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1-Aziridinethanol

1-Aziridineethanol

HCID 14074
NotizenReaktionen
GrundinformationenÜberblickNamen und BezeichnerEigenschaftenSicherheit und RegulatorischesChemie und IndustrieZugehörige ReaktionenNotizen zur Verbindung
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Grundinformationen

CAS
1072-52-2
Standard-SMILES
OCCN1CC1
InChIKey
VYONOYYDEFODAJ-UHFFFAOYSA-N
Summenformel
C4H9NO
Durchschnittliche Molmasse
87,12 g/mol
Monoisotopische Masse
87,06841391

Überblick

1-aziridine ethanol is a clear colorless to yellow liquid. (NTP, 1992)

Namen und Bezeichner

Bevorzugter Name
1-Aziridineethanol
IUPAC
2-(aziridin-1-yl)ethanol
Lokaler Name
1-Aziridinethanol
Englischer Name
1-AZIRIDINEETHANOL
Summenformel
C4H9NO
Molmasse
87.12

Namen und Synonyme

1-AZIRIDINEETHANOL1072-52-22-(aziridin-1-yl)ethanol2-(1-Aziridinyl)ethanol1-Azirdineethanol1-(2-Hydroxyethyl)ethylenimineN-(2-Hydroxyethyl)aziridine2-(Azidin-1-yl)ethanolN-(2-Hydroxyethyl)ethylenimineN-(2-Hydroxyethyl)ethyleneimineN-(Hydroxyethyl)ethyleneimineEthanol, 2-(1-aziridinyl)-
Weitere Namen anzeigen
1-HEAAziridineethanol1-AZIRIDNEETHANOLN-EthanolaziridineAziridine-1-ethanol2-(AZIRIDINYL)ETHANOL1-AZIRIDINEETHANOL 97%
Hydroxyethylethyleneimine1-(2-Hydroxylethyl)aziridine2-Hydroxy-1-ethylaziridineN-Hydroxyethyl ethylene iminebeta-Hydroxy-1-ethylaziridineNSC 50209N-(beta-Hydroxyethyl)aziridineCCRIS 5164

Datenbank-Bezeichner

CAS
1072-52-2
PubChem CID
14074
DTXSID

Eigenschaften

Berechnete Struktureigenschaften

XLogP
-0,6
Polarare Oberfläche (TPSA)
23,2 Ų
H-Brücken-Donoren
1
H-Brücken-Akzeptoren
2
Frei drehbare Bindungen
2
Schwere Atome
6
Formalladung
0
Komplexität
42,8

Experimentelle und physikochemische Eigenschaften

Chemical ClassesNitrogen Compounds -> Other Nitrogen Compounds
SpringerMaterials PropertiesMolecular structure
Density · 2 Einträge

1.088 (NTP, 1992) - Denser than water; will sink

1.088 g/cu cm at 25 °C

Color/FormColorless liquid
Solubility · 3 Einträge

greater than or equal to 100 mg/mL at 68 °F (NTP, 1992)

Miscible in organic solvents

Miscible with water

Flash Point · 3 Einträge

153 °F (NTP, 1992)

85 °C

185 °F (open cup)

Boiling Point · 2 Einträge

309 to 313 °F at 760 mmHg (NTP, 1992)

168 °C

DecompositionWhen heated to decomposition it emits toxic fumes of /nitrogen oxides/.
Vapor Pressure

Sicherheit und Regulatorisches

Sicherheitsangaben dienen nur zur Orientierung und ersetzen weder das Sicherheitsdatenblatt (SDB) des Lieferanten noch geltende Vorschriften oder eine fachliche Bewertung.

GHS-Klassifizierung

GHS Classification · 6 Einträge

Danger

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

P260, P262, P264, P270, P280, P301+P316, P301+P330+P331, P302+P352, P302+P361+P354, P304+P340, P305+P354+P338, P316, P321, P330, P361+P364, P363, P405, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 40 reports by companies from 3 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Danger

H227: Combustible liquid [Warning Flammable liquids]

Gefahrenhinweise

Regulatory InformationChemical: 1-Aziridineethanol
Other Safety InformationEvaluation - Chemicals not considered for in depth evaluation - Not commercially active in Australia
DOT LabelPoison
Fire HazardsThis chemical is combustible. (NTP, 1992)
Health HazardsSYMPTOMS: Chronic exposure to this compound can produce liver damage.
Hazards Summary · 1 Eintrag

Single oral doses (125-1000 mg/kg) to rats caused liver necrosis; [HSDB] Hydrolyzes forming diethanolamine; A skin, eye, nose and mucous membrane irritant; May cause liver injury; [CAMEO] Caused severe irritation to eyes and skin of rabbits; [RTECS] Causes burns; Highly toxic through skin absorption; An upper respiratory tract irritant; Toxic if swallowed; [Aldrich MSDS]

