Ethylbenzene

HCID 7500CAS 100-41-4

Basic information

Standard SMILES
CCc1ccccc1
InChIKey
YNQLUTRBYVCPMQ-UHFFFAOYSA-N
Molecular formula
C8H10
Average molar mass
106.16 g/mol
Monoisotopic mass
106.07825032

Names & identifiers

Preferred name
Ethylbenzene
IUPAC
ethylbenzene
English name
Ethylbenzene
Molecular formula
C8H10
Molecular weight
106.17

Names & synonyms

ETHYLBENZENE100-41-4PhenylethaneEthylbenzolBenzene, ethyl-Ethyl benzeneEthylenzeneAethylbenzolEthylbenzeenEtilbenzeneEtylobenzenalpha-Methyltoluene
Show more names
ET2OEBETHOXYETHANEDIETHYL OXIDEETHYL OXIDE
NCI-C56393DTXSID3020596L5I45M5G0ONSC-406903DTXCID10596CHEBI:16101RefChem:6429202-849-4

Database identifiers

CAS
100-41-4、68908-88-3
PubChem CID
7500
DTXSID
DTXSID3020596
ChEMBL
CHEMBL371561
ChEBI
CHEBI:16101
UNII
L5I45M5G0O
EC Number
202-849-4
Nikkaji
J2.272.471A、J3.192.069H、J3.589K

Properties

Computed structural properties

XLogP
3.1
Topological polar surface area
0 Ų
Hydrogen bond donors
0
Hydrogen bond acceptors
0
Rotatable bonds
1
Heavy atoms
8

Experimental & physicochemical properties

LogP · 2 items

log Kow = 3.15

3.1

Odor · 3 items

Aromatic odor

Pungent odor

Sweet, gasoline-like odor

Density · 6 items

0.867 at 68 °F (USCG, 1999) - Less dense than water; will float

0.8626 g/cu cm at 25 °C

Density of saturated vapor-air mixture at 760 mm Hg (air= 1): 1.03 (26 °C); specific dispersion: 174.6

Cricital density: 2.67 mmol/cu m; critical volume: 374.0 cu m/mol

Relative density (water = 1): 0.9

0.87

Viscosity · 2 items

0.64 cP at 25 °C

0.6 mm²/s at 25 °C

Color/FormColorless liquid
Solubility · 6 items

less than 1 mg/mL at 73 °F (NTP, 1992)

In water, 170 mg/L at 25 °C (average of 16 literature ranging from 131-212 mg/L at 25 °C)

In water, 169 mg/L at 25 °C

In water, 0.014 g/100 mL at 15 °C

Soluble in all proportions in ethyl alcohol and ethyl ether

For more Solubility (Complete) data for ETHYLBENZENE (8 total), please visit the HSDB record page.

Physicochemical properties

Melting point
95 °C · −95 °C(lit.)
Boiling point
136 °C · 136 °C(lit.)
Density
0.867 g/mL · 0.867 g/mL at 25 °C(lit.)
vapor density
3.7 · 3.7 (vs air)
vapor pressure
28.69 psi · 28.69 psi ( 55 °C)
refractive index
20 · n20/D 1.495(lit.)

Safety & regulation

GHS classification

GHS Classification · 6 items

Danger

H225: Highly Flammable liquid and vapor [Danger Flammable liquids];H304: May be fatal if swallowed and enters airways [Danger Aspiration hazard];H332: Harmful if inhaled [Warning Acute toxicity, inhalation];H373: May causes damage to organs through prolonged or repeated exposure [Warning Specific target organ toxicity, repeated exposure]

P210, P233, P240, P241, P242, P243, P260, P261, P271, P280, P301+P316, P303+P361+P353, P304+P340, P317, P319, P331, P370+P378, P403+P235, P405, and P501 (click each P-code to see the statement)

This chemical does not meet GHS hazard criteria for < 0.1% (2 of 7017) of reports.

