Grundinformationen
- Standard-SMILES
CCCc1ccccc1- InChIKey
ODLMAHJVESYWTB-UHFFFAOYSA-N- Summenformel
- C9H12
- Durchschnittliche Molmasse
- 120,19 g/mol
- Monoisotopische Masse
- 120,09390038
Überblick
N-propyl benzene appears as a clear colorless liquid. Insoluble in water and less dense than water. Flash point 86 °F. Mildly toxic by ingestion and inhalation. Used to make other chemicals.
Namen und Bezeichner
- Bevorzugter Name
- Propylbenzene
- IUPAC
- propylbenzene
- Lokaler Name
- Propylbenzol
- Englischer Name
- N-PROPYLBENZENE
- Summenformel
- C9H12
- Molmasse
- 120.19
Namen und Synonyme
Weitere Namen anzeigen
Datenbank-Bezeichner
- CAS
103-65-1- PubChem CID
- 7668
- DTXSID
DTXSID3042219- ChEMBL
CHEMBL286062- ChEBI
CHEBI:42630- UNII
- 0WR86ZHG2Z
- EC Number
- 203-132-9
- Nikkaji
- J5.516F
Eigenschaften
Berechnete Struktureigenschaften
- XLogP
- 3,7
- Polarare Oberfläche (TPSA)
- 0 Ų
- H-Brücken-Donoren
- 0
- H-Brücken-Akzeptoren
- 0
- Frei drehbare Bindungen
- 2
- Schwere Atome
- 9
- Formalladung
- 0
- Komplexität
- 60,4
Experimentelle und physikochemische Eigenschaften
Chemical Classes
Flammable agents - 3rd degree
Volatile Organic Compound (VOC)
LogP
log Kow= 3.69
3.79
Density
0.862 (USCG, 1999) - Less dense than water; will float
Specific gravity: 0.8620 @ 20 °C/4 °C
0.8593 @25 °C
Color/Form
Colorless liquid
Liquid
Solubility
Very slightly sol in water (0.06 g/l); sol in alcohol, ether
Miscible in ethanol, ethyl ether, and acetone
Water solubility of 23.4 mg/l at 25 °C.
Flash Point
118 °F (USCG, 1999)
86 °F (closed cup)
Boiling Point
318.2 °F at 760 mmHg (USCG, 1999)
159.2 °C
159.24 °C @760 [mm Hg]
Melting Point
-146.2 °F (USCG, 1999)
-99.5 °C
-99.6 °C
Physikochemische Eigenschaften
- Schmelzpunkt
- -99 °C · -99 °C (lit.)
- Siedepunkt
- 159 °C · 159 °C (lit.)
- Dichte
- 0.862 g/mL · 0.862 g/mL at 25 °C (lit.)
- Dampfdichte
- 4.14 · 4.14 (vs air)
- Dampfdruck
- 2 mm · 2 mm Hg ( 20 °C)
- Brechungsindex
- 20 · n20/D 1.491(lit.)
- Flammpunkt
- 118 °F · 118 °F
- storage temp.
- 2 · 2-8°C
- Löslichkeit
- 0.06 g/l · 0.06g/l
- Aggregatzustand
- Liquid
- pka
- 14 · >14 (Schwarzenbach et al., 1993)
- Farbe
- Clear slightly yellow
- Odor Threshold
- 0.0038 ppm · 0.0038ppm
- Explosionsgrenze
- 0.8 · 0.8-6%(V)
- Wasserlöslichkeit
- Miscible with alcohol, ether, acetone, benzene, and petroleum ether. Slightly miscible with water.
- Spezifische Wärmekapazität
- 1.79 J/ · Cp(liquid): 1.79 J/(g·K), at 25℃
- Merck
- 14 · 14,7844
- BRN
- 1903006 · 1903006
- Henry's Law Constant
- 4.35 · 4.35, 6.21, 8.37, 11.6, and 15.3 at 10, 15, 20, 25, and 30 °C, respectively (headspace-GC, Perlinger et al., 1993)
- Dielectric constant
- 2.4 · 2.4(20℃)
- Stabilität
- Stable. Flammable. Incompatible with strong oxidizing agents.