Reactive GroupAlcohols and Polyols

Chemie und Industrie

Verwendung und Herstellung

Uses · 4 Einträge

Used as a chemical intermediate and chemical modifier for latex polymers, coatings, textile resins, starches, paper, wood, and cellulose fibers; [HSDB]

Pulp and Paper Processing [Category: Industry]

Chemical intermediate /Former/

CHEMICAL MODIFIER FOR: LATEX POLYMERS FOR COATINGS, TEXTILE RESINS, STARCHES, PAPER, WOOD, & CELLULOSE FIBERS

U.S. Exports · 2 Einträge

(1972) No Data

(1975) No Data

U.S. Imports · 2 Einträge

(1972) No Data

(1975) No Data

U.S. Production · 4 Einträge

(1973) MORE THAN 4.54X10+7 GRAMS (CONSUMPTION)

(1975) No Data

(1986) 10 thousand-500 thousand pounds

(1990) 10 thousand-500 thousand pounds

General Manufacturing Information · 2 Einträge

1-Aziridineethanol: INACTIVE

It has been tested as insect chemosterilant...but it is not used commercially...because of problems association with...application to insects...toxicity and environmental effects.

Anwendungen

VerwendenChemical intermediate.

Vor- und nachgelagerte Produkte

Vorgelagerte Rohstoffe

EthylenoxidBenzolNatriumhydroxidEthylenimin

Anbieter53 Anbieter

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Auf dieser SeiteGrundinformationenÜberblickNamen und BezeichnerEigenschaftenSicherheit und RegulatorischesChemie und IndustrieZugehörige ReaktionenNotizen zur Verbindung
DTXSID0024551
ChEMBL
CHEMBL118671
ChEBI
CHEBI:82393
UNII
R20BLL91L5
EC Number
214-009-4
Nikkaji
J25.965I
0.49 [mmHg]
Refractive IndexIndex of refraction = 1.4560 at 20 °C
Physical Description · 2 Einträge

1-aziridine ethanol is a clear colorless to yellow liquid. (NTP, 1992)

Colorless liquid; [Hawley] Colorless or yellow liquid; [CAMEO]

Physikochemische Eigenschaften

Siedepunkt
167 · 167-168°C
Dichte
1.088 g/mL · 1.088 g/mL at 25 °C(lit.)
Brechungsindex
1.456 · 1.4560
Flammpunkt
67 °C · 67°C
storage temp.
Hygroscopic, Refrigerator, under inert atmosphere
Löslichkeit
Chloroform (Slightly), Methanol (Slightly)
pka
14.97 · 14.97±0.10(Predicted)
Aggregatzustand
Liquid
Farbe
Colourless
Henry's Law Constant
1.3 · 1.3×104 mol/(m3Pa) at 25℃, HSDB (2015)
Stabilität
Hygroscopic, Moisture Sensitive
CAS Datenbank
1072 · 1072-52-2(CAS DataBase Reference)
EPA chemische Informationen
1 · 1-Aziridineethanol (1072-52-2)
Reactivity Alerts
Water-Reactive
Reactivity Profile · 1 Eintrag

1-AZIRIDINE ETHANOL is an amino alcohol. Amines are chemical bases. They neutralize acids in exothermic reactions to form salts plus water. May be incompatible with isocyanates, halogenated organics, peroxides, phenols (acidic), epoxides, anhydrides, and acid halides. Flammable gaseous hydrogen is generated by amines in combination with strong reducing agents, such as hydrides.

Air and Water ReactionsSoluble in water. Hydrolyzes to give diethanolamine (NTP, 1992).
Hazard Classes and Categories · 2 Einträge

Acute Tox. 3 (100%)

Flammable liquids - Category 4

Skin, Eye, and Respiratory IrritationsIrritant to skin and eyes.

Sicherheit und Schutzausrüstung

Fire FightingFires involving this compound can be controlled with a dry chemical, carbon dioxide or Halon extinguisher. (NTP, 1992)
First Aid · 1 Eintrag

EYES: First check the victim for contact lenses and remove if present. Flush victim's eyes with water or normal saline solution for 20 to 30 minutes while simultaneously calling a hospital or poison control center. Do not put any ointments, oils, or medication in the victim's eyes without specific instructions from a physician. IMMEDIATELY transport the victim after flushing eyes to a hospital even if no symptoms (such as redness or irritation) develop.

