1,4-Dioxan

DIOX · Dioxan · P-DIOXANE · 1,4-DIOXAN · 1,4-Dioxacyclohexane · 4-Dioxane · 1,4-DIETHYLENE DIOXIDE · Dioxane-1,4

https://huagongshe.com/de/chemical/31275

Identifikatoren & physikalische Daten

CAS No.	123-91-1
Summenformel	C4H8O2
Durchschnittliche Molmasse	88,11 g/mol
Monoisotopische Masse	88,05242949 g/mol
SMILES	C1COCCO1
InChIKey	RYHBNJHYFVUHQT-UHFFFAOYSA-N
PubChem CID	31275
ChEMBL	CHEMBL453716
ChEBI	CHEBI:47032
EC No.	204-661-8
DTXSID	DTXSID4020533
Lokaler Name	1,4-Dioxan

Chemische & physikalische Eigenschaften

XLogP	-0,3
Polarare Oberfläche (TPSA)	18,5
H-Brücken-Donoren	0
H-Brücken-Akzeptoren	2
Frei drehbare Bindungen	0
Schwere Atome	6
Formalladung	0
Komplexität	26
LogP (Verteilungskoeffizient)	log Kow = -0.27
Geruch	Faint pleasant odorMild, ether-like odorThe odor of dioxane in low concentrations is faint and generally inoffensive and has been described as being somewhat alcoholic.
Dichte	1.036 at 68 °F (USCG, 1999) - Denser than waterwill sink1.0337 g/cu cm at 20 °CRelative density (water = 1): 1.031.0337 @ 20°C1.034 g/mL at 25 °C(lit.)
Viscosity	0.0120 centipoise at 25 °C1.17 mm²/s at 25 °C
Color/Form	Colorless liquid or solid (below 53 degrees F)
Löslichkeit	greater than or equal to 100 mg/mL at 68 °F (NTP, 1992)In water, >800 g/L at 25 °CMiscible with most organic solventsMiscible with aromatic hydrocarbons and oils.Solubility in water: miscibleSoluble in acetone, alcohol, benzene, and ether (Weast, 1986). Miscible with most organic solvents (Huntress and Mulliken, 1941) including 2-methylpropanol, toluene, cychexanone, and cyclopentanone.
Flammpunkt	54 °F (NTP, 1992)18 °C65 °F (18.3 °C) (Open cup)12 °C c.c.55 °F
Siedepunkt	214 °F at 760 mmHg (NTP, 1992)101.2 °C101 °C101.5 °C @760 [mm Hg]
Decomposition	When heated to decomposition it emits acrid smoke and irritating fumes.
Schmelzpunkt	53.2 °F (NTP, 1992)11.75 °C12 °C53 °F11.7 °C
Dampfdichte	3.03 (NTP, 1992) - Heavier than airwill sink (Relative to Air)3.03 (Air = 1)Relative vapor density (air = 1): 3.03 (vs air)
Geruchsschwelle	Odor Threshold Low: 0.8 [ppm]Odor Threshold High: 172.0 [ppm]Detection odor threshold from AIHA (mean = 12 ppm)...Air threshold of recognition at 170 ppm. This odor recognition threshold allows for dioxane to be detected before acute toxic effects occur.
Dampfdruck	27 mm Hg ( 20 °C)
Brechungsindex	n20/D 1.422(lit.)
Lagerbedingungen	room temp
Aggregatzustand	Solution
Farbe	APHA: ≤20
Geruch	Mild ether-like odor detectable at 0.8 to 172 ppm (mean = 12 ppm)
pH	6-8 (500g/l, H2O, 20℃)
Explosionsgrenze	1.7-25.2%(V)
Spezifische Wärmekapazität	Cp(liquid): 1.73 J/(g·K), at 25℃
Merck	14,3300
BRN	102551
Henry-Konstante	4.89(x 10-6 atmm3/mol) (static headspace-GC, Welke et al., 1998)
Dielektrizitätskonstante	2.2(25℃)
Stabilität	Stable. Incompatible with oxidizing agents, oxygen, halogens, reducing agents, moisture. Highly flammable - note wide explosive range. May form explosive peroxides in storage (rate of formation increased by heating, evaporation or exposure to light).
InChI	1S/C4H8O2/c1-2-6-4-3-5-1/h1-4H2
InChIKey	RYHBNJHYFVUHQT-UHFFFAOYSA-N
SMILES	C1COCCO1
LogP (Verteilungskoeffizient)	-0.42 at 20℃
Oberflächenspannung	32.71mN/m at 293.15K
CAS Datenbank	123-91-1(CAS DataBase Reference)
NIST chemische Informationen	1,4-Dioxane(123-91-1)
EPA chemische Informationen	1,4-Dioxane (123-91-1)
ECETOC JACC REPORT	1,4-Dioxane (123-91-1)