Hazard information

Regulatory Information · 6 items

Chemical: Benzene, ethyl-

Hazard Traits - Carcinogenicity; Developmental Toxicity; Endocrine Toxicity; Hepatotoxicity and Digestive System Toxicity; Nephrotoxicity and Other Toxicity to the Urinary System; Neurotoxicity; Ocular Toxicity; Respiratory Toxicity;Authoritative List - ATSDR Neurotoxicants; CA MCLs; CA TACs; CWA 303(c); CWA 303(d); IARC Carcinogens - 2B; OEHHA RELs; Prop 65;Report - regardless of intended function of ingredient in the product

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

Status: Active Update: 07-03-2023 https://echa.europa.eu/registration-dossier/-/registered-dossier/15377;Status: No longer Valid Update: 24-10-2011 https://echa.europa.eu/registration-dossier/-/registered-dossier/7855

Benzene, ethyl-: HSNO Approval: HSR001151 Approved with controls

The New Jersey Worker and Community Right to Know Act requires public and private employers to provide information about hazardous substances at their workplaces. (N.J.S.A. 34:5A-1 et. seq.)

Other Safety InformationIMAP assessments - Benzene, ethyl-: Environment tier I assessment;IMAP assessments - Benzene, ethyl-: Human health tier II assessment
DOT LabelFlammable Liquid
Fire Hazards · 3 items

Special Hazards of Combustion Products: Irritating vapors are generated when heated.;Behavior in Fire: Vapor is heavier than air and may travel considerable distance to the source of ignition and flash back. (USCG, 1999)

· 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 the ground and collect in low or confined areas (sewers, basements, tanks, etc.).;· 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 will float on water.

Highly flammable. Vapour/air mixtures are explosive.

Fire PotentialA very dangerous fire ... hazard when exposed to heat or flame ...
Health Hazards · 2 items

Inhalation may cause irritation of nose, dizziness, depression. Moderate irritation of eye with corneal injury possible. Irritates skin and may cause blisters. (USCG, 1999)

· 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 asphyxiation, especially when in closed or confined areas.;· Runoff from fire control or dilution water may cause environmental contamination.

Safety & protection

Fire Fighting · 2 items

Excerpt from ERG Guide 130 [Flammable Liquids (Water-Immiscible / Noxious)]:;CAUTION: The majority of these products have a very low flash point. Use of water spray when fighting fire may be inefficient.;SMALL FIRE: Dry chemical, CO2, water spray or regular foam. If regular foam is ineffective or unavailable, use alcohol-resistant foam.;LARGE FIRE: Water spray, fog or regular foam. If regular foam is ineffective or unavailable, use alcohol-resistant foam. Avoid aiming straight or solid streams directly onto the product. If it can be done safely, move undamaged containers away from the area around the fire.;FIRE INVOLVING TANKS, RAIL TANK CARS OR HIGHWAY TANKS: Fight fire from maximum distance or use unmanned master stream devices or monitor nozzles. Cool containers with flooding quantities of water until well after fire is out. Withdraw immediately in case of rising sound from venting safety devices or discoloration of tank. ALWAYS stay away from tanks in direct contact with flames. For massive fire, use unmanned master stream devices or monitor nozzles; if this is impossible, withdraw from area and let fire burn. (ERG, 2024)

Use dry powder, foam, carbon dioxide. In case of fire: keep drums, etc., cool by spraying with water.

First Aid Measures · 4 items

Fresh air, rest. Refer for medical attention.

Remove contaminated clothes. Rinse and then wash skin with water and soap.

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

Rinse mouth. Do NOT induce vomiting. Refer for medical attention .

Accidental Release Measures · 2 items

· CALL 911. Then call emergency response telephone number on shipping paper. If shipping paper not available or no answer, refer to appropriate telephone number listed on the inside back cover.;· Keep unauthorized personnel away.;· Stay upwind, uphill and/or upstream.;· Ventilate closed spaces before entering, but only if properly trained and equipped.

