1,2-ジエチルヒドラジン

1,2-Diethylhydrazine

HCID 15374CAS 1615-80-1

基本情報

標準SMILES
CCNNCC
InChIKey
YCBOYOYVDOUXLH-UHFFFAOYSA-N
分子式
C4H12N2
平均分子量
88.15 g/mol
単同位体質量
88.10004838

概要

1,2-Diethylhydrazine can cause cancer according to an independent committee of scientific and health experts.

名称と識別子

優先名称
1,2-Diethylhydrazine
IUPAC
1,2-diethylhydrazine
現地名
1,2-ジエチルヒドラジン
英語名
N,N-Diethylhydrazine
分子式
C4H12N2
分子量
88.15

名称と別名

1,2-DIETHYLHYDRAZINEN,N'-DiethylhydrazineHydrazoethaneHydroazoethane1615-80-1sym-DiethylhydrazineSDEHSymmetrical-diethylhydrazine1,2-DiaethylhydrazinI7C5I1IVDFDTXSID1043754RefChem:71878
名称をさらに表示
1,2-ジエチルヒドラジンN,N’-ジエチルヒドラジンN,N’ジエチルヒドラジンHydrazine, 1,2-diethyl-N,N-Diethylhydrazine
DTXCID9023754216-567-4RCRA waste number U086N-N'-DiethylhydrazineCCRIS 2381,2-Diaethylhydrazin [German]HSDB 5099EINECS 216-567-4

データベース識別子

CAS
1615-80-1
PubChem CID
15374
DTXSID
DTXSID1043754
ChEMBL
CHEMBL350303
ChEBI
CHEBI:82317
UNII
I7C5I1IVDF
EC Number
216-567-4
Nikkaji
J36.944F

物性

構造計算による物性

XLogP
0.3
極性表面積
24.1 Ų
水素結合供与体数
2
水素結合受容体数
2
回転可能結合数
3
重原子数
6

実験および物理化学的性質

Chemical Classes · 2 件

Nitrogen Compounds -> Hydrazines

Carcinogens

SpringerMaterials PropertiesOptical coefficient
Density0.797 AT 26 °C/4 °C/D
Color/FormCOLORLESS LIQUID
Solubility · 6 件

The hydrochloride is soluble in water and ethanol and slightly sol in acetone /1,2-Diethylhydrazine hydrochloride/

>10% in ethanol

>10% in ethyl ether

>10% in benzene

>10% in chloroform

Very soluble in benzene, ether, and ethanol.

Boiling Point85.5 °C

物理化学的性質

沸点
85.55 °C · 85.55°C
比重(密度)
0.797 · 0.7970
屈折率
1.4204 · 1.4204
酸解離定数(Pka)
9.2 · 9.20±0.70(Predicted)
Henry's Law Constant
8.2 · 8.2×101 mol/(m3Pa) at 25℃, HSDB (2015)
EPAの化学物質情報
N,N'-Diethylhydrazine (1615-80-1)

安全と法規制

GHS分類

GHS Classification · 6 件

Danger

H301 (100%): Toxic if swallowed [Danger Acute toxicity, oral]

P203, P264, P270, P280, P301+P316, P318, P321, P330, P405, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 39 reports by companies from 2 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Danger

H351: Suspected of causing cancer [Warning Carcinogenicity]

危険有害性情報

Regulatory Information · 2 件

Hazard Traits - Carcinogenicity

The New Jersey Worker and Community Right to Know Act requires public and private employers to provide information about hazardous substances at their workplaces. (N.J.S.A. 34:5A-1 et. seq.)

Hazards SummaryAn irritant; Toxic by ingestion; May be harmful if absorbed through skin or inhaled; [MSDSonline] Hydrazines are toxic to the CNS, liver, blood, and respiratory tract; [HSDB] See 1,2-Dimethylhydrazine.
Special Reports · 4 件

USEPA; Health & Environmental Effects Profile for 1,2-Diethylhydrazine (1988)

LUNN G ET AL; ENVIRON SCI TECHNOL 17 (4): 240-3 (1983). CATALYTIC REDUCTIVE DESTRUCTION OF HYDRAZINES AS AN APPROACH TO WASTE HAZARD CONTROL IS DISCUSSED. /HYDRAZINES/

Toth B; Teratogenic hydrazines: a review; In Vivo 7 (1): 101-10 (1993). The review summarizes the results of 30 hydrazines, which were studied in humans and in six animal species for teratogenic activities.