- Major Application
- environmental
- Kosmetik-Inhaltsstoffe Funktionen
- SOLVENT
- InChI
- 1S/C9H12/c1-2-6-9-7-4-3-5-8-9/h3-5,7-8H,2,6H2,1H3
- InChIKey
- ODLMAHJVESYWTB-UHFFFAOYSA-N
- SMILES
- CCCc1ccccc1
- LogP
- 3.69 · 3.690
- Oberflächenspannung
- 28.99 mN/m · 28.99mN/m at 20°C
- CAS Datenbank
- 103 · 103-65-1(CAS DataBase Reference)
- NIST chemische Informationen
- Benzene, propyl-(103-65-1)
- EPA chemische Informationen
- n-Propylbenzene (103-65-1)
Sicherheit und Regulatorisches
GHS-Klassifizierung
GHS Classification
Danger
H226: Flammable liquid and vapor [Warning Flammable liquids]
P210, P233, P240, P241, P242, P243, P261, P271, P273, P280, P301+P316, P303+P361+P353, P304+P340, P319, P331, P370+P378, P391, P403+P233, P403+P235, P405, and P501 (click each P-code to see the statement)
This chemical does not meet GHS hazard criteria for < 0.1% (1 of 1188) of reports.
Danger
H226 (> 99.9%): Flammable liquid and vapor [Warning Flammable liquids]
Gefahrenhinweise
Regulatory Information
Chemical: Benzene, propyl-
Hazard Traits - Nephrotoxicity and Other Toxicity to the Urinary System
Benzene, propyl- is listed on the EPA's Chemical Data Reporting (CDR) system. Manufacturers and importers of Benzene, propyl- 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)
Propylbenzene: Does not have an individual approval but may be used under an appropriate group standard
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.)
Fire Hazards
Special Hazards of Combustion Products: Vapor may travel considerable distance to a source of ignition and flashback. (USCG, 1999)
· HIGHLY FLAMMABLE: Will be easily ignited by heat, sparks or flames.
Fire Potential
Flammable, moderate fire risk.
A very dangerous fire hazard when exposed to heat, flame, or oxidizers ...
Health Hazards
May be harmful by inhalation, ingestion, or skin absorption. May cause eye and skin irritation. (USCG, 1999)
CAUTION: Petroleum crude oil (UN1267) may contain TOXIC hydrogen sulphide gas.
Hazards Summary
In animal studies, it acts as a CNS depressant and general anesthetic. [HSDB] If left on clothes, can cause reddening of skin; [CHRIS]
The major hazards encountered in the use and handling of n-propylbenzene stem from its toxicologic properties and flammability. Toxic by all routes (ie, inhalation, ingestion, dermal contact), exposure to this colorless liquid may occur from its use in textile dyeing and printing, as a solvent for cellulose acetate, and in the manufacture of methylstyrene. Effects from exposure may include burns to the skin and eyes, nausea, headache, dizziness, central nervous system depression, and unconsciousness. In activities and situations where over-exposure may occur, wear a positive pressure self-contained breathing apparatus and protective clothing. If contact should occur, immediately 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 should be removed and left at the site. This substance is flammable and may be ignited by heat, sparks, or flames. Its heavier-than-air vapor may travel to a source of ignition and flash back, or accumulate to explosive concentrations in enclosed spaces, such as sewers. Also, containers of n-propylbenzene may explode in the heat of a fire. For fires involving this substance, extinguish with dry chemical, CO2, water spray, fog, or alcohol-resistant foam. Isolate for 1/2 mile in all directions if tank, rail car or tank truck is involved in the fire. For small spills of n-propylbenzene, take up with sand or other noncombustible absorbent, and place into container for later disposal. Dike far ahead of large spills to contain for later disposal.
