appropriate chemical protective gloves, boots and goggles. ... Wear positive pressure self-contained breathing apparatus when fighting fires involving this material.
Fire Potential
Combustible
Fire Fighting Procedures
If material on fire or involved in fire: Do not extinguish fire unless flow can be controlled. Use water in flooding quantities as fog. Solid streams of water may be ineffective. Cool all affected containers with flooding quantities of water. Apply water from as far a distance as possible. Use "alcohol" foam, dry chemical or carbon dioxide.
View all
Preventive Measures
If material not on fire and not involved in fire: Keep sparks, flames, and other sources of ignition away. Keep material out of water sources and sewers. Build dikes to contain flow as necessary. Use water spray to knock-down vapors.|Personnel protection: Avoid breathing vapors. Keep upwind. Avoid bodily contact with the material. ... Do not handle broken packages unless wearing appropriate personal protective equipment. Wash away any material which may have contacted the body with copious amounts of water or soap and water. ... If contact with material anticipated, wear appropriate chemical protective clothing.|SRP: Contaminated protective clothing should be segregated in such a manner so that there is no direct personal contact by personnel who handle, dispose, or clean the clothing. Quality assurance to ascertain the completeness of the cleaning procedures should be implemented before the decontaminated protective clothing is returned for reuse by the workers. Contaminated clothing should not be taken home at end of shift, but should remain at employee's place of work for cleaning.
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Pollution Sources
Diethylhydroxylamine's production and use as photographic developer, antioxidant, corrosion inhibitor(1) and as a shortstopping agent in synthetic rubber production(2), may result in its release to the environment through various waste streams(SRC).
Environmental Fate
TERRESTRIAL FATE: Based on a classification scheme(1), an estimated Koc value of 74(SRC), determined from a structure estimation method(2), indicates that diethylhydroxylamine is expected to have high mobility in soil(SRC). The estimated pKa of diethylhydroxylamine is 5.7(3), indicating it will partially exist in the protonated form in moist soils. The mobility of diethylhydroxylamine may be overestimated since cations generally adsorb more strongly to soils containing organic carbon and clay than neutral species(4). Volatilization from moist soil surfaces is not expected to be an important fate process(SRC) based upon an estimated Henry's Law constant of 5.9X10-8 atm cu m/mol atm-cu m/mole(SRC), developed using a fragment constant estimation method(5), and the fact that cations do not volatilize. The potential for volatilization of diethylhydroxylamine from dry soil surfaces may exist(SRC) based upon an extrapolated vapor pressure of 3.36 mm Hg at 25 °C(6). Diethylhydroxylamine was biodegraded between 1-9% in the Japanese MITI test(7), suggesting it may be slow to biodegrade in soil.|AQUATIC FATE: Based on a classification scheme(1), an estimated Koc value of 74(SRC), determined from a structure estimation method(2), indicates that diethylhydroxylamine is not expected to adsorb to suspended solids and sediment(SRC). The estimated pKa of diethylhydroxylamine is 5.7(3), indicating it will partially exist in the protonated form in water. As a result, diethylhydroxylamine may have greater adsorption to suspended solids and sediment than its estimated Koc value indicates(SRC). Volatilization from water surfaces is not expected(4) based upon an estimated Henry's Law constant of 5.9X10-8 atm cu m/mol atm-cu m/mole(SRC), developed using a fragment constant estimation method(5), and the fact that cations do not volatilize. According to a classification scheme(6), an estimated BCF of 3(SRC), from a log Kow of -0.17(7) and a regression-derived equation(8), suggests the potential for bioconcentration in aquatic organisms is low(SRC). Diethylhydroxylamine was biodegraded between 1-9% in the Japanese MITI test(7), suggesting it may be slow to biodegrade in water.|ATMOSPHERIC FATE: According to a model of gas/particle partitioning of semivolatile organic compounds in the atmosphere(1), diethylhydroxylamine, which has a vapor pressure of 3.36 mm Hg at 25 °C(2), is expected to exist solely in the vapor phase in the ambient atmosphere. Vapor-phase diethylhydroxylamine is degraded in the atmosphere by reaction with photochemically-produced hydroxyl radicals(SRC); the half-life for this reaction in air is estimated to be 4 hours(SRC), calculated from its rate constant of 1.01X10-10 cu cm/molecule-sec at 25 deg(3). Diethylhydroxylamine does not contain chromophores that absorb at wavelengths >290 nm and therefore is not expected to undergo direct photolysis by sunlight(4).
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Abiotic Degradation
The rate constant for the vapor-phase reaction of diethylhydroxylamine with photochemically-produced hydroxyl radicals has been measured as 1.01X10-10 cu cm/molecule-sec at 25 °C(1). This corresponds to an atmospheric half-life of about 4 hours(SRC) at an atmospheric concentration of 5X10+5 hydroxyl radicals per cu cm(1). Diethylhydroxylamine is not expected to undergo hydrolysis in the environment due to the lack of hydrolyzable functional groups(2). Diethylhydroxylamine does not contain chromophores that absorb at wavelengths >290 nm and therefore is not expected to undergo direct photolysis by sunlight(2).
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Bioconcentration
An estimated BCF of 3 was calculated in fish for diethylhydroxylamine(SRC), using a log Kow of -0.17(1) and a regression-derived equation(2). According to a classification scheme(3), this BCF suggests the potential for bioconcentration in aquatic organisms is low(SRC).