Poso A et al; J An empirical and theoretical study on mechanisms of mutagenic activity of hydrazine compounds; Mutat Research 332 (l-2): 63-71 (1995). Hydrazine compounds are important industrial and laboratory chemicals. Many of them are carcinogenic in animal tests.

RCRA Requirements · 1 件

U086; As stipulated in 40 CFR 261.33, when N,N'-diethylhydrazine, as a commercial chemical product or manufacturing chemical intermediate or an off-specification commercial chemical product or a manufacturing chemical intermediate, becomes a waste, it must be managed according to Federal and/or State hazardous waste regulations. Also defined as a hazardous waste is any residue, contaminated soil, water, or other debris resulting from the cleanup of a spill, into water or on dry land, of this waste. Generators of small quantities of this waste may qualify for partial exclusion from hazardous waste regulations (40 CFR 261.5).

EPA Hazardous Waste NumberU086; A toxic waste when a discarded commercial chemical product or manufacturing chemical intermediate or an off-specification commercial chemical product or manufacturing chemical intermediate.
Toxic Combustion ProductsWhen heated to decomposition it emits toxic fumes of NOx.

安全と保護具

Storage Conditions · 1 件

PRECAUTIONS FOR "CARCINOGENS": Storage site should be as close as practicable to lab in which carcinogens are to be used, so that only small quantities required for ... expt need to be carried. Carcinogens should be kept in only one section of cupboard, an explosion proof refrigerator or freezer (depending on chemicophysical properties ...) that bears appropriate label. An inventory ... should be kept, showing quantity of carcinogen & date it was acquired ... Facilities for dispensing ... should be contiguous to storage area. /Chemical Carcinogens/

Cleanup Methods · 1 件

PRECAUTIONS FOR "CARCINOGENS": A high-efficiency particulate arrestor (HEPA) or charcoal filters can be used to minimize amt of carcinogen in exhausted air ventilated safety cabinets, lab hoods, glove boxes or animal rooms ... Filter housing that is designed so that used filters can be transferred into plastic bag without contaminating maintenance staff is avail commercially. Filters should be placed in plastic bags immediately after removal ... The plastic bag should be sealed immediately ... The sealed bag should be labelled properly ... Waste liquids ... should be placed or collected in proper containers for disposal. The lid should be secured & the bottles properly labelled. Once filled, bottles should be placed in plastic bag, so that outer surface ... is not contaminated ... The plastic bag should also be sealed & labelled. ... Broken glassware ... should be decontaminated by solvent extraction, by chemical destruction, or in specially designed incinerators. /Chemical Carcinogens/

Disposal Methods · 5 件

SRP: At the time of review, criteria for land treatment or burial (sanitary landfill) disposal practices are subject to significant revision. Prior to implementing land disposal of waste residue (including waste sludge), consult with environmental regulatory agencies for guidance on acceptable disposal practices.

PRECAUTIONS FOR "CARCINOGENS": There is no universal method of disposal that has been proved satisfactory for all carcinogenic compounds & specific methods of chem destruction ... published have not been tested on all kinds of carcinogen containing waste. ... summary of avail methods & recommendations ... /given/ must be treated as guide only. /Chemical Carcinogens/

PRECAUTIONS FOR "CARCINOGENS": ... Incineration may be only feasible method for disposal of contaminated laboratory waste from biological expt. However, not all incinerators are suitable for this purpose. The most efficient type ... is probably the gas fired type, in which a first stage combustion with a less than stoichiometric air:fuel ratio is followed by a second stage with excess air. Some ... are designed to accept ... aqueous & organic solvent solutions, otherwise it is necessary ... to absorb soln onto suitable combustible material, such as sawdust. Alternatively, chem destruction may be used, esp when small quantities ... are to be destroyed in laboratory. /Chemical Carcinogens/