· ELIMINATE all ignition sources (no smoking, flares, sparks or flames) from immediate area.;· All equipment used when handling the product must be grounded.;· Do not touch or walk through spilled material.;· Stop leak if you can do it without risk.;· Prevent entry into waterways, sewers, basements or confined areas.;· A vapor-suppressing foam may be used to reduce vapors.;· Absorb or cover with dry earth, sand or other non-combustible material and transfer to containers.;· Use clean, non-sparking tools to collect absorbed material.;Large Spill;· Dike far ahead of liquid spill for later disposal.;· Water spray may reduce vapor, but may not prevent ignition in closed spaces.

First Aid · 3 items

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.;SKIN: IMMEDIATELY flood affected skin with water while removing and isolating all contaminated clothing. Gently wash all affected skin areas thoroughly with soap and water. If symptoms such as redness or irritation develop, IMMEDIATELY call a physician and be prepared to transport the victim to a hospital for treatment.;INHALATION: IMMEDIATELY leave the contaminated area; take deep breaths of fresh air. If symptoms (such as wheezing, coughing, shortness of breath, or burning in the mouth, throat, or chest) develop, call a physician and be prepared to transport the victim to a hospital. Provide proper respiratory protection to rescuers entering an unknown atmosphere. Whenever possible, Self-Contained Breathing Apparatus (SCBA) should be used; if not available, use a level of protection greater than or equal to that advised under Protective Clothing.;INGESTION: DO NOT INDUCE VOMITING. If the victim is conscious and not convulsing, give 1 or 2 glasses of water to dilute the chemical and IMMEDIATELY call a hospital or poison control center. Be prepared to transport the victim to a hospital if advised by a physician. If the victim is convulsing or unconscious, do not give anything by mouth, ensure that the victim's airway is open and lay the victim on his/her side with the head lower than the body. DO NOT INDUCE VOMITING. IMMEDIATELY transport the victim to a hospital. (NTP, 1992)

General First Aid:;· Call 911 or emergency medical service.;· Ensure that medical personnel are aware of the material(s) involved, take precautions to protect themselves and avoid contamination.;· Move victim to fresh air if it can be done safely.;· Administer oxygen if breathing is difficult.;· If victim is not breathing:;-- DO NOT perform mouth-to-mouth resuscitation; the victim may have ingested or inhaled the substance.;-- If equipped and pulse detected, wash face and mouth, then give artificial respiration using a proper respiratory medical device (bag-valve mask, pocket mask equipped with a one-way valve or other device).;-- If no pulse detected or no respiratory medical device available, provide continuous compressions. Conduct a pulse check every two minutes or monitor for any signs of spontaneous respirations.;· Remove and isolate contaminated clothing and shoes.;· For minor skin contact, avoid spreading material on unaffected skin.;· In case of contact with substance, remove immediately by flushing skin or eyes with running water for at least 20 minutes.;· For severe burns, immediate medical attention is required.;· Effects of exposure (inhalation, ingestion, or skin contact) to substance may be delayed.;· Keep victim calm and warm.;· Keep victim under observation.;· For further assistance, contact your local Poison Control Center.;· Note: Basic Life Support (BLS) and Advanced Life Support (ALS) should be done by trained professionals.;Specific First Aid:;· Wash skin with soap and water.

(General first aid procedures);Eye: Irrigate immediately - If this chemical contacts the eyes, immediately wash (irrigate) the eyes with large amounts of water, occasionally lifting the lower and upper lids. Get medical attention immediately.;Skin: Water flush promptly - If this chemical contacts the skin, flush the contaminated skin with water promptly. If this chemical penetrates the clothing, immediately remove the clothing and flush the skin with water promptly. If irritation persists after washing, get medical attention.;Breathing: Respiratory support;Swallow: Medical attention immediately - If this chemical has been swallowed, get medical attention immediately.

Safe StorageFireproof. Separated from strong oxidants. Provision to contain effluent from fire extinguishing. Store in an area without drain or sewer access.
Firefighting HazardsVapors are heavier than air and may travel to a source of ignition and flash back. Liquid floats on water and may travel to a source of ignition and spread fire.

