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1,2-Diethylbenzene

1,2-Diethylbenzene structure

1,2-Diethylbenzene 

structure

Description

COLOURLESS LIQUID WITH CHARACTERISTIC ODOUR.


Liquid|COLOURLESS LIQUID WITH CHARACTERISTIC ODOUR.

1,2-Diethylbenzene Basic Attributes

134.222

134.22

205-170-1

25HOX6T1LU

0445

2049

DTXSID6052742

Colorless

Characteristics

0

4-4.6 (estimated)

Liquid

0.8800 g/cm3 @ Temp: 20 °C

-31.2 °C

184 °C

56°C c.c.

n 20/D 1.502(lit.)

Solubility in water: none

Vapour pressure, kPa at 20°C: 0.13

Relative vapour density (air = 1): 4.6

Characteristic aromatic; like benzene, like toluene

Colorless liquid; wt/gallon: 7.22 Lb /isomeric mixt/|VAPOR PRESSURE: 1 MM HG AT 20.7 °C; CAN REACT WITH OXIDIZING MATERIALS /ISOMERIC MIXT/|Heat of combustion: -17,800 Btu/lb= -9890 cal/g= -414 X 10(5) J/kg /Diethylbenzene/|Latent heat of vaporization: 140 Btu/lb= 77 cal/g= 3.2 X 10(5) J/kg /Diethylbenzene/|Liquid surface tension: 0.030 N/m at 20 °C /Diethylbenzene/

806 °F (430 °C). /DIETHYLBENZENE/|395 °C

As a result of flow, agitation, etc., electrostatic charges can be generated.

5.4X10+7 J/kmol @ 241.93 K

Critical temperature: 668 K; Critical pressure: 2.88X10+6 Pa

Safety Information

III

3

UN 2049 3/PG 3

2

R10;R36/37/38

26-36

CZ5600000

Xi

Separated from strong oxidants. Store in an area without drain or sewer access.

P210, P233, P240, P241, P242, P243, P260, P264, P280, P303+P361+P353, P305+P351+P338, P314, P337+P313, P370+P378, P403+P235, P501

H226

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.

... Can react with oxidizing materials. /Diethyl benzene/

Flammable. Above 56 °C explosive vapour/air mixtures may be formed.

|Danger|H226 (100%): Flammable liquid and vapor [Warning Flammable liquids]|P210, P233, P240, P241, P242, P243, P261, P264, P271, P273, P280, P301+P310, P302+P352, P303+P361+P353, P304+P340, P305+P351+P338, P312, P321, P331, P332+P313, P337+P313, P362, P370+P378, P391, P403+P233, P403+P235, P405, and P501|Aggregated GHS information provided by 997 companies from 8 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.|Warning|H226: Flammable liquid and vapor [Warning Flammable liquids]|P210, P233, P240, P241, P242, P243, P260, P264, P280, P303+P361+P353, P305+P351+P338, P314, P337+P313, P370+P378, P403+P235, and P501

Flammable liquid when exposed to heat or flame ... /Diethyl benzene/|COMBUSTIBLE ... MODERATE FIRE RISK. /DIETHYLBENZENE/

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/

METHODS TO REDUCE HYDROCARBONS FROM EFFLUENTS ARE DESCRIBED. MIXT OF DIETHYLBENZENE ISOMERS WAS ONE OF WATER POLLUTANTS.|ZINC, MAGNESSIUM , CHROMIUM WERE PPT WITH CALCIUM OXIDE, THE METALS WERE RECYCLED, & THE SOLN CONTAINING DIETHYLBENZENE ISOMERS WAS REUSED.

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/

/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 1,2-DIETHYLBENZENE (8 total), please visit the HSDB record page.

No person may /transport,/ offer or accept a hazardous material for transportation in commerce unless that person is registered in conformance ... and the hazardous material is properly classed, described, packaged, marked, labeled, and in condition for shipment as required or authorized by ... /the hazardous materials regulations (49 CFR 171-177)./|The International Air Transport Association (IATA) Dangerous Goods Regulations are published by the IATA Dangerous Goods Board pursuant to IATA Resolutions 618 and 619 and constitute a manual of industry carrier regulations to be followed by all IATA Member airlines when transporting hazardous materials.|The International Maritime Dangerous Goods Code lays down basic principles for transporting hazardous chemicals. Detailed recommendations for individual substances and a number of recommendations for good practice are included in the classes dealing with such substances. A general index of technical names has also been compiled. This index should always be consulted when attempting to locate the appropriate procedures to be used when shipping any substance or article.