Nonfire Spill Response · 1 Eintrag

SMALL SPILLS AND LEAKAGE: If you should spill this chemical, use absorbent paper to pick up all liquid spill material. Seal the absorbent paper, as well as any of your clothing which may be contaminated, in a vapor-tight plastic bag for eventual disposal. Wash any surfaces you may have contaminated with a soap and water solution. Do not reenter the contaminated area until the Safety Officer (or other responsible person) has verified that the area has been properly cleaned.

Disposal Methods · 1 Eintrag

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 · 1 Eintrag

SRP: The scientific literature for the use of contact lenses in industry is conflicting. The benefit or detrimental effects of wearing contact lenses depend not only upon the substance, but also on factors including the form of the substance, characteristics and duration of the exposure, the uses of other eye protection equipment, and the hygiene of the lenses. However, there may be individual substances whose irritating or corrosive properties are such that the wearing of contact lenses would be harmful to the eye. In those specific cases, contact lenses should not be worn. In any event, the usual eye protection equipment should be worn even when contact lenses are in place.

Isolation and EvacuationExcerpt from ERG Guide 153 [Substances - Toxic and/or Corrosive (Combustible)]:
Personal Protective Equipment (PPE)MINIMUM PROTECTIVE CLOTHING: If Tyvek-type disposable protective clothing is not worn during handling of this chemical, wear disposable Tyvek-type sleeves taped to your gloves.

Toxikologische Informationen

Environmental Fate · 3 Einträge

TERRESTRIAL FATE: Based on a classification scheme(1), an estimated Koc value of 2.0(SRC), determined from a structure estimation method(2), indicates that 1-aziridineethanol is expected to have very high mobility in soil(SRC). However, the estimated pKa of 1-aziridineethanol is 7.8 (tertiary amine)(3), indicating that this compound will exist partially in cation form in the environment and cations generally have lower mobility in soils than their neutral counterparts(4). Volatilization of 1-aziridineethanol from moist soil surfaces is not expected to be an important fate process(SRC) because cations do not volatilize and based on an estimated Henry's Law constant of 7.8x10-10 atm-cu m/mole(SRC), calculated using a fragment constant estimation method(5). 1-Aziridineethanol is not expected to volatilize from dry soil surfaces(SRC) based upon an estimated vapor pressure of 0.49 mm Hg(SRC), determined from a fragment constant method(6). Biodegradation data were not available(SRC, 2006).

AQUATIC FATE: Based on a classification scheme(1), an estimated Koc value of 2.0(SRC), determined from a structure estimation method(2), indicates that 1-aziridineethanol is not expected to adsorb to suspended solids and sediment(SRC). However, the estimated pKa of 1-aziridineethanol is 7.8 (tertiary amine)(3), indicating that this compound will exist partially in cation form in the environment and cations generally adsorb to sediment more strongly than their neutral counterparts(4). Volatilization from water surfaces is not expected(5) because cations do not volatilize and based upon an estimated Henry's Law constant of 7.8x10-10 atm-cu m/mole(SRC), developed using a fragment constant estimation method(6). According to a classification scheme(7), an estimated BCF of 3.1(SRC), from an estimated log Kow of -1.1(8) and a regression-derived equation(9), suggests the potential for bioconcentration in aquatic organisms is low(SRC). Measured hydrolysis data were not located for 1-aziridineethanol. However, the measured hydrolysis rate constant of the structurally similar compound ethylenimine is 5.2X10-7 sec-1 at 25 °C(10), which corresponds to a half-life of 15 days. Biodegradation data were not available(SRC, 2006).

ATMOSPHERIC FATE: According to a model of gas/particle partitioning of semivolatile organic compounds in the atmosphere(1), 1-aziridineethanol, which has an estimated vapor pressure of 0.49 mm Hg at 25 °C(SRC), determined from a fragment constant method(2), will exist solely as a vapor in the ambient atmosphere. Vapor-phase 1-aziridineethanol 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 6 hours(SRC), calculated from its rate constant of 2.1x10-11 cu cm/molecule-sec at 25 °C(SRC) that was derived using a structure estimation method(3). 1-Aziridineethanol does not contain chromophores that absorb at wavelengths >290 nm and therefore is not expected to be susceptible to direct photolysis by sunlight(SRC).

Adverse EffectsOccupational hepatotoxin - Secondary hepatotoxins: the potential for toxic effect in the occupational setting is based on cases of poisoning by human ingestion or animal experimentation.
Soil Adsorption/Mobility · 1 Eintrag

Using a structure estimation method based on molecular connectivity indices(1), the Koc of 1-aziridineethanol can be estimated to be 2.0(SRC). According to a classification scheme(2), this estimated Koc value suggests that 1-aziridineethanol is expected to have very high mobility in soil. However, the estimated pKa of 1-aziridineethanol is 7.8 (tertiary amine)(3), indicating that this compound will exist partially in cation form in the environment and cations generally have lower mobility in soil than their neutral counterparts(4).

