Ethylensulfid

Thiirane

HCID 9865CAS 420-12-2

Grundinformationen

Standard-SMILES
C1CS1
InChIKey
VOVUARRWDCVURC-UHFFFAOYSA-N
Summenformel
C2H4S
Durchschnittliche Molmasse
60,12 g/mol
Monoisotopische Masse
60,00337113

Überblick

Thiirane is a saturated organic heteromonocyclic parent and an organosulfur heterocyclic compound.

Namen und Bezeichner

Bevorzugter Name
Thiirane
IUPAC
thiirane
Lokaler Name
Ethylensulfid
Englischer Name
ETHYLENE SULFIDE
Summenformel
C2H4S
Molmasse
60.12

Namen und Synonyme

ThiiraneETHYLENE SULFIDE420-12-2ThiacyclopropaneEthylene sulphide2,3-DihydrothiireneSulfuraneThiiranEthylene episulfideEthylene episulphideAethylensulfidThiirene, 2,3-dihydro-
Weitere Namen anzeigen
thiraneethylene sufideDIMETHYLENE SULFIDEhiiraneTyyranenNSC 89690
DTXSID3049411A2W5165740NSC-89690DTXCID2029371CHEBI:30977RefChem:596668206-993-9Epithioethane

Datenbank-Bezeichner

CAS
420-12-2
PubChem CID
9865
DTXSID
DTXSID3049411
ChEMBL
CHEMBL3184935
ChEBI
CHEBI:30977
UNII
A2W5165740
EC Number
206-993-9
Nikkaji
J2.585B

Eigenschaften

Berechnete Struktureigenschaften

XLogP
0,6
Polarare Oberfläche (TPSA)
25,3 Ų
H-Brücken-Donoren
0
H-Brücken-Akzeptoren
1
Frei drehbare Bindungen
0
Schwere Atome
3

Experimentelle und physikochemische Eigenschaften

Chemical ClassesOther Classes -> Sulfur Compounds
SpringerMaterials PropertiesSchoenflies notation
Density1.0130 g/cu cm at 20 °C
Color/FormColorless liquid
SolubilitySlightly soluble in ethanol and ether; soluble in acetone and chloroform
Boiling Pointdecomposes at 57 °C

Physikochemische Eigenschaften

Schmelzpunkt
207 · 207-209℃
Siedepunkt
55 · 55-56 °C (lit.)
Dichte
1.01 g/mL · 1.01 g/mL at 25 °C (lit.)
Dampfdruck
4.15 psi · 4.15 psi ( 20 °C)
Brechungsindex
20 · n20/D 1.495(lit.)
Flammpunkt
50 °F · 50 °F

Sicherheit und Regulatorisches

GHS-Klassifizierung

GHS Classification · 6 Einträge

Danger

H225 (100%): Highly Flammable liquid and vapor [Danger Flammable liquids]

P210, P233, P240, P241, P242, P243, P261, P264, P264+P265, P270, P271, P280, P301+P316, P303+P361+P353, P304+P340, P305+P354+P338, P316, P317, P321, P330, P370+P378, P403+P233, P403+P235, P405, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 41 reports by companies from 2 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Danger

H225: Highly Flammable liquid and vapor [Danger Flammable liquids]

Gefahrenhinweise

Hazards SummaryA skin and eye irritant; Toxic by inhalation and ingestion; [HSDB] An eye irritant that may cause serious injury; Effects after intraperitoneal injection (LD50 in rats = 42 mg/kg) include flaccid paralysis without anesthesia; [MSDSonline]
Hazard Classes and Categories · 2 Einträge

Flam. Liq. 2 (100%)

Flammable liquids - Category 2

Skin, Eye, and Respiratory IrritationsEthylene sulfide is ... an eye and dermal irritant.
Hazardous Reactivities and Incompatibilities · 2 Einträge

May polymerize violently in presence of acids, especially when warm.

Reacts with 4(4´-nitrobenzyl)pyridine.

Sicherheit und Schutzausrüstung

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.

Toxikologische Informationen

InteractionsWHEN TESTED FOR ETHYLENE-LIKE ACTIVITY & ETHYLENE ANTAGONISM USING TOBACCO LEAVES, ETHYLENE SULFIDE SHOWED APPARENT ETHYLENE ACTIVITY.
Environmental Fate · 3 Einträge

TERRESTRIAL FATE: Based on a classification scheme(1), an estimated Koc value of 26(SRC), determined from a structure estimation method(2), indicates that ethylene sulfide is expected to have very high mobility in soil(SRC). Volatilization of ethylene sulfide from moist soil surfaces is expected to be an important fate process(SRC) given an estimated Henry's Law constant of 3.5X10-4 atm-cu m/mole(SRC), using a fragment constant estimation method(3). Ethylene sulfide is expected to volatilize from dry soil surfaces(SRC) based upon a vapor pressure of 2.50X10+2 mm Hg(4). Ethylene oxide hydrolyzes slowly in fresh and salt water(5); by analogy, ethylene sulfide may act similarly and therefore hydrolysis on moist soil may be a slow environmental fate process(SRC). Biodegradation data were not available(SRC, 2008).

