m-Diethylbenzol

1,3-Diethylbenzene

HCID 8864CAS 141-93-5

Grundinformationen

Standard-SMILES
CCc1cccc(CC)c1
InChIKey
AFZZYIJIWUTJFO-UHFFFAOYSA-N
Summenformel
C10H14
Durchschnittliche Molmasse
134,22 g/mol
Monoisotopische Masse
134,10955045

Namen und Bezeichner

Bevorzugter Name
1,3-Diethylbenzene
IUPAC
1,3-diethylbenzene
Lokaler Name
m-Diethylbenzol
Englischer Name
1,3-Diethylbenzene
Summenformel
C10H14
Molmasse
134.22

Namen und Synonyme

1,3-DIETHYLBENZENE141-93-5m-DiethylbenzeneBenzene, 1,3-diethyl-Benzene, m-diethyl-m-EthylethylbenzeneDTXSID1022003ZM2X7I1G8YNSC-62102DTXCID402003RefChem:72659205-511-4
Weitere Namen anzeigen
m-diethylenzenem-diethyl-benzen1,3-diethyl-benzenmeta-DiethylbenzeneGlycerol Impurity 55
MFCD000092601,3-diethyl-benzeneDiethylbenzene, m-HSDB 4082EINECS 205-511-4NSC 62102UNII-ZM2X7I1G8YBRN 1903394

Datenbank-Bezeichner

CAS
141-93-5、68584-01-0
PubChem CID
8864
DTXSID
DTXSID1022003
UNII
ZM2X7I1G8Y
EC Number
205-511-4
Nikkaji
J5.809B

Eigenschaften

Berechnete Struktureigenschaften

XLogP
3,9
Polarare Oberfläche (TPSA)
0 Ų
H-Brücken-Donoren
0
H-Brücken-Akzeptoren
0
Frei drehbare Bindungen
2
Schwere Atome
10

Experimentelle und physikochemische Eigenschaften

SolventsSolvents -> Aromatic Solvents
SpringerMaterials PropertiesBoiling point
LogP · 2 Einträge

log Kow= 4.44

4.16

Density0.8602 @ 20 °C/4 °C
Viscosity1.24X10-2 Pa.s @ 189.26 K
Solubility · 3 Einträge

Miscible in ethanol, ethyl ether and acetone

Soluble in alcohol, benzene, carbon tetrachloride, ether; insoluble in water. /Diethylbenzene/

In water, 24.0 mg/l @ 25 °C

Physikochemische Eigenschaften

Schmelzpunkt
-84 °C · -84°C(lit.)
Siedepunkt
182 °C · 182 °C
Dichte
0.864 g/mL · 0.864 g/mL at 20 °C(lit.)
Brechungsindex
20 · n20/D 1.496
Flammpunkt
50 °C · 50°C
Aggregatzustand
Liquid

Sicherheit und Regulatorisches

GHS-Klassifizierung

GHS Classification · 6 Einträge

This chemical does not meet GHS hazard criteria for < 0.1% (1 of 1063) of reports.

Danger

H226 (> 99.9%): Flammable liquid and vapor [Warning Flammable liquids]

P210, P233, P240, P241, P242, P243, P261, P264, P264+P265, P271, P273, P280, P301+P316, P302+P352, P303+P361+P353, P304+P340, P305+P351+P338, P319, P321, P331, 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 1063 reports by companies from 9 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Warning

Gefahrenhinweise

Regulatory Information · 2 Einträge

Benzene, 1,3-diethyl- is listed on the EPA's Chemical Data Reporting (CDR) system. Manufacturers and importers of Benzene, 1,3-diethyl- 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)

Benzene, 1,3-diethyl-: Does not have an individual approval but may be used under an appropriate group standard

Fire Potential · 2 Einträge

Flammable liquid when exposed to heat or flame ... /Diethyl benzene/

COMBUSTIBLE ... MODERATE FIRE RISK. /DIETHYLBENZENE/

Hazards Summary · 2 Einträge

A skin, eye, and mucous membrane irritant; High concentrations may cause lacrimation; [HSDB] Oral LDLo (rat) = 5000 mg/kg; Effects include general anesthesia; [RTECS] An irritant; [MSDSonline]