PRECAUTIONS FOR "CARCINOGENS": HEPA (high efficiency particulate arrestor) filters ... can be disposed of by incineration. For spent charcoal filters, the adsorbed material can be stripped off at high temp & carcinogenic wastes generated by this treatment conducted to & burned in an incinerator. ... LIQUID WASTE: ... Disposal should be carried out by incineration at temp that ... ensure complete combustion. SOLID WASTE: Carcasses of lab animals, cage litter & misc solid wastes ... should be disposed of by incineration at temp high enough to ensure destruction of chem carcinogens or their metabolites. /Chemical Carcinogens/

For more Disposal Methods (Complete) data for 1,2-DIETHYLHYDRAZINE (7 total), please visit the HSDB record page.

Preventive Measures · 5 件

PRECAUTIONS FOR "CARCINOGENS": Smoking, drinking, eating, storage of food or of food & beverage containers or utensils, & the application of cosmetics should be prohibited in any laboratory. All personnel should remove gloves, if worn, after completion of procedures in which carcinogens have been used. They should ... wash ... hands, preferably using dispensers of liq detergent, & rinse ... thoroughly. Consideration should be given to appropriate methods for cleaning the skin, depending on nature of the contaminant. No standard procedure can be recommended, but the use of organic solvents should be avoided. Safety pipettes should be used for all pipetting. /Chemical Carcinogens/

PRECAUTIONS FOR "CARCINOGENS": In animal laboratory, personnel should remove their outdoor clothes & wear protective suits (preferably disposable, one piece & close fitting at ankles & wrists), gloves, hair covering & overshoes. ... clothing should be changed daily but ... discarded immediately if obvious contamination occurs ... /also,/ workers should shower immediately. In chemical laboratory, gloves & gowns should always be worn ... however, gloves should not be assumed to provide full protection. Carefully fitted masks or respirators may be necessary when working with particulates or gases, & disposable plastic aprons might provide addnl protection. If gowns are of distinctive color, this is a reminder that they should not be worn outside of lab. /Chemical Carcinogens/

PRECAUTIONS FOR "CARCINOGENS": ... Operations connected with synth & purification ... should be carried out under well ventilated hood. Analytical procedures ... should be carried out with care & vapors evolved during ... procedures should be removed. ... Expert advice should be obtained before existing fume cupboards are used ... & when new fume cupboards are installed. It is desirable that there be means for decreasing the rate of air extraction, so that carcinogenic powders can be handled without ... powder being blown around the hood. Glove boxes should be kept under negative air pressure. Air changes should be adequate, so that concn of vapors of volatile carcinogens will not occur. /Chemical Carcinogens/

PRECAUTIONS FOR "CARCINOGENS": Vertical laminar flow biological safety cabinets may be used for containment of in vitro procedures ... provided that the exhaust air flow is sufficient to provide an inward air flow at the face opening of the cabinet, & contaminated air plenums that are under positive pressure are leak tight. Horizontal laminar flow hoods or safety cabinets, where filtered air is blown across the working area towards the operator, should never be used ... Each cabinet or fume cupboard to be used ... should be tested before work is begun (eg, with fume bomb) & label fixed to it, giving date of test & avg air flow measured. This test should be repeated periodically & after any structural changes. /Chemical Carcinogens/

For more Preventive Measures (Complete) data for 1,2-DIETHYLHYDRAZINE (9 total), please visit the HSDB record page.

Personal Protective Equipment (PPE) · 1 件

PRECAUTIONS FOR "CARCINOGENS": ... Dispensers of liq detergent /should be available./ ... Safety pipettes should be used for all pipetting. ... In animal laboratory, personnel should ... wear protective suits (preferably disposable, one piece & close fitting at ankles & wrists), gloves, hair covering & overshoes. ... In chemical laboratory, gloves & gowns should always be worn ... however, gloves should not be assumed to provide full protection. Carefully fitted masks or respirators may be necessary when working with particulates or gases, & disposable plastic aprons might provide addnl protection. ... Gowns ... /should be/ of distinctive color, this is a reminder that they are not to be worn outside the laboratory. /Chemical Carcinogens/