Toxicology

Toxicological InformationCDC-ATSDR Toxicological Profile
Body Burden · 1 item

Ethylbenzene was detected, not quantified, in 8 of 8 samples of mother's milk from 4 US urban areas(1). 16.5% of 387 expired air samples taken from 54 normal, healthy, urban volunteers were positive for ethylbenzene concentration with an average of 1.8 ng/L expired air(2). Whole blood samples from 250 subjects ranged in ethylbenzene concentrations from not detected to 59 ppb, with an average of 1.0 ppb(3). Blood samples from 251 humans in the US, collected as part of the 1999-2000 National Health and Nutrition Examination Survey, contained mean, median, minimum and maxium ethylbenzene concentrations of 0.073, 0.042, 0.010 and 0.949 ng/mL(4).

Treatment · 1 item

Following oral exposure, a gastric lavage is recommended. Protect airway by placement in Trendelenburg and left lateral decubitus position or by endotracheal intubation. Control any seizures first. Following inhalation, move patient to fresh air. Monitor for respiratory distress. If cough or difficulty breathing develops, evaluate for respiratory tract irritation, bronchitis, or pneumonitis. Administer oxygen and assist ventilation as required. Following eye exposure, irrigate exposed eyes with copious amounts of room temperature water for at least 15 minutes. In case of dermal exposure, remove contaminated clothing and wash exposed area thoroughly with soap and water. Treat dermal irritation or burns with standard topical therapy. Patients developing dermal hypersensitivity reactions may require treatment with systemic or topical corticosteroids or antihistamines. Some chemicals can produce systemic poisoning by absorption through intact skin. Carefully observe patients with dermal exposure for the development of any systemic signs or symptoms and administer symptomatic treatment as necessary. (T36)

Interactions · 3 items

Urinary biomarkers are widely used among biomonitoring studies because of their ease of collection and nonintrusiveness. Chloroform and TEX (i.e., toluene, ethylbenzene, and m-xylene) are chemicals that are often found together because of common use. Although interactions occurring among TEX are well-known, no information exists on possible kinetic interactions between these chemicals and chloroform at the level of parent compound or urinary biomarkers. The objective of this study was therefore to study the possible interactions between these compounds in human volunteers with special emphasis on the potential impact on urinary biomarkers. Five male volunteers were exposed by inhalation for 6 hr to single, binary, and quaternary mixtures that included chloroform. Exhaled air and blood samples were collected and analyzed for parent compound concentrations. Urinary biomarkers (o-cresol, mandelic, and m-methylhippuric acids) were quantified in urine samples. Published PBPK model for chloroform was used, and a Vmax of 3.4 mg/hr/kg was optimized to provide a better fit with blood data. Adapted PBPK models from our previous study were used for parent compounds and urinary biomarkers for TEX. Binary exposures with chloroform resulted in no significant interactions. Experimental data for quaternary mixture exposures were well predicted by PBPK models using published description of competitive inhibition among TEX components. However, no significant interactions were observed at levels used in this study. PBPK models for urinary biomarkers proved to be a good tool in quantifying exposure to VOC.

In lab assistants using xylenes & ethylbenzene, 2,4-dimethylphenol, metab of m-xylene could not be detected. Competitive reaction between xylenes & ethylbenzene prevented m-xylene from oxidation. ...

A study of workers exposed occupationally to solvent mixtures that include ethylbenzene (mean exposure level 1.8 ppm) showed a 58% incidence of hearing loss compared to 36% in the reference (unexposed) group. The role of ethylbenzene in the observed losses cannot be ascertained from this study given that ethylbenzene was only one of several solvents, most of which were present at mean concentrations 1.5- 3.5 times higher than ethylbenzene. Consistent with the outcome of occupational studies showing hearing loss, significant and persistent adverse auditory effects have been shown in animals after acute- and intermediate-duration inhalation exposures to ethylbenzene and after acute-duration oral exposures.