Natural Pollution Sources2-(1-AZIRIDINYL)ETHANOL IS NOT KNOWN TO OCCUR IN NATURE.
Human Toxicity Excerpts/SIGNS AND SYMPTOMS/ Toxic. Irritant to skin and eyes.
Artificial Pollution Sources1-Aziridineethanol's former production and use as a chemical intermediate(1,2) may have resulted in its release to the environment through various waste streams(SRC).
Carcinogen Classification · 5 Einträge

2-(1-Aziridinyl)ethanol

Group 3: Not classifiable as to its carcinogenicity to humans

Volume 9: (1975) Some Aziridines, N-, S- and O-Mustards and Selenium

1987

1987

Environmental Bioconcentration · 1 Eintrag

An estimated BCF of 3.1 was calculated for 1-aziridineethanol(SRC), using an estimated log Kow of -1.1(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).

Volatilization from Water/Soil · 1 Eintrag

The Henry's Law constant for 1-aziridineethanol is estimated as 7.8x10-10 atm-cu m/mole(SRC) using a fragment constant estimation method(1). The pKa of 1-aziridineethanol is 7.8 (tertiary amine)(2), indicating that this compound will exist partially as a cation in the environment. Based on this Henry's Law constant and the fact that anions do not volatilize, 1-aziridineethanol is expected to be essentially nonvolatile from moist soil or water surfaces(3). 1-Aziridineethanol is not expected to volatilize from dry soil surfaces(SRC) based upon an estimated vapor pressure of 0.49 mm Hg(SRC), determined from a fragment constant method(4).

Non-Human Toxicity Excerpts · 4 Einträge

/LABORATORY ANIMALS: Acute Exposure/ Single doses of 40-50 mg/kg body weight... IV to cats caused death in some animals within 2-4 hours. Single oral doses ranging from 125-1000 mg/kg body weight produced liver necrosis in rats. Oral administration of 10 mg/kg body weight to rats for 5 days caused depletion of bone marrow and atrophy of lymph nodes, thymus, and spleen.

/LABORATORY ANIMALS: Acute Exposure/ N-Hydroxyethyl Ethyleneimine rated 8 on rabbit eyes/ on scale of 1-10 with particular attention to cornea after 24 hr. 10= most severe injury/.

/LABORATORY ANIMALS: Chronic Exposure or Carcinogenicity/ Thirty 6-8 wk old female ICR/HA Swiss mice were given weekly SC injections of 0.3 mg 2-(1-Aziridinyl)ethanol in 0.05 mL tricaprylin for 75 wk... After 21 wk... first tumor occurred, 26 mice were alive and 10... had developed tumors at the injection site described as lymphosarcomas (5), fibrosarcomas (4), and an adenosarcoma. No tumors at the injection site occurred in 30 control mice treated with the vehicle for up to 93 weeks.

/GENOTOXICITY/ 2-(1-Aziridinyl)ethanol induced sex-linked recessive lethals in Drosophila melanogaster.

Evidence for CarcinogenicityNo data are available in humans. Limited evidence of carcinogenicity in animals. OVERALL EVALUATION: Group 3: The agent is not classifiable as to its carcinogenicity to humans.
Environmental Abiotic Degradation · 1 Eintrag

The rate constant for the vapor-phase reaction of 1-aziridineethanol with photochemically-produced hydroxyl radicals has been estimated as 2.1x10-11 cu cm/molecule-sec at 25 °C(SRC) using a structure estimation method(1). This corresponds to an atmospheric half-life of about 6 hours at an atmospheric concentration of 5X10+5 hydroxyl radicals per cu cm(1). Measured hydrolysis data were not located for 1-aziridineethanol. However, the measured hydrolysis rate constant of the structurally similar compound ethylenimine is 5.2X10-7 sec-1 at 25 °C(2), which corresponds to a half-life of 15 days. 1-Aziridineethanol does not contain chromophores that absorb at wavelengths >290 nm and therefore is not expected to be susceptible to direct photolysis by sunlight(SRC).

Sicherheitsdaten

tsca
TSCA listed
ridadr
2922
hs_code
2933.99.9701
RTECS-Nr.
CM7000000
risk_code
24/25-34
Toxizität
LD50 orl-rat: 74 mg/kg JIHTAB 31,60,49
hazard_code
T
safety_code
26-36/37/39-45-23
hazard_class
6.1
packing_group
II
Giftige Stoffe Daten
1072-52-2(Hazardous Substances Data)
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