AQUATIC FATE: Based on a classification scheme(1), an estimated Koc value of 26(SRC), determined from a structure estimation method(2), indicates that ethylene sulfide is not expected to adsorb to suspended solids and sediment(SRC). Volatilization from water surfaces is expected(3) based upon an estimated Henry's Law constant of 3.5X10-4 atm-cu m/mole, developed using a fragment constant estimation method(4). Using this Henry's Law constant and an estimation method(3), volatilization half-lives for a model river and model lake are 8 hours and 5 days, respectively(SRC). According to a classification scheme(5), an estimated BCF of 3(SRC), from an estimated log Kow of 0.81(6) and a regression-derived equation(7), suggests the potential for bioconcentration in aquatic organisms is low(SRC). Ethylene oxide hydrolyzes slowly in fresh and salt water(8); by analogy ethylene sulfide may act similarly(SRC). The half-life for this reaction is 12-14 days for pH's between 5-7 in fresh water and 9-11 days in salt water(8-10). Biodegradation data were not available(SRC, 2008).

ATMOSPHERIC FATE: According to a model of gas/particle partitioning of semivolatile organic compounds in the atmosphere(1), ethylene sulfide, which has a vapor pressure of 250 mm Hg at 25 °C(2), is expected to exist solely as a vapor in the ambient atmosphere. Vapor-phase ethylene sulfide 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 8 days (SRC), calculated from its rate constant of 2.0X10-12 cu cm/molecule-sec at 25 °C, that was derived using a structure estimation method(3). Ethylene sulfide does not contain chromophores that absorb at wavelengths >290 nm(4) and therefore is not expected to be susceptible to direct photolysis by sunlight(SRC).

Food Survey ValuesEthylene sulfide has been identified, but not quantified, as a volatile flavor component of meat flavoring in mutton and beef products(1).
Adverse EffectsNeurotoxin - Other CNS neurotoxin
Soil Adsorption/Mobility · 1 Eintrag

Using a structure estimation method based on molecular connectivity indices(1), the Koc of ethylene sulfide can be estimated to be 26(SRC). According to a classification scheme(2), this estimated Koc value suggests that ethylene sulfide is expected to have very high mobility in soil.

Human Toxicity Excerpts/OTHER TOXICITY INFORMATION/ Ethylene sulfide is highly toxic when ingested, highly to moderate by inhalation, and an eye and dermal irritant.

Sicherheitsdaten

F
10-13-23
wgk
3
tsca
TSCA listed
ridadr
UN 1992 3/PG 2
hs_code
29349990
RTECS-Nr.
KX3500000

Chemie und Industrie

Verwendung und Herstellung

Uses · 2 Einträge

Used as a chemical intermediate; [HSDB]

Chemical intermediate; biocide

U.S. Exports · 2 Einträge

(1979) No Data

(1981) No Data

U.S. Imports · 2 Einträge

(1979) No Data

(1981) No Data

U.S. Production · 2 Einträge

(1979) NO EVIDENCE OF COMMERCIAL PRODN IN U.S.

(1981) NO EVIDENCE OF COMMERCIAL PRODN IN U.S.

Methods of Manufacturing · 2 Einträge

...SYNTHESIZED BY REACTION OF 2-HALOETHYLTHIOCYANATES WITH SODIUM SULFIDE. OTHER METHODS...INCL...(1) REACTION OF ETHYLENE CARBONATE WITH SODIUM OR POTASSIUM THIOCYANATE; (2) REACTION OF ETHYLENE MONOTHIOCARBONATE WITH SODIUM CARBONATE... ...METHODS OF SYNTHESIS INCL...(3) REACTION OF ETHYLENE OXIDE WITH THIOUREA, INORGANIC THIOCYANATES OR CARBONYL SULFIDE.

PROBABLY BY REACTION OF ETHYLENE OXIDE WITH POTASSIUM THIOCYANATE OR THIOUREA IN AQUEOUS SOLUTION

General Manufacturing Information · 2 Einträge

Thiirane: ACTIVE

PATENTS HAVE BEEN FILED FOR USE OF ETHYLENE SULFIDE AS MONOMER... (EG, IN THE PRODN OF HOMOPOLYMERS & COPOLYMERS), AS A MODIFYING AGENT FOR OTHER POLYMERS (EG, CELLULOSE), AS CHEMICAL INTERMEDIATE (EG, FOR PESTICIDES AND LUBRICANT ADDITIVES) & AS DIRECT-ACTING DISINFECTANT.

Anwendungen · 1 Eintrag

VerwendenEthylene sulfide is generally used in the preparation of organosulfur compounds, especially for mercaptoethylation of primary and secondary amines to obtain aminothiols.It is used in the synthesis of dendritic thioether ligands to stabilize gold nanoparticles (Au NPs).Chitosan can be chemically modified by treating ethylene sulfide to obtain a biopolymer for the removal of divalent cations from aqueous solutions.

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梯希爱(上海)化成工业发展有限公司021-67121386 · [email protected]
Hebei Chuanghai Biotechnology Co., Ltd+86-17732866630 · [email protected]
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合肥翰刚医药科技有限公司+8618062405514 · [email protected]
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