Mobility
Using an estimation method based on molecular connectivity indices(1), the Koc for diethylhydroxylamine is estimated to be 74(SRC). According to a suggested classification scheme(2), this Koc value suggests that diethylhydroxylamine will have high mobility in soil(SRC). The estimated pKa of diethylhydroxylamine is 5.7(3), indicating it will partially exist in the protonated form in moist soils. As a result, the mobility of diethylhydroxylamine may be overestimated since cations generally adsorb more strongly to soils containing organic carbon and clay than neutral species(4).
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Volatilization
Diethylhydroxylamine is a weak base with an estimated pKa of 5.7(1). This estimated pKa indicates diethylhydroxylamine will partially exist in the protonated form in the environment. Volatilization from moist soil and water is not expected since cations do not volatilize and the estimated Henry's Law constant for the neutral species (free base) of diethylhydroxylamine is 5.9X10-8 atm cu m/mol(SRC), using a fragment constant estimation method(2). The potential for volatilization of diethylhydroxylamine from dry soil surfaces may exist(SRC) based upon an extrapolated vapor pressure of 3.36 mm Hg at 25 °C(3).
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Human Exposure
NIOSH (NOES Survey 1981-1983) has statistically estimated that 950 workers (14 of these were female) were potentially exposed to diethylhydroxylamine in the US(1). Occupational exposure to diethylhydroxylamine may occur through inhalation and dermal contact with this compound at workplaces where diethylhydroxylamine is produced or used(SRC).
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Antidote
/SRP:/ Immediate first aid: Ensure that adequate decontamination has been carried out. If patient is not breathing, start artificial respiration, preferably with a demand valve resuscitator, bag-valve-mask device, or pocket mask, as trained. Perform CPR if necessary. Immediately flush contaminated eyes with gently flowing water. Do not induce vomiting. If vomiting occurs, lean patient forward or place on the left side (head-down position, if possible) to maintain an open airway and prevent aspiration. Keep patient quiet and maintain normal body temperature. Obtain medical attention. /Poisons A and B/|/SRP:/ Basic treatment: Establish a patent airway (oropharyngeal or nasopharyngeal airway, if needed). Suction if necessary. Watch for signs of respiratory insufficiency and assist ventilations if needed. Administer oxygen by nonrebreather mask at 10 to 15 L/min. Monitor for pulmonary edema and treat if necessary ... . Monitor for shock and treat if necessary ... . Anticipate seizures and treat if necessary ... . For eye contamination, flush eyes immediately with water. Irrigate each eye continuously with 0.9% saline (NS) during transport ... . Do not use emetics. For ingestion, rinse mouth and administer 5 mL/kg up to 200 mL of water for dilution if the patient can swallow, has a strong gag reflex, and does not drool ... . Cover skin burns with dry sterile dressings after decontamination ... . /Poisons A and B/|/SRP:/ Advanced treatment: Consider orotracheal or nasotracheal intubation for airway control in the patient who is unconscious, has severe pulmonary edema, or is in severe respiratory distress. Positive-pressure ventilation techniques with a bag valve mask device may be beneficial. Consider drug therapy for pulmonary edema ... . Consider administering a beta agonist such as albuterol for severe bronchospasm ... . Monitor cardiac rhythm and treat arrhythmias as necessary ... . Start IV administration of D5W /SRP: "To keep open", minimal flow rate/. Use 0.9% saline (NS) or lactated Ringer's if signs of hypovolemia are present. For hypotension with signs of hypovolemia, administer fluid cautiously. Watch for signs of fluid overload ... . Treat seizures with diazepam or lorazepam ... . Use proparacaine hydrochloride to assist eye irrigation ... . /Poisons A and B/
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Human Toxicity Excerpts
/CASE REPORTS/ A 39-year-old man committed suicide by ingesting a large quantity of SH792. SH792 is a silicone resin precursor used as a hardener for waterproof paints. It is polymerized in water; this process is then followed by the formation of silicone resin and the release of N,N-diethylhydroxylamine. In this decedent, analysis by infrared spectroscopy showed that polymerized silicone resin was present in the stomach contents. The amount of silica in his tissues was within levels seen in control subjects. N,N-diethylhydroxylamine was detected in the urine (0.7 microliters/mL) but not in the stomach contents ...
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Mesh Entry Terms
diethylhydroxylamine
Production
1,000,000 - 10,000,000 lb|Production volumes for non-confidential chemicals reported under the Inventory Update Rule. [Table#6317]|Ethanamine, N-ethyl-N-hydroxy- is listed as a High Production Volume (HPV) chemical (65FR81686). Chemicals listed as HPV were produced in or imported into the U.S. in >1 million pounds in 1990 and/or 1994. The HPV list is based on the 1990 Inventory Update Rule. (IUR) (40 CFR part 710 subpart B; 51FR21438).
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Formulations
Grade: 85%
Manufacturing Info
All other chemical product and preparation manufacturing|Ethanamine, N-ethyl-N-hydroxy-: ACTIVE
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12. Related Questions
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What is N,N-Diethylhydroxylamine and how is it synthesized?N,N-Diethylhydroxylamine is a colorless transparent liquid in its pure form, while it appears as a light yellow transparent liquid in industrial products. It has a relative density of 1.867 (0-20℃), ..
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What are the applications of N,N-Diethylhydroxylamine?N,N-Diethylhydroxylamine, also known as N,N-Diethylhydroxylamine, is a colorless and transparent liquid with a strong irritating odor. It is soluble in common organic solvents including chloroform, be..
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