The major hazards encountered in the use and handling of 1,3-diethylbenzene stem from its toxicologic properties and flammability. Exposure to this colorless liquid may occur from its use as a solvent; as an intermediate in the manufacture of divinylbenzene; and in powderless etching. Effects from exposure may include contact burns to the skin and eyes. In activities and situations where over-exposure may occur, wear a positive pressure self-contained breathing apparatus and protective clothing. If contact should occur, irrigate exposed eyes with copious amounts of tepid water for at least 15 minutes, and wash exposed skin thoroughly with soap and water. 1,3-Diethylbenzene may be ignited by heat, sparks, or flames. Containers of this substance may expl ode in the heat of a fire. Also, its heavier-than-air vapor may travel to a source of ignition and flash back, or may accumulate to explosive concentrations in confined spaces such as sewers. For fires involving 1,3-diethylbenzene, extinguish with dry chemical, CO2, water spray, fog, or standard foam. Isolate the area for 1/2 mile in all directions if a tank, rail car, or tank truck is involved in the fire. For small spills of 1,3-diethylbenzene, take up with sand or other noncombustible absorbent and place into containers for later disposal. For large spills, use water spray to reduce vapor and dike far ahead of the spill for later disposal.

DOT Emergency Guidelines · 5 Einträge

/GUIDE 130: FLAMMABLE LIQUIDS (NON-POLAR/WATER-IMMISCIBLE/NOXIOUS)/ Fire or Explosion: HIGHLY FLAMMABLE: Will be easily ignited by heat, sparks or flames. Vapors may form explosive mixtures with air. Vapors may travel to source of ignition and flash back. Most vapors are heavier than air. They will spread along ground and collect in low or confined areas (sewers, basements, tanks). Vapor explosion hazard indoors, outdoors or in sewers. Those substances designated with a "P" may polymerize explosively when heated or involved in a fire. Runoff to sewer may create fire or explosion hazard. Containers may explode when heated. Many liquids are lighter than water. /Diethylbenzene/

/GUIDE 130: FLAMMABLE LIQUIDS (NON-POLAR/WATER-IMMISCIBLE/NOXIOUS)/ Health: May cause toxic effects if inhaled or absorbed through skin. Inhalation or contact with material may irritate or burn skin and eyes. Fire will produce irritating, corrosive and/or toxic gases. Vapors may cause dizziness or suffocation. Runoff from fire control or dilution water may cause pollution. /Diethylbenzene/

/GUIDE 130: FLAMMABLE LIQUIDS (NON-POLAR/WATER-IMMISCIBLE/NOXIOUS)/ Public Safety: CALL Emergency Response Telephone Number ... . As an immediate precautionary measure, isolate spill or leak area for at least 50 meters (150 feet) in all directions. Keep unauthorized personnel away. Stay upwind. Keep out of low areas. Ventilate closed spaces before entering. /Diethylbenzene/

/GUIDE 130: FLAMMABLE LIQUIDS (NON-POLAR/WATER-IMMISCIBLE/NOXIOUS)/ Protective Clothing: Wear positive pressure self-contained breathing apparatus (SCBA). Structural firefighters' protective clothing will only provide limited protection. /Diethylbenzene/

For more DOT Emergency Guidelines (Complete) data for 1,3-DIETHYLBENZENE (8 total), please visit the HSDB record page.

NFPA Hazard Classification · 3 Einträge

2 - Materials that, under emergency conditions, can cause temporary incapacitation or residual injury.

2 - Materials that must be moderately heated or exposed to relatively high ambient temperatures before ignition can occur. Materials would not under normal conditions form hazardous atmospheres with air, but under high ambient temperatures or under moderate heating could release vapor in sufficient quantities to produce hazardous atmospheres with air.

0 - Materials that in themselves are normally stable, even under fire conditions.