A skin and eye irritant. /Diethyl benzene/

Personal protection: filter respirator for organic gases and vapours adapted to the airborne concentration of the substance. Do NOT let this chemical enter the environment. Collect leaking and spilled liquid in sealable containers as far as possible. Absorb remaining liquid in sand or inert absorbent. Then store and dispose of according to local regulations.

Separated from strong oxidants. Store in an area without drain or sewer access.

No indication can be given about the rate at which a harmful concentration of this substance in the air is reached on evaporation at 20 °C.

The substance is irritating to the eyes and skin. The substance may cause effects on the central nervous system.

The substance may have effects on the liver and kidneys.

NO open flames, NO sparks and NO smoking. NO contact with hot surfaces. Above 56 °C use a closed system, ventilation and explosion-proof electrical equipment. Prevent build-up of electrostatic charges (e.g., by grounding).

Use local exhaust or breathing protection.

Protective gloves.

Wear safety spectacles or eye protection in combination with breathing protection.

| 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.

The major hazards encountered in the use and handling of 1,2-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 napthalene; and in powderless etching. Effects from exposure may include contact burns to the skin and eyes, and irritation of the mucous membranes. 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. Contaminated clothing and shoes should be removed at the site. 1,2-Diethylbenzene may be ignited by heat, sparks, and flames. Containers of this substance may explode 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 1,2-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 1,2-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.

Exhaust emissions tests from a 1990 gasoline and a reformulated gasoline had 0.88 and 0.59% (of total hydrocarbons) 1,2-diethylbenzene, respectively(1). 1,2-Diethylbenzene represented 0.28% and 0.26% 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 consisted of 37 and 739 ug/cu m 1,2-diethylbenzene, respectively(3). 1,2-Diethylbenzene is reported to be a product of combustion engines(4). Formation water from offshore oil production platforms was found to contain 1,2-diethylbenzene at a concn of 140 ug/l(5). 1,2-Diethylbenzene was identified as a vapor emitted from landfills(6). Leachate samples taken from Guelph and Muskoka municipal waste treatment plants in Ontario were tested for 1,2-diethylbenzene and none was detected(7). 1,2-Diethylbenzenes were found in unquantified amounts in the effluent sample of a water treatment plant(9). 1,2-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).

SOURCE DOMINATED: According to the National Ambient Volatile Organic Compounds (VOCs) Database, the median concn of 1,2-diethylbenzene for source dominated atmospheres is below the detection limit for 7 samples(1). 1,2-Diethylbenzene was detected in the air at the Gatwick Airport, UK in 1979: airplane engines were the source(2).|URBAN/SUBURBAN: According to the National Ambient Volatile Organic Compounds (VOCs) Database, the median urban atmospheric concn of 1,2-diethylbenzene is 0.232 ppbV for 342 samples(2). Diethylbenzenes were detected in 4 of 4 outdoor air samples and 8 of 10 indoor air samples from 10 public access buildings (offices, schools, elderly homes and a hospital)(1). The atmospheres of Pretoria, Johannesburg and Durban, South Africa were shown to contain 1,2-diethylbenzene(1). According to the National Ambient Volatile Organic Compounds (VOCs) Database, the median suburban atmospheric concn of 1,2-diethylbenzene is 0.172 ppbV for 202 samples(2).|RURAL/REMOTE: According to the National Ambient Volatile Organic Compounds (VOCs) Database, the median remote atmospheric concn of 1,2-diethylbenzene is below the detection limit for 1 sample(1).

Toxicity

1,2-Diethylbenzene's production and use as a component of gasoline at a 0.10 WT%(1), its presence in kerosine and No. 2 fuel oil(2), its presence as a product of combustion engines(3), and its presence in volatile emissions offshore drilling platforms(4) may result in its release to the environment through various waste streams(SRC).