Target Organs · 3 items

Developmental (effects during periods when organs are developing) , Hepatic (Liver), Neurological (Nervous System), Renal (Urinary System or Kidneys)

Developmental;Hepatic;Urinary

Eyes, skin, respiratory system, central nervous system

Health Effects · 1 item

Chronic exposure to etylbenzene can lead to an increase in the mean number of lymphocytes and a decrease in hemoglobin levels. Acute duration and intermediate duration studies suggest that the auditory system is a sensitive target of ethylbenzene toxicity. Exposure ethylbenzene can lead to functional and organic disturbances (nervous system disturbances, toxic hepatitis and upper respiratory tract complaints). Metabolites of ethylbenzene have been shown to produce oxidative damage to DNA. (L311, T52)

Regulatory information

Regulatory Information · 6 items

Chemical: Benzene, ethyl-

Hazard Traits - Carcinogenicity; Developmental Toxicity; Endocrine Toxicity; Hepatotoxicity and Digestive System Toxicity; Nephrotoxicity and Other Toxicity to the Urinary System; Neurotoxicity; Ocular Toxicity; Respiratory Toxicity;Authoritative List - ATSDR Neurotoxicants; CA MCLs; CA TACs; CWA 303(c); CWA 303(d); IARC Carcinogens - 2B; OEHHA RELs; Prop 65;Report - regardless of intended function of ingredient in the product

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

Status: Active Update: 07-03-2023 https://echa.europa.eu/registration-dossier/-/registered-dossier/15377;Status: No longer Valid Update: 24-10-2011 https://echa.europa.eu/registration-dossier/-/registered-dossier/7855

Benzene, ethyl-: HSNO Approval: HSR001151 Approved with controls

The New Jersey Worker and Community Right to Know Act requires public and private employers to provide information about hazardous substances at their workplaces. (N.J.S.A. 34:5A-1 et. seq.)

RCRA RequirementsF003; When ethylbenzene is a spent solvent, it is classified as a hazardous waste from a nonspecific source (F003), as stated in 40 CFR 261.31, and must be managed according to State and/or Federal hazardous waste regulations.
TSCA Requirements · 1 item

Pursuant to section 8(d) of TSCA, EPA promulgated a model Health and Safety Data Reporting Rule. The section 8(d) model rule requires manufacturers, importers, and processors of listed chemical substances and mixtures to submit to EPA copies and lists of unpublished health and safety studies. Ethylbenzene is included on this list. Effective date: 6/19/87; Sunset date: 6/19/97.

Atmospheric Standards · 2 items

This action promulgates standards of performance for equipment leaks of Volatile Organic Compounds (VOC) in the Synthetic Organic Chemical Manufacturing Industry (SOCMI). The intended effect of these standards is to require all newly constructed, modified, and reconstructed SOCMI process units to use the best demonstrated system of continuous emission reduction for equipment leaks of VOC, considering costs, non air quality health and environmental impact and energy requirements. Ethylbenzene is produced, as an intermediate or a final product, by process units covered under this subpart.

Listed as a hazardous air pollutant (HAP) generally known or suspected to cause serious health problems. The Clean Air Act, as amended in 1990, directs EPA to set standards requiring major sources to sharply reduce routine emissions of toxic pollutants. EPA is required to establish and phase in specific performance based standards for all air emission sources that emit one or more of the listed pollutants. Ethylbenzene is included on this list.

CERCLA Reportable Quantities · 1 item

Persons in charge of vessels or facilities are required to notify the National Response Center (NRC) immediately, when there is a release of this designated hazardous substance, in an amount equal to or greater than its reportable quantity of 1000 lb or 454 kg. The toll free number of the NRC is (800) 424-8802. The rule for determining when notification is required is stated in 40 CFR 302.4 (section IV. D.3.b).

Clean Water Act Requirements · 3 items

Toxic pollutant designated pursuant to section 307(a)(1) of the Federal Water Pollution Control Act and is subject to effluent limitations.

Ethylbenzene is designated as a hazardous substance under section 311(b)(2)(A) of the Federal Water Pollution Control Act and further regulated by the Clean Water Act Amendments of 1977 and 1978. These regulations apply to discharges of this substance. This designation includes any isomers and hydrates, as well as any solutions and mixtures containing this substance.