Sicherheit & Vorschriften

GHS-Einstufung	DangerH225: Highly Flammable liquid and vapor [Danger Flammable liquids]H319: Causes serious eye irritation [Warning Serious eye damage/eye irritation]H335: May cause respiratory irritation [Warning Specific target organ toxicity, single exposureRespiratory tract irritation]H350: May cause cancer [Danger Carcinogenicity]P203, P210, P233, P240, P241, P242, P243, P261, P264+P265, P271, P280, P303+P361+P353, P304+P340, P305+P351+P338, P318, P319, P337+P317, P370+P378, P403+P233, P403+P235, P405, and P501 (click each P-code to see the statement)
Regulatorische Informationen	Chemical: 1,4-DioxaneSpecific Information Requirement: Obligations to provide information apply. These obligations are:1. If the assessment report about the chemical recommends secondary notification of the chemical in particular circumstances and any of the circumstances occur in relation to the introduction (importation or manufacture) of the chemical by a person, then the person introducing this chemical must tell us in writing within 28 calendar days that the circumstances have occurred.2. A person who introduces this chemical must tell us in writing within 28 calendar days if they become aware of any of the following circumstances, namely, that since the assessment under the Industrial Chemicals (Notification and Assessment) Act 1989:a. the function or use of the chemical has changed, or is likely to change, significantlyb. the amount of the chemical being introduced has increased, or is likely to increase, significantlyc. in the case of a chemical not manufactured, or proposed to be manufactured, in Australia at the time of the assessmentâit has begun to be manufactured in Australiad. the method of manufacture of the chemical in Australia has changed, or is likely to change, in a way that may result in an increased risk of an adverse effect of the chemical on occupational health and safety, public health or the environmente. additional information has become available to the person as to an adverse effect of the chemical on occupational health and safety, public health or the environment.Hazard Traits - CarcinogenicityHematotoxicityHepatotoxicity and Digestive System ToxicityNephrotoxicity and Other Toxicity to the Urinary System

GHS-Einstufung

DangerH225: Highly Flammable liquid and vapor [Danger Flammable liquids]H319: Causes serious eye irritation [Warning Serious eye damage/eye irritation]H335: May cause respiratory irritation [Warning Specific target organ toxicity, single exposureRespiratory tract irritation]H350: May cause cancer [Danger Carcinogenicity]P203, P210, P233, P240, P241, P242, P243, P261, P264+P265, P271, P280, P303+P361+P353, P304+P340, P305+P351+P338, P318, P319, P337+P317, P370+P378, P403+P233, P403+P235, P405, and P501 (click each P-code to see the statement)