Hazard Classes and Categories · 2 Einträge

Flam. Liq. 3 (> 99.9%)

Flammable liquids - Category 3

Sicherheit und Schutzausrüstung

Fire Fighting Procedures · 2 Einträge

TO FIGHT FIRE, USE CARBON DIOXIDE, DRY CHEMICAL. /DIETHYL BENZENE/

If material on fire or involved in fire: Do not extinguish fire unless flow can be stopped or safely confined. Use water in flooding quantities as fog. Solid streams of water may spread fire. Cool all affected containers with flooding quantities of water. Apply water from as far a distance as possible. Use foam, dry chemical, or carbon dioxide. /Diethyl benzene/

Cleanup MethodsMETHODS TO REDUCE HYDROCARBONS FROM EFFLUENTS ARE DESCRIBED. MIXT OF DIETHYLBENZENE ISOMERS WAS ONE OF WATER POLLUTANTS. /DIETHYLBENZENE ISOMERS/
Disposal Methods · 1 Eintrag

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.

Preventive Measures · 3 Einträge

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. /Diethyl benzene/

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. /Diethyl benzene/

Personnel protection: Avoid breathing vapors. Keep upwind. ... 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. /Diethyl benzene/

Toxikologische Informationen

Ecotoxicity Values · 1 Eintrag

LC50 Pimephales promelas (fathead minnow) 4.15 mg/l/96 hr (confidence limit 4.05 - 4.25 mg/l), flow-through bioassay with measured concentrations, 23.5 °C, dissolved oxygen 7.5 mg/l, hardness 45.8 mg/l calcium carbonate, alkalinity 42.2 mg/l calcium carbonate, and pH 7.28.

Environmental Fate · 3 Einträge

TERRESTRIAL FATE: Based on a classification scheme(1), an estimated Koc value of 1600(SRC), determined from a structure estimation method(2), indicates that 1,3-diethylbenzene is expected to have low mobility in soil(SRC). Volatilization of 1,3-diethylbenzene from moist soil surfaces is expected to be an important fate process(SRC) given an estimated Henry's Law constant of 0.00883 atm-cu m/mole(3) estimated from its vapor pressure, 1.2 mm Hg(5), and water solubility, 24 mg/l(6). The potential for volatilization of 1,3-diethylbenzene from dry soil surfaces may exist based upon a vapor pressure of 1.2 mm Hg(5).

AQUATIC FATE: Based on a classification scheme(1), an estimated Koc value of 1600(SRC), determined from an estimation method(2), indicates that 1,3-diethylbenzene is 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 0.00883 atm-cu m/mole(4) estimated from its vapor pressure, 1.2 mm Hg(8), and water solubility, 24 mg/l(9). Using this estimated Henry's Law constant and an estimation method(3), volatilization half-lives for a model river and model lake are 1.3 hr and 5 days, respectively(SRC). According to a classification scheme(5), an estimated BCF of 520(SRC), from its log Kow of 4.44(6), and a regression-derived equation(7), suggests the potential for bioconcentration in aquatic organisms is high. Groundwater and marine water grab sample tests suggests that 1,3-diethylbenzene will biodegrade completely in groundwater in 5 days(10) and to a lesser extent in marine water, rate not specified(11).

ATMOSPHERIC FATE: According to a model of gas/particle partitioning of semivolatile organic compounds in the atmosphere(1), 1,3-diethylbenzene, which has a vapor pressure of 1.2 mm Hg at 25 °C(2), is expected to exist solely as a vapor. Vapor-phase 1,3-diethylbenzene 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 1 day(SRC), calculated from its rate constant of 14.2X10-12 cu cm/molecule-sec at 25 °C determined using a structure estimation method(3). 1,3-Diethylbenzene absorbs UV light at wavelengths of >290 nm(4) and thus has the potential to undergo direct photolysis in the environment.

Food Survey ValuesDetected unquantified amounts of 1,3-diethylbenzene in crab meat and boiled shrimp(1).
Adverse EffectsNeurotoxin - Acute solvent syndrome
Effluent Concentrations · 1 Eintrag