For the protection of human health from the toxic properties of ethylbenzene ... the ambient water criterion is determined to be 1.4 mg/L.

Safety data

F
10
OEB
A
OEL
TWA: 100 ppm (435 mg/m3), STEL: 125 ppm (545 mg/m3)
wgk
1
IDLA
800 ppm [10% LEL]
tsca
TSCA listed

Chemistry & industry

Pharmacology

Biological Half-LifeWhole body: biphasic with initial of 3.1 hours and slower phase of 25 hours; [TDR, p. 631]
Metabolism/Metabolites · 6 items

Ethylbenzene is extensively metabolized, mainly to mandelic and phenylglyoxylic acids. These urinary metabolites can be used to monitor human exposures.

Ethyl benzene in man is metabolized 64% to mandelic and 25% to phenylglyoxylic acid and excreted into urine.

It is metabolized mainly in the liver through hydroxylation followed by conjugation and excretion of the metabolites in the urine. Major metabolites in rats are hippuric and benzoic acids (38%), 1-phenylethanol (25%), mandelic acid (15-23%), and phenylglyoxylic acid (10%). ... Major metabolites in humans are mandelic acid (65-70%) and phenylglyoxylic acid (20-25%).

Female assistants using mixture of xylenes & ethylbenzene as solvent in histology lab were exam. Avg air concn of (m + p)-xylene & ethylbenzene was between 56-68 & 34-41 ppm. Approx 1.1 to 1.4% of retained ethylbenzene was metabolized to 2-ethyl-phenol.

For more Metabolism/Metabolites (Complete) data for ETHYLBENZENE (11 total), please visit the HSDB record page.

Ethylbenzene is metabolized mainly through hydroxylation and then through conjugation reactions from which numerous metabolites have been isolated. Hydroxylation of ethylbenzene to 1-phenylethanol is catalyzed by cytochrome P-450 isoforms CYP2E1 and CYP2B6. 1-Phenylethanol is conjugated to glucuronide, which then is either excreted or converted to subsequent metabolites. Oxidation of 1-phenylethanol yields acetophenone, which is both excreted in the urine as a minor metabolite and further transformed. Continued oxidation of the side chain leads to the sequential formation of 2-hydroxyacetophenone, 1-phenyl-1,2-ethanediol, mandelic acid, and phenylglyoxylic acid. Minor pathways (e.g., ring hydroxylation) include glucuronide and sulfate conjugation with hydroxylated derivatives to form glucuronides and sulfates that are excreted in the urine. In humans exposed via inhalation, the major metabolites of ethylbenzene in the urine are mandelic acid (70%) and phenylglyoxylic acid (25%). Following dermal exposure of humans, however, excretion of mandelic acid was shown to be only 4.6% of the absorbed dose, which may indicate differences in the metabolic fate between inhalation and dermal exposure routes. (L311)

Absorption, Distribution and Excretion · 5 items

Human exposure to ethylbenzene occurs mainly by inhalation; 40-60% of inhaled ethylbenzene is retained in the lung.

Three lab technicians exposed to 42 ppm & 1 to 34 ppm had avg steady state blood levels of 0.72 + or - 0.11 mg/L. 30 Min after exposure concn had dropped to approx 0.5% of original values.

After exposure to 112-156 mg/l (aq) the skin absorption rate in humans (n= 14) was 0.11 to 0.21 mg/sq m/hr.

When administered sc to 40 rats (2.5 ml, 1:1 v/v), ethylbenzene was detected in the blood within 2 hours, and the levels of ethylbenzene (10-15 ppm in blood) were maintained for at least 16 hours.

For more Absorption, Distribution and Excretion (Complete) data for ETHYLBENZENE (6 total), please visit the HSDB record page.

Cellular LocationsMembrane

Uses & manufacturing

Uses · 6 items

Ethylbenzene is used primarily in the production of styrene. It is also used as a solvent, as a constituent of asphalt and naphtha, and in fuels.