Regulatorische Informationen

Chemical: 1,4-DioxaneSpecific Information Requirement: Obligations to provide information apply. These obligations are:1. If the assessment report about the chemical recommends secondary notification of the chemical in particular circumstances and any of the circumstances occur in relation to the introduction (importation or manufacture) of the chemical by a person, then the person introducing this chemical must tell us in writing within 28 calendar days that the circumstances have occurred.2. A person who introduces this chemical must tell us in writing within 28 calendar days if they become aware of any of the following circumstances, namely, that since the assessment under the Industrial Chemicals (Notification and Assessment) Act 1989:a. the function or use of the chemical has changed, or is likely to change, significantlyb. the amount of the chemical being introduced has increased, or is likely to increase, significantlyc. in the case of a chemical not manufactured, or proposed to be manufactured, in Australia at the time of the assessmentâit has begun to be manufactured in Australiad. the method of manufacture of the chemical in Australia has changed, or is likely to change, in a way that may result in an increased risk of an adverse effect of the chemical on occupational health and safety, public health or the environmente. additional information has become available to the person as to an adverse effect of the chemical on occupational health and safety, public health or the environment.Hazard Traits - CarcinogenicityHematotoxicityHepatotoxicity and Digestive System ToxicityNephrotoxicity and Other Toxicity to the Urinary System

Anwendungen & Verwendung

Beschreibung

1,4-Dioxan ist eine farblose, brennbare Flüssigkeit mit angenehmem Geruch. Es ist in Wasser und den üblichen organischen Lösemitteln löslich. Dioxan siedet bei 101 ℃ und wird bei 11 ℃ fest. Die Dämpfe sind gesundheitsschädlich und es besteht der begründete Verdacht auf Karzinogenität. In hohen Konzentrationen wirken die Dämpfe narkotisch und führen zu schweren Leber- und Nierenschäden. Sie reizen Augen, Atemwege und die Lunge. Dioxan kann über die Haut aufgenommen werden. Bei längeren Stehen und der Einwirkung von Luft können sich explosive Peroxide bilden, besonders bei wasserfreiem Dioxan. Mit Wasser bildet Dioxan ein Azeotrop, das bei 87.8 ℃ siedet und 81.6% Dioxan enthält. Das Azeotrop mit Ethanol siedet bei 78.1 ℃ und enthält nur 9.3% an Dioxan. Dioxan findet als Lösungsmittel breite Anwendung in der Technik und im Laboratorium. Die Brom- und Schwefeltrioxid-Addukte sind schonende Bromierungs- und Sulfonierungsreagenzien. Die Eigenschaften, Anwendungen und Reaktivitäten von Dioxan und seinen Derivaten werden ausführlich in der Monographie 'Chemie und Anwendungen des 1,4-Dioxans' von W. STUMPF beschrieben.

Beschreibung

1,4-dioxane is a clear liquid with ether-like odour. It is highly flammable and forms explosive peroxides in storage (rate of formation increased by heating, evaporation, or exposure to light). 1,4-Dioxane is incompatible with oxidising agents, oxygen, halogens, reducing agents, and moisture. Industrial applications of 1,4-dioxane are extensive, for instance, as solvent for cellulose acetate, ethyl cellulose, benzyl cellulose, resins, oils, waxes, and some dyes; as a solvent for paper, cotton, and textile processing; and for various organic and inorganic compounds and products. It is also used in automotive coolant liquid and in shampoos and other cosmetics as a degreasing agent and as a component of paint and varnish. Human exposures to 1,4-dioxane have been traced to multiple occupations and breathing of contaminated workplace air and drinking polluted water. Industrial uses of 1,4-dioxane are very many. For instance, it is used as solvent for celluloses, resins, lacquers, synthetic rubbers, adhesives, sealants, fats, oils, dyes, and protective coatings; as a stabiliser for chlorinated solvents and printing inks; and as a wetting and dispersing agent in textile processing agrochemicals and pharmaceuticals, in different processing of solvent-extraction processes, and in the preparation and manufacture of detergents.

Verwenden

1,4-Dioxane, the six-member cyclic diether, is used as an aluminum inhibitor in chlorinated solvents like 1,1,1-trichloroethane and as a solvent for certain resins and polymers.