TERRESTRIAL FATE: Based on a classification scheme(1), an estimated Koc value of 1600(SRC), determined from a structure estimation method(2), indicates that 1,2-diethylbenzene is expected to have low mobility in soil(SRC). Volatilization of 1,2-diethylbenzene from moist soil surfaces is expected to be an important fate process(SRC) given a Henry's Law constant of 0.00261 atm-cu m/mole(3) estimated from its vapor pressure, 1.05 mm Hg(5), and water solubility, 71.1 mg/l(6). The potential for volatilization of 1,2-diethylbenzene from dry soil surfaces may exist based upon a vapor pressure of 1.05 mm Hg(5). 1,2-Diethylbenzene at a concn of 22.7 ug/l was completely removed within 5 days from a gas oil mixture at a concn of about 2 mg/l added to acclimated fresh-wellwater grab samples from Tuffenwies and Zurich, Switzerland, with a pH of 8.0, at 10 and 25 °C and microbial populations of 300-400 cells/ml(7). A gas oil mixture with a concn of 0.5 ppm contained 1,2-diethylbenzene, which degraded in North Sea coastal water maintained at 20 °C for 14 days(8).|AQUATIC FATE: Based on a classification scheme(1), an estimated Koc value of 1600(SRC), determined from an estimation method(2), indicates that 1,2-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 0.00261 atm-cu m/mole(4) estimated from its vapor pressure, 1.05 mm Hg(8), and water solubility, 71.1 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 1.4 hr and 5 days, respectively(SRC). According to a classification scheme(5), an estimated BCF of 150(SRC), from its log Kow of 3.72(6), and a regression-derived equation(7), suggests the potential for bioconcentration in aquatic organisms is high. Groundwater(10) and marine water grab sample tests(11), in which 1,2-diethylbenzene was a constituent of gas oil mixtures, suggests that 1,2-diethylbenzene may biodegrade in the aquatic environment.|ATMOSPHERIC FATE: According to a model of gas/particle partitioning of semivolatile organic compounds in the atmosphere(1), 1,2-diethylbenzene, which has a vapor pressure of 1.05 mm Hg at 25 °C(2), is expected to exist solely as a vapor in the ambient atmosphere. Vapor-phase 1,2-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 2 days(SRC), calculated from its rate constant of 8.1X10-12 cu cm/molecule-sec at 25 °C determined using a structure estimation method(3). 1,2-Diethylbenzene has the potential to undergo direct photolysis in air as it absorbs UV light at wavelengths in the environmentally significant range, >290 nm(4).

The rate constant for the vapor-phase reaction of 1,2-diethylbenzene with photochemically-produced hydroxyl radicals has been estimated to be 8.1X10-12 cu cm/molecule-sec at 25 °C(SRC) using a structure estimation method(1). This corresponds to an atmospheric half-life of about 2 days at an atmospheric concn of 5X10+5 hydroxyl radicals per cu cm(1). 1,2-Diethylbenzene is not expected to undergo hydrolysis in the environment due to the lack of hydrolyzable functional groups(2). 1,2-Diethylbenzene absorbs UV light at wavelengths of >290nm(3) and thus has the potential to undergo direct photolysis in the environment.

An estimated BCF of 150 was calculated for 1,2-diethylbenzene(SRC), using a log Kow of 3.72(1) and a regression-derived equation(2). According to a classification scheme(3), this BCF suggests the potential for bioconcentration in aquatic organisms is high.

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

The Henry's Law constant for 1,2-diethylbenzene is estimated as 2.6X10-3 atm-cu m/mole(SRC) from its vapor pressure, 1.05 mm Hg(1), and water solubility, 71.1 mg/l(2). This Henry's Law constant indicates that 1,2-diethylbenzene is expected to volatilize rapidly from water surfaces(3). Based on this Henry's Law constant, the volatilization half-life from a model river (1 m deep, flowing 1 m/sec, wind velocity of 3 m/sec)(3) is estimated as 1.4 hr(SRC). The volatilization half-life from a model lake (1 m deep, flowing 0.05 m/sec, wind velocity of 0.5 m/sec)(3) is estimated as 5 days(SRC). 1,2-Diethylbenzene's estimated Henry's Law constant(1,2) indicates that volatilization from moist soil surfaces may occur(SRC). The potential for volatilization of 1,2-diethylbenzene from dry soil surfaces may exist(SRC) based upon a vapor pressure of 1.05 mm Hg(1).

DRINKING WATER: 1,2-Diethylbenzene was listed as a contaminant found in drinking water for a survey of US cities including Pomona, Escondido, Lake Tahoe and Orange Co, CA and Dallas, Washington, DC, Cincinnati, Philadelphia, Miami, New Orleans, Ottumwa, IA, and Seattle(1).

Detected unquantified amounts of 1,2-diethylbenzene in crab meat and boiled shrimp(1).

Occupational exposure to 1,2-diethylbenzene may occur through inhalation and dermal contact with this compound at workplaces where 1,2-diethylbenzene is produced or used. The general population may be exposed to 1,2-diethylbenzene via inhalation and dermal contact with this compound in consumer products containing 1,2-diethylbenzene, such as gasoline. (SRC)

Drug Information

ETHYL-, TRIETHYL-, AND HIGHER POLYETHYLBENZENES ARE IMPURITIES OF FRIEDEL-CRAFTS ALKYLATION PROCESS|IMPURITIES OF PRODUCTION ARE PROPYL- AND BUTYL-BENZENES.

