N,N-ジエチルヒドロキシルアミン

Diethylhydroxylamine

HCID 19463CAS 3710-84-7

基本情報

標準SMILES
CCN(O)CC
InChIKey
FVCOIAYSJZGECG-UHFFFAOYSA-N
分子式
C4H11NO
平均分子量
89.14 g/mol
単同位体質量
89.08406397

概要

RN given refers to parent cpd

名称と識別子

優先名称
Diethylhydroxylamine
IUPAC
N,N-diethylhydroxylamine
現地名
N,N-ジエチルヒドロキシルアミン
英語名
N,N-Diethylhydroxylamine
分子式
C4H11NO
分子量
89.14

名称と別名

N,N-Diethylhydroxylamine3710-84-7DIETHYLHYDROXYLAMINEEthanamine, N-ethyl-N-hydroxy-DTXSID2027543314I05EDVHDTXCID107543RefChem:161197223-055-4N-HydroxydiethylamineN,N-DiethylhydroxyamineHydroxylamine, N,N-diethyl-
名称をさらに表示
N,N-ジエチルヒドロキシルアミン (約85%水溶液, 約8.6mol/L)ジエチルヒドロキシアミンN,N-ジエチルヒドロキシアミンN-エチル-N-ヒドロキシエタンアミンN,N-ジエチルヒトロキシアミンジエチルヒドロキシルアミンN,NジエチルヒドロキシルアミンN,N-ジエチルヒドロキシルアミン (別名: ジエチルヒドロキシルアミン)N,N‐ジエチルヒドロキシルアミンN,N-ジエチルヒドロキシルアミン 溶液N,N-ジエチルヒドロキシルアミン, 97%N,N-ジエチルヒドロキシルアミンヒドロキシジエチルアミンDEHADIETHYL HYDROXYLAMINEN-DiethylhydroxylaMineDiethylhydroxyaminepennstoplpha-Cypermethrin(C2H5)2NOHPennstop 1866
N-ethyl-N-hydroxyethanamineMFCD00002126hydroxydiethylamineCCRIS 964EINECS 223-055-4BRN 1731349UNII-314I05EDVHAI3-28026

データベース識別子

CAS
3710-84-7
PubChem CID
19463
DTXSID
DTXSID2027543
ChEMBL
CHEMBL3184786
UNII
314I05EDVH
EC Number
223-055-4
Nikkaji
J35.165B

物性

構造計算による物性

XLogP
0.5
極性表面積
23.5 Ų
水素結合供与体数
1
水素結合受容体数
2
回転可能結合数
2
重原子数
6

実験および物理化学的性質

Chemical ClassesNitrogen Compounds -> Hydroxylamines
SpringerMaterials PropertiesChemical shift
LogPlog Kow = -0.17
Density0.8669 at 20 °C
Color/FormLiquid
Flash Point113 °F

物理化学的性質

融点
26 · −26-−25 °C(lit.)
沸点
125 · 125-130 °C
比重(密度)
0.902 g/mL · 0.902 g/mL at 25 °C
蒸気密度
3.07 · 3.07 (vs air)
蒸気圧
4 mm · 4 mm Hg ( 0 °C)
屈折率
20 · n20/D 1.420(lit.)

化学的性質

化学的特性liquid

安全と法規制

GHS分類

GHS Classification · 6 件

This chemical does not meet GHS hazard criteria for 8.6% (50 of 582) of reports.

Warning

H226 (91.2%): Flammable liquid and vapor [Warning Flammable liquids]

P210, P233, P240, P241, P242, P243, P261, P264, P264+P265, P270, P271, P273, P280, P301+P317, P302+P352, P303+P361+P353, P304+P340, P305+P351+P338, P317, P319, P321, P330, P332+P317, P337+P317, P362+P364, P370+P378, P391, P403+P233, P403+P235, P405, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 582 reports by companies from 29 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Warning

危険有害性情報

Regulatory Information · 4 件

Chemical: Ethanamine, N-ethyl-N-hydroxy-

Ethanamine, N-ethyl-N-hydroxy- is listed on the EPA's Chemical Data Reporting (CDR) system. Manufacturers and importers of Ethanamine, N-ethyl-N-hydroxy- are required to report information about their production and use of this chemical to the EPA under the Toxic Substances Control Act (TSCA). (40 eCFR Part 711)

Status: Active Update: 22-03-2023 https://echa.europa.eu/registration-dossier/-/registered-dossier/13535

Ethanamine, N-ethyl-N-hydroxy-: Does not have an individual approval but may be used under an appropriate group standard

Fire PotentialCombustible
Hazards Summary · 1 件

TLV basis is upper respiratory tract irritant; No adverse effects in rats at 15 ppm, 6 hours/day, 5 days/week for 4 weeks; Fetus not more sensitive than maternal animal; [ACGIH] A mild eye and mild to moderate skin irritant in rabbits; Not a skin sensitizer in guinea pigs; Decreased body weights/food consumption, hypoactivity, changes in white blood cell counts, reduced thymus weight, increased liver weight, and transient microscopic changes of the nasal mucosa observed in 28-day inhalation study of rats (NOAEL of 150 ppm/6 hrs/day); No histopathological changes observed in male or female reproductive organs; No reproductive toxicity observed in rats at doses maternally toxic (reduced weight gain/food consumption); [EPA ChAMP: Submission] Reacts exothermically with water; An eye and respiratory tract irritant; Vapor may reduce available oxygen for respiration; [Arkema MSDS] See Hydroxylamine.