Used as a solvent and an intermediate in the production of styrene (90%) and other organic chemicals; The general population may be exposed after contact with gasoline, automobile emissions, domestic products containing solvents, and cigarette smoke. [ACGIH] Used as a solvent for resins and coatings; [HSDB]

Painting (Solvents) [Category: Paint];Plastic Composites Manufacturing [Category: Industry]

Smoking cigarettes [Category: Food & Drugs]

Essentially all commercial ethylbenzene production is captively consumed for the manufacture of styrene monomer or in the co-production of styrene monomer with propylene oxide. Styrene is used in the production of polystyrene and a wide variety of other plastics. Of the minor uses, the most significant is in the paint industry as a solvent, which accounts for <1% of production capacity. Even smaller volumes go toward the production of acetophenone, diethylbenzene, and ethylanthraquinone.

... Component for automotive and aviation fuels.

U.S. Exports · 4 items

(1978) 8.59X10+10 G

(1983) 4.84X10+10 G

(1985) 7.49X10+10 g

(1996) 126 million pounds

U.S. Imports · 4 items

(1978) 1.53X10+10 G

(1981) 2.09X10+10 G

US General Imports entered under schedule 4, pt 1B, of the TSUS (1983). Quantity of ethylbenzene: 87,201,615 lbs.

(1996) 16 million pounds

U.S. Production · 6 items

2023: 10,000,000,000 - <15,000,000,000 lb;2022: 8,500,000,000 - <10,000,000,000 lb;2021: 10,000,000,000 - <15,000,000,000 lb;2020: 10,000,000,000 - <15,000,000,000 lb

(1977) 8.3X10+9 lb

(1980) 3.5 x 10+12 g

(1981) 3.5 x 10+12 g

(1977) 3.77X10+12 G

For more U.S. Production (Complete) data for ETHYLBENZENE (15 total), please visit the HSDB record page.

Consumption Patterns · 5 items

Intermediate for styrene monomer production, more than 99%; the remainder is exported or sold as solvent (1984).

Styrene, 97%; Miscellaneous, 3% (1983) /Estimate/

CHEMICAL PROFILE: Ethylbenzene. Intermediate for styrene monomer production, over 99%. The remainder is used in solvent applications.

CHEMICAL PROFILE: Ethylbenzene. Demand: 1988: 9,935 million lb; 1989: 10,230 million lb; 1993 /projected/: 11,500 million lb. (Imports and exports are both minor, each one on the order of 200 million lb.)

Precursors for styrene production, more than 99 percent. The remainder is used in solvent applications.

Consumer UsesSolvent;Dispersing agent;Binder;Other;Processing aids not otherwise specified;Fuel;Fuel agents;Cleaning agent;Filler;Not Known or Reasonably Ascertainable;Catalyst;Intermediate;Hardener;Adhesion/cohesion promoter;Surface modifier
Applications · 7 items

UsesEthylbenzene is used primarily to make styrene monomer (SM) [1]counting greater than 99%. At less than 1%, it is used as a solvent[2], in fuels[3], or as a starting material[4] to make other chemicals. [1] Ethylbenzene is mainly used in the manufacture of styrene, which is the raw material of producing styrene-based polymers that are widely used in products such as packaging, kitchen utensils and electronic equipment housing.2 [2] Solvents in a variety of Industries Which industries How it is used Machinery Mfg. and Repair Solvents Rubber Manufacture Solvents Paint Manufacture Hydrocarbon Solvents Wood Stains and Varnishes Varnish Solvent Paper Coating Solvents Electroplating Vapors Degreasing Solvents [3] Ethyl benzene (C6H5C2H5) is the smallest aromatic hydrocarbon molecule with C C key chain structure, and the C C single bond adjacent to benzene ring is far more weaker than those of other chemical bonds thus it is the most easily broken key. It is the characteristic structure of single chain alternative fuels such as n-propylbenzene n-butylbenzene in diesel oil and aviation kerosene. [4] Ethylbenzene may be used as a starting material to synthesize: (1) Acetophenone via selection oxidation in the presence of potassium dichromate supported on neutral alumina and using air as the oxidizing agent. (2) Styrene via dehydrogenation over nanodiamonds in an oxygen-lean environment.