Fresh air, rest. Refer for medical attention.


Remove contaminated clothes. Rinse skin with plenty of water or shower.


First rinse with plenty of water for several minutes (remove contact lenses if easily possible), then refer for medical attention.

Basic treatment: Establish a patent airway. Suction if necessary. Watch for signs of respiratory insufficiency and assist ventilations if necessary. Administer oxygen by nonrebreather mask at 10 to 15 L/min. Monitor for pulmonary edema and treat if necessary ... . Monitor for shock and treat if necessary ... . For eye contamination, flush eyes immediately with water. Irrigate each eye continuously with normal saline during transport ... . Do not use emetics. For ingestion, rinse mouth and administer 5 ml/kg up to 200 ml of water for dilution if the patient can swallow, has a strong gag reflex, and does not drool. Administer activated charcoal ... . /Aromatic hydrocarbons and related compounds/|Advanced treatment: Consider orotracheal or nasotracheal intubation for airway control in the patient who is unconscious or in respiratory arrest. Positive-pressure ventilation techniques with a bag-valve-mask device may be beneficial. Monitor cardiac rhythm and treat arrhythmias if necessary ... . Start an IV with D5W /SRP: "To keep open", minimal flow rate/. Use lactated Ringer's if signs of hypovolemia are present. Watch for signs of fluid overload. Consider drug therapy for pulmonary edema ... . Treat seizures with diazepam (Valium) ... . Use proparacaine hydrochloride to assist eye irrigation ... . /Aromatics hydrocarbons and related compounds/

MEN EXPOSED TO 1000 PPM ... EXPERIENCED EYE IRRITATION WHICH RAPIDLY DIMINISHED IN INTENSITY ON CONTINUED EXPOSURE. A CONCN OF 2000 PPM CAUSED IMMEDIATE, SEVERE EYE IRRITATION, LACRIMATION, AND IRRITATION OF THE MUCOUS MEMBRANES OF THE NOSE. ... 5000 PPM ... CAUSES INTOLERABLE IRRITATION OF ... EYES ... NOSE. /ETHYLBENZENE/

1,2-diethylbenzene

The substance can be absorbed into the body by inhalation of its aerosol or vapour and by ingestion.

Cough. Dizziness. Headache. Drowsiness.


Redness. Pain.


Redness. Pain.

1,2-Diethylbenzene Use and Manufacturing

Methods of Manufacturing

MANUFACTURED BY THE FRIEDEL-CRAFTS REACTION INVOLVING ETHYLENE AND BENZENE IN THE FLUID PHASE USING AN ALUMINUM CHLORIDE CATALYST. THE CATALYST IS REMOVED BY WASHING WITH WATER AND CAUSTIC. /DIETHYLBENZENES/|Produced by the disproportionation reaction of ethylbenzene. /Ethylbenzenes/|Occurs as a byproduct in the production of ethylbenzene from benzene and ethylene.

Uses

Functional fluids (closed systems)


Fuels and related products

Production

10,000,000 - 50,000,000 lb

All other basic organic chemical manufacturing|Benzene, diethyl-: ACTIVE|The o-, m-, and p- isomers are produced in the ratio of 1:6:3 from alkylation reactions.|THE COMMERCIAL PRODUCT IS EITHER A MIXTURE OF ISOMERS OR THE PARA ISOMER, THE LATTER BEING AVAILABLE IN BOTH PURE & TECHNICAL GRADES. /DIETHYLBENZENE/|The o-, m-, and p- isomers are produced in a ratio of 5%:65%:3%. A similar isomer distribution is found when produced via gas-phase alkylation of ethylbenzene with ethylene|In gasoline (high octane number): 0.10 wt%

AIR MONITORING USING CHROMATOGRAPHIC & COLORIMETRIC METHODS. /ETHYLBENZENE, ISOMER MIXT/|TRACE AMT OF POLLUTANTS INCL HYDROCARBONS WERE IDENTIFIED IN URBAN AIR SAMPLES BY GAS CHROMATOGRAPHIC-MASS SPECTROMETRIC METHOD.

Computed Properties

Molecular Weight:134.22
XLogP3:3.7
Rotatable Bond Count:2
Exact Mass:134.109550447
Monoisotopic Mass:134.109550447
Heavy Atom Count:10
Complexity:74
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes

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