毒性情報

Environmental Fate · 3 件

TERRESTRIAL FATE: If released to soil, 1,2-diethylhydrazine may be subject to rapid dehydrogenation to azoethane; this reaction is catalyzed by the presence of small amounts of heavy metal ions (i.e. copper(2+)(1). Based on a recommended classification scheme(2), an estimated Koc value of 80(SRC), determined from a structure estimation method(3), indicates that 1,2-diethylhydrazine will have high mobility in soil(SRC). Hydrazines are weak bases and should exist predominantly in their protenated forms at pH values below their pKa value(9). A positive charge on the hydrazine could either increase or decrease the adsorption capacity of this compound depending on the soil and the pH(SRC). Volatilization of 1,2-diethylhydrazine should not be important from moist soil surfaces(SRC) given an estimated Henry's Law constant of 1.2X10-7 atm-cu m/mole(SRC), using a fragment constant estimation method(4). The potential for volatilization of 1,2-diethylhydrazine from dry soils may exist(SRC) based on the estimated vapor pressure of this compound(5,SRC). 1,2-Diethylhydrazine may also photolyze on soil surfaces(SRC) since hydrazines which strongly absorb UV light in the environmentally significant range (wavelengths greater than 290 nm)(6-8).

AQUATIC FATE: If released to water, 1,2-diethylhydrazine may be subject to rapid dehydrogenation to azoethane; this reaction is catalyzed by the presence of small amounts of heavy metal ions (i.e. copper(2+)(1). Based on a recommended classification scheme(2), an estimated Koc value of 80(SRC), determined from a structure estimation method(3), indicates that 1,2-diethylhydrazine should not adsorb to suspended solids and sediment in water(SRC). 1,2-Diethylhydrazine is not expected to volatilize from water surfaces(2,SRC) based on an estimated Henry's Law constant of 1.2X10-7 atm-cu m/mole(SRC), developed using a fragment constant estimation method(4). According to a classification scheme(5), an estimated BCF value of 1(1,SRC), from an estimated log Kow(6,SRC), suggests that bioconcentration in aquatic organisms is low(SRC). 1,2-Diethylhydrazine may also photolyze upon exposure to sunlight since hydrazines strongly absorb UV light in the environmentally significant range (wavelengths greater than 290 nm)(7-9).

ATMOSPHERIC FATE: According to a model of gas/particle partitioning of semivolatile organic compounds in the atmosphere(1), 1,2-diethylhydrazine, which has an estimated vapor pressure of 69 mm Hg at 25 °C(2,SRC), will exist solely as a vapor in the ambient atmosphere. Vapor-phase 1,2-diethylhydrazine 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 about 3 hours(3,SRC). 1,2-Diethylhydrazine may undergo direct photolysis(SRC) as hydrazines contain chromophores which strongly absorb UV light in the environmentally significant range (wavelengths greater than 290 nm)(4-6).

Adverse EffectsNeurotoxin - Other CNS neurotoxin
Medical Surveillance · 1 件

PRECAUTIONS FOR "CARCINOGENS": Whenever medical surveillance is indicated, in particular when exposure to a carcinogen has occurred, ad hoc decisions should be taken concerning ... /cytogenetic and/or other/ tests that might become useful or mandatory. /Chemical Carcinogens/

Soil Adsorption/Mobility · 1 件

Using a structure estimation method based on molecular connectivity indices(1), the Koc for 1,2-diethylhydrazine can be estimated to be about 80(SRC). According to a recommended classification scheme(2), this estimated Koc value suggests that 1,2-diethylhydrazine has high mobility in soil(SRC). 1,2-Diethylhydrazine is a weak base (pKa 7.71(3)) and should exist predominantly in its protonated form at pH values below its pKa value. A positive charge on the hydrazine could either increase or decrease the adsorption capacity of this compound depending on the soil and the pH(SRC). Thus, it is uncertain whether the estimated Koc value would be a reliable indicator of the mobility of this compound(SRC).