Reactivity Profile
Vigorous reactions, sometimes amounting to explosions, can result from the contact between aromatic hydrocarbons, such as N-PROPYL BENZENE, and strong oxidizing agents. They can react exothermically with bases and with diazo compounds. Substitution at the benzene nucleus occurs by halogenation (acid catalyst), nitration, sulfonation, and the Friedel-Crafts reaction.
DOT Emergency Guidelines
/GUIDE 128: FLAMMABLE LIQUIDS (NON-POLAR/WATER-IMMISCIBLE)/ 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. Runoff to sewer may create fire or explosion hazard. Containers may explode when heated. Many liquids are lighter than water. Substances may be transported hot.
/GUIDE 128: FLAMMABLE LIQUIDS (NON-POLAR/WATER-IMMISCIBLE)/ Health: Inhalation or contact with material may irritate or burn skin and eyes. Fire may produce irritating, corrosive and/or toxic gases. Vapors may cause dizziness or suffocation. Runoff from fire control or dilution water may cause pollution.
/GUIDE 128: FLAMMABLE LIQUIDS (NON-POLAR/WATER-IMMISCIBLE)/ 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.
/GUIDE 128: FLAMMABLE LIQUIDS (NON-POLAR/WATER-IMMISCIBLE)/ Protective Clothing: Wear positive pressure self-contained breathing apparatus (SCBA). Structural firefighters' protective clothing will only provide limited protection.
For more DOT Emergency Guidelines (Complete) data for N-PROPYLBENZENE (8 total), please visit the HSDB record page.
Sicherheit und Schutzausrüstung
Accidental Release Measures
· 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.
· ELIMINATE all ignition sources (no smoking, flares, sparks or flames) from immediate area.
First Aid
INHALATION: Call for medical aid. Remove the victim to fresh air. If not breathing give artificial respiration. If breathing is difficult, give oxygen.
General First Aid:
Fire Fighting Procedures
To fight fire, use foam, carbon dioxide, dry chemical.
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 be ineffective. 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. Keep run-off water out of sewers and water sources.
Disposal Methods
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.
The following wastewater treatment technologies have been investigated for n-propyl benzene: concentration process: biological treatment.
Preventive Measures
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. Attempt to stop leak if without undue personnel hazard. Use water spray to knock-down vapors.
Personnel protection: Avoid breathing vapors. Keep upwind. ... Avoid bodily contact with the material. ... 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. ... If contact with the material anticipated, wear appropriate chemical protective clothing.
Isolation and Evacuation
Excerpt from ERG Guide 128 [Flammable Liquids (Water-Immiscible)]:
Immediate precautionary measure
Protective Action Criteria (PAC)
3.7 [ppm]
41 [ppm]
240 [ppm]
Toxikologische Informationen
Ecotoxicity Values
WEC50 Mytilus edulis (mussels) 0.86 mg/l (0.69-1.07 mg/l) (toxicant concn in water required to reduce feeding rate by 50%).
TEC50 Mytilus edulis (mussels) 27.0 mg/kg (22.7-32.1 mg/kg) (toxicant conc in mussel tissue required to reduce feeding rate by 50%).
Environmental Fate
TERRESTRIAL FATE: Based on a classification scheme(1), an estimated Koc value of 955(SRC), determined from molecular connectivity indices(2), and measured values of 495 to 725(3,4) indicates that n-propylbenzene is expected to have low mobility in soil(SRC). Volatilization of n-propylbenzene from moist soil surfaces is expected to be an important fate process(7) given a Henry's Law constant of 1.05X10-2 atm-cu m/mole(5). The potential for volatilization of n-propylbenzene from dry soil surfaces may exist(SRC) based upon a vapor pressure of 3.42 mm Hg(6). Biodegradation from soil may occur based on results from activated sludge studies(8).