Special Reports · 1 件

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.

Hazard Classes and Categories · 3 件

Flam. Liq. 3 (91.2%)

Flammable liquids - Category 3

Flammable liquids - Category 3

Critical Temperature and PressureCritical temperature = 567 Kelvin; Critical pressure = 4.13X10+6 Pa

安全と保護具

Fire Fighting Procedures · 1 件

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.

Disposal Methods · 1 件

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.

Preventive Measures · 3 件

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.

Threshold Limit Values (TLV)2.0 [ppm]
Personal Protective Equipment (PPE)Personnel protection: ... Wear appropriate chemical protective gloves, boots and goggles. ... Wear positive pressure self-contained breathing apparatus when fighting fires involving this material.

毒性情報

Ecotoxicity ValuesEC50 Daphnia Magna (water flea) 110.56 mg/L/48 hr; Conditions: static bioassay; Effect: inhibition of mobility
Environmental Fate · 3 件

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).

Soil Adsorption/Mobility · 1 件

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).

Human Toxicity Excerpts · 1 件

/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 ...

Artificial Pollution Sources · 1 件

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 Biodegradation · 1 件

AEROBIC: Microorganisms isolated from soils were capable of growing in media containing diethylhydroxylamine as a sole nitrogen source(1). Diethylhydroxylamine at 100 mg/L achieved 1-9% of its theoretical BOD over a 4 week incubation period using an activated sludge inoculum at 30 mg/L and the Japanese MITI test(2).

安全データ

F
3
wgk
1
tsca
TSCA listed
rtecs
NC3500000
ridadr
UN 1993 3/PG 3
毒性
LD50 orally in Rabbit: 2190 mg/kg LD50 dermal Rabbit 1300 mg/kg

化学と産業

薬理情報

Mechanism of Action · 1 件

The effects of diethylhydroxylamine (DEHA), a potent free-radical scavenger, on lipid peroxidation of rat liver microsomes were investigated in vitro. DEHA strongly inhibited ascorbate-dependent nonenzymatic microsomal lipid peroxidation. DEHA also completely inhibited nonenzymatic lipid peroxidation of heat-denatured microsomes, indicating that inhibition is protein-independent. DEHA only moderately inhibited NADPH-dependent enzymatic microsomal lipid peroxidation. DEHA has been shown to exhibit antitumorigenic properties. However, it had no significant effect on hepatic glutathione S-transferase, selenium-independent glutathione peroxidase, or selenium-dependent glutathione peroxidase activity in the DEHA-treated CD-1 (lCR) Br male mouse. This suggests that the mode of action of DEHA as an antitumorigenic agent may be different from that of butylated hydroxyanisole, whose antitumor function is attributed to induction of glutathione S-transferase activity.

用途と製造

Uses · 5 件

Used as a photographic developer, antioxidant, corrosion inhibitor, in synthetic rubber production, and emulsion polymerization; [HSDB] Used as a free radical scavenger (short-stopping agent) and oxygen scavenger for boiler water; [EPA ChAMP: Submission] Permitted for use as an inert ingredient in non-food pesticide products; [EPA]

Photographic Processing [Category: Other]

Photographic developer, antioxidant, corrosion inhibitor

Shortstopping agent in synthetic rubber production

Used as a stopper in the process of emulsin polymerization.

U.S. Production · 3 件

2023: 1,000,000 - <5,000,000 lb

Production volumes for non-confidential chemicals reported under the Inventory Update Rule. [Table#6312]

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).

Consumer UsesEtching agent
Industry UsesTerminator/Blocker
Formulations/PreparationsGrade: 85%
General Manufacturing Information · 2 件

Synthetic Rubber Manufacturing

Ethanamine, N-ethyl-N-hydroxy-: ACTIVE

応用分野 · 3 件

用途重合停止剤(スチレン-ブタジエンゴム等)、安定剤(スチレンモノマー)、 空気酸化防止剤(ラッカー、ニス等)、写真現像薬。

使用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&rsquo;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.

一般的な説明The product is 85wt.% solution of N,N-diethylhydroxylamine. The reaction of N,N-diethylhydroxylamine with tert-butylhydroperoxide has been studied. It participates in the preparation of symmetrical and an isomeric mixture of unsymmetrical phthalocyanines. It undergoes degradation on exposure to radiation and affords light hydrocarbons. Qualitative and quantitative analyses of the produced hydrocarbons have been reported. It also participates in the conversion of quinones and quinonemonosulfonimide to the corresponding hydroquinones and sulfonylaminophenols, respectively.

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関連反応

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