DescriptionEthylbenzene is a colorless liquid with a pungent aromaticodor. The odor threshold is 0.092- 0.60 ppm.Molecular weight = 106.18; Specific gravity (H2O:1) =0.87; Boiling point = 136℃; Freezing/Meltingpoint = - 95℃; Vapor pressure = 7% mmHg at 20℃;Flash point = 12.8℃; Autoignition temperature = 432℃.Explosive limits: LEL = 0.8%; UEL = 6.7%. HazardIdentification (based on NFPA-704 M Rating System):Health 2, Flammability 3, Reactivity 0. Practically insolublein water; solubility = 0.7%.

OccurrenceHas apparently not been reported to occur in nature.

UsesEthylbenzene is used as a solvent and as anintermediate to produce styrene monomer.

UsesPrimarily used in the production of styrene; also used as an industrial solvent, as a constituent of asphalt and naptha, and as an antiknock agent in aviation and motor fuels

UsesAnesthetic. Ethylbenzene is almost exclusively (> 99%) used as an intermediate for the production of styrene monomer. Less than 1 % of the ethylbenzene produced is used as a paint solvent or as an intermediate for the production of diethylbenzene and acetophenone (IARC 2000). Ethylbenzene is a constituent (15-20%) of commercial xylene (“mixed xylenes”), and hence used as a component of solvents, as a diluent in paints and lacquers, and as a solvent in the rubber and chemical manufacturing industries (WHO 1996). Ethylbenzene has been added to motor and aviation fuels because of its anti-knock properties. Estimates of ethylbenzene in gasoline have ranged from <1-2.7%. (IARC 2000).

General DescriptionA clear colorless liquid. Flash point 59°F. Less dense than water (at 7.2 lb / gal) and insoluble in water. Hence floats on water. Vapors heavier than air. Used as a solvent and to make other chemicals.Sweet. but somewhat "gassy" odor. If at all reminiscent of any natural material, it would be a Hyacinth-type of gassy sweetness.

Preparation methods · 2 items

PreparationPreparation of Ethylbenzene from Acetophenone. Principle: The carbonyl function can be completely reduced to methylene under acidic, basic or neutral conditions. Amongst these the most common methods are Clemmensen's reduction, Wolf Kishner reduction and Mozingo reduction. The reduction of carbonyl group using hydrazine in basic medium using KOH is called as Wolf-Kishner reduction. Reaction: Procedure: Place 0.5 ml acetophenone, 5.0 ml ethylene glycol and 1.0 ml of 90% hydrazine hydrate solution and 1.1 g KOH pellets in a round bottom flask fitted with water condenser. Warm the reaction mixture of boiling water bath till KOH dissolves and then reflux for 1 h on wire gauze. Distill using Hickmann head till the temperature is 175oC. Keep the distillate and again reflux for 2 h. Cool this and extract twice with 10 ml ether. Combine the ether extracts with the distillate removed earlier and dry over sodium sulphate, decant and evaporate the ether.

PreparationBy Friedel-Crafts reaction on benzene, ethylbromide and aluminium chloride (Arc tander, 1969). Ethylbenzene is manufactured by alkylation from benzene and ethylene.

Suppliers50 total

国药集团化学试剂有限公司86-21-63210123 · [email protected]
梯希爱(上海)化成工业发展有限公司021-67121386 · [email protected]
上海阿拉丁生化科技股份有限公司400-6206333 13167063860 · [email protected]
南通润丰石油化工有限公司66017690 19952660367 · [email protected]
上海康朗生物科技有限公司021-61998208 18217752821 · [email protected]

Additional notes

Definitionethylbenzene: A colourless flammableliquid, C6H5C2H5; r.d. 0.867;m.p. –95°C; b.p. 136°C. It is madefrom ethene and ethybenzene by aFriedel–Crafts reaction and is usedin making phenylethene (for polystyrene).

Related reactions

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