Exhaust emissions tests from a 1990 gasoline and a reformulated gasoline showed 0.37 and 0.29% of total hydrocarbons as 1,3-diethylbenzene, respectively(1). 1,3-Diethylbenzene represented 0.13% and 0.99% of the total emission components from light duty vehicle emissions collected in August and October of 1994, respectively, from the Caldecott Tunnel in California(2). Off-gas concns from the Skyway Waste treatment and Highland Creek plant in Ontario, Canada were consisted of 30 and 368 ug/cu m 1,3-diethylbenzene, respectively(3). 1,3-Diethylbenzene was contained in the Dissolved Air Flotation treatment effluent of a Class B oil refinery at a concn of 13 ng/g(4). 1,3-Diethylbenzene was found at unquantified amounts in the effluent sample of a water treatment plant(9). 1,3-Diethylbenzene was detected at a concn of 2.0 ug/cu m in a plume at a distance of 1 mile from its source, a General Motors facility located in Janesville, WI(5). 1,3-Diethylbenzene was detected in 5 of 21 industrial categories of wastewater effluents(6). Extract from the wastewater of paint and ink industry contained 1,3-diethylbenzene at an average concn of 15 mg/l; the extract from wastewater of a textile mill contained 1,3-diethylbenzene at an average concn of 238 mg/l; the extract from wastewater of automatic and other laundries contained 1,3-diethylbenzene at an average concn of 149 mg/l; the extract from wastewater of plastic manufacturing contained 1,3-diethylbenzene at an average concn of 46 mg/l; and the extract from wastewater of organic chemicals manufacturing contained 1,3-diethylbenzene at an average concn of 24 mg/l(5). Motorboats emitted 1,3-diethylbenzene to canal water with resultant concn ranging from 8 to 60 ng/l with an average of 41 ng/l for 8 samples(7). 1,3-Diethylbenzene was detected, but not quantified, as an introduced volatile organic compound in the water of a test stand basin after a four-stroke outboard motor filled with unleaded gasoline was left in operation for 10 minutes(8).

Soil Adsorption/Mobility · 1 Eintrag

Using a structure estimation method based on molecular connectivity indices(1), the Koc for 1,3-diethylbenzene can be estimated to be 1600(SRC). According to a classification scheme(2), this estimated Koc value suggests that 1,3-diethylbenzene is expected to have low mobility in soil.

Sicherheitsdaten

wgk
3
tsca
TSCA listed
ridadr
UN 2049 3/PG 3
hs_code
2902.90.3050
RTECS-Nr.
CZ5620000
risk_code
10-36/37/38

Chemie und Industrie

Pharmakologische Informationen

Mechanism of ActionIt is likely that the mechanism of action of the alkylbenzenes under conditions of acute exposure resembles those of the general anesthetics. /Alkylbenzenes/

Verwendung und Herstellung

Uses · 6 Einträge

Used as an intermediate and solvent; Also used to make divinylbenzene and in powderless etching; [HSDB]

Intermediate; solvent /diethylbenzene/

Diethylbenzenes are used to manufacture divinylbenzene. /Diethylbenzene/

Dused in powderless etching. /Diethylbenzene/

1,3-Diethylbenzene is converted to ethylvinylbenzene

Transalkylated to ethylbenzene

Impurities · 2 Einträge

Ethyl-, triethyl-, and higher polyethylbenzenes are impurities of the Friedel-Crafts alkylation process.

Impurities of production are propyl- and butyl-benzenes.

U.S. Production2021: 66,000 lb
Consumer UsesNot Known or Reasonably Ascertainable
Industry UsesFuel agents
Methods of Manufacturing · 4 Einträge

MANUFACTURED BY THE FRIEDEL-CRAFTS REACTION INVOLVING ETHYLENE AND BENZENE IN THE FLUID PHASE USING ALUMINUM CHLORIDE CATALYST. THE CATALYST IS REMOVED BY WASHING WITH WATER AND CAUSTIC. /DIETHYLBENZENES/

Produced by the disproportionation reaction of ethylbenzene. /Diethylbenzenes/

Occurs as a byproduct in the production of ethylbenzene from benzene and ethylene

Quantitative formation of 1,3-diethylbenzene occurs at low temperature in the liquid phase by disproportionation of ethylbenzene in the presence of at least 10 vol% HF and 0.3-0.5 mol BF3 per mol ethylbenzene.

Anwendungen

Verwenden1,3-Diethylbenzene is used as an intermediate and solvent. It is also used in the preparation of divinyl benzene. Further, it is used in powderless etching.

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