Natural Pollution SourcesSymmetrical 1,2-diethylhydrazine has not been reported to occur as such in nature.
Artificial Pollution Sources1,2-Diethylhydrazine's limited production and use as a research chemical(1) may result in its release to the environment through various waste streams(SRC).

法規制情報

RCRA Requirements · 1 件

U086; As stipulated in 40 CFR 261.33, when N,N'-diethylhydrazine, as a commercial chemical product or manufacturing chemical intermediate or an off-specification commercial chemical product or a manufacturing chemical intermediate, becomes a waste, it must be managed according to Federal and/or State hazardous waste regulations. Also defined as a hazardous waste is any residue, contaminated soil, water, or other debris resulting from the cleanup of a spill, into water or on dry land, of this waste. Generators of small quantities of this waste may qualify for partial exclusion from hazardous waste regulations (40 CFR 261.5).

CERCLA Reportable Quantities · 1 件

Persons in charge of vessels or facilities are required to notify the National Response Center (NRC) immediately, when there is a release of this designated hazardous substance, in an amount equal to or greater than its reportable quantity of 10 lb or 4.54 kg. The toll free number of the NRC is (800) 424-8802; In the Washington D.C. metropolitan area (202) 426-2675. The rule for determining when notification is required is stated in 40 CFR 302.4 (section IV. D.3.b).

安全データ

ridadr
1992
hazard_class
3.2
packing_group
III
有毒物質データの
1615-80-1(Hazardous Substances Data)

化学と産業

薬理情報

Mechanism of Action · 1 件

Chemical teratogens that require metabolism or bioactivation to electrophilic reactants include ... 1,2-diethylhydrazine. ... Most frequently it is the liver that produces a variety of electrophilic reactants that, like the alkylating agents, covalently bind to macromolecules.

Absorption, Distribution and Excretion · 2 件

Radioactivity was detected in the urine and bile of rats following sc injection of 21 mg/kg 1,2-di(3)H-ethylhydrazine. Peak concentrations occurred 6 hours postinjection, which was the maximum sampling time after administration.

To elucidate the role of p53 in colon tumorigenesis in mice, we examined allele loss and mutational alteration of the p53 gene in colon tumors induced by 1,2-dimethylhydrazine in Fl hybrid mice. Intragenic polymorphism of the p53 gene among parental strains enabled us to assess allele loss of the p53 gene and also to determine parental origin of mutated and/or lost alleles. Allele loss was detected in two of 163 tumors heterozygous for the p53 gene. Polymerase chain reaction-single-strand conformation polymorphism analysis of p53 exons 5-8 revealed 33 mutations in 20 of 182 colon tumors, the incidence being lower than that in human colon cancers. The majority of these mutations were of transition type: G:A transitions at nonCpG sites were most prevalent, while those at CpG sites were less common. Distribution of the mutations along p53 amino acid sequence revealed a difference in the location of 'hot spots' between mice and humans. Incidence of p53 alterations did not differ among alleles of different parental origins, suggesting that genetic changes in 1,2-dimethylhydrazine-induced mouse colon tumors had occurred independently of parental origin and 1,2-dimethylhydrazine susceptibility. Detailed analysis of p53 mutations on each allele revealed intratumoral heterogenelty in mouse colon tumors. The low incidence of p53 mutations and rare allele loss suggest that p53 alteration plays only a minor role in colon tumorigenesis in mice.

用途と製造

Uses · 3 件

Used as an intermediate and research chemical; [HSDB]

IN CHEMICAL LAB FOR SYNTH OF SYMMETRICAL DI-MANNICH-BASES

RESEARCH CHEMICAL

U.S. Production · 2 件

(1978) NOT PRODUCED COMMERCIALLY IN USA

(1982) NOT PRODUCED COMMERCIALLY IN USA

General Manufacturing Information · 2 件

No known commercial uses for 1,2-diethylhydrazine, although it has been evaluated experimentally as a high-energy rocket fuel.

1,2-Diethylhydrazine may be produced during the thermic decomposition of ethylamine.

応用分野

用途有機合成原料 (NITE総合検索)

一般的な説明Solid.

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関連反応

2 件

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