AQUATIC FATE: Based on a classification scheme(1), an estimated Koc value of 955(SRC), determined from molecular connectivity indices(2), as well as measured Koc values ranging from 495 to 725(3,4), indicate that n-propylbenzene is not expected to adsorb to suspended solids and sediment(SRC). Volatilization from water surfaces is expected(5) based upon a Henry's Law constant of 1.05X01-2 atm-cu m/mole(6). Using this Henry's Law constant and an estimation method(5), volatilization half-lives for a model river and model lake are 1 hr and 4 days, respectively(SRC). Volatilization half-lives of 1.3 to 19 days have been predicted for the Narraganset Bay near RI where volatilization is expected to be the major removal process(10). Aquatic hydrolysis is not an important fate process(SRC) due to the lack of hydrolyzable functional groups(5). According to a classification scheme(7), an estimated BCF of 138(SRC), from its log Kow of 3.69(8) and a regression-derived equation(9), suggests the potential for bioconcentration in aquatic organisms is moderate. Biodegradation from water may occur based on activated sludge studies, with theoretical BODs ranging from 21.8 to 43.7%(11,12).
ATMOSPHERIC FATE: According to a model of gas/particle partitioning of semivolatile organic compounds in the atmosphere(1), n-propylbenzene, which has a vapor pressure of 3.42 mm Hg at 25 °C(2), is expected to exist solely as a vapor in the ambient atmosphere. Vapor-phase n-propylbenzene 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 5.0X10-12 cu cm/molecule-sec at 25 °C(3). The detection of n-propylbenzene in rainwater samples(4) suggests that physical removal from the atmosphere by wet deposition is possible(SRC).
Effluent Concentrations
n-Propylbenzene has been qualitatively detected in various wastewaters from the following industries: petroleum refining, textile mills, auto and other laundries, plastics mfg, and publicly owned treatment works(1). Leachate from 4 hazardous waste landfills in Germany contained n-propylbenzene levels of 10-700 ug/l(3). An n-propylbenzene concn of 69 mg/cu m was detected in gas emissions from a landfill in Great Britain(4). An aqueous effluent from a US petroleum refinery had a n-propylbenzene concn of 13 ng/g(5). n-Propylbenzene is a component of leachate from a landfill in Germany, being detected up to a distance of 56 m(5). Maximum concns of n-propylbenzene in the off-gas at aerated grit chambers in two Ontario, Canada municipal wastewater treatment plants were 205 and 203 ug/l(6).
Based upon dynamometer tests, the avg n-propylbenzene emission rate from gasoline-powered engines is 1.2 mg/km(1). Emission rates for n-propylbenzene from motor vehicles was calculated to be 34 mg/l of fuel consumed based on measurements made inside and outside a Los Angeles roadway tunnel(2). It is also a component of exhaust emissions from four-stroke lawn mower engines: n-propylbenzene comprised 0.57% of total organic emissions from baseline gasoline and 0.55% of total organic emissions in reformulated gasoline(3). Four stroke outboard motors are also a source of n-propylbenzene into surface waters(4).
n-Propylbenzene has also been detected as a possible volatile (C3-benzene) from furniture coatings for wood-based materials(1) and as a volatile emission from building materials (concn): linoleum tile (2.3 ug-sq m/hr); black rubber molding (0.96 ug-sq m/hr); vinyl edge molding (0.34 ug-sq m/hr); large diameter telephone cable (0.65 ug-sq m/hr); small diameter telephone cable (0.79 ug-sq m/hr); polystyrene foam insulation (0.70 ug-sq m/hr); cove adhesive (110 ug-sq m/hr); latex caulk (2.7 ug-sq m/hr); carpet (0.49 ug-sq m/hr)(2).
Soil Adsorption/Mobility
A Koc of 725 was measured for n-propylbenzene using a surface sediment collected from the Tamar estuary(1). A similar Koc of 676 was measured in a humic acid column via HPLC(2). Adsorption percentages ranging from 0.16 to 5.58% were measured in soil column studies using three different soil types and a sludge sample(3). Using a structure estimation method based on molecular connectivity indices(4), the Koc for n-propylbenzene can be estimated to be 955(SRC). According to a classification scheme(5), these estimated and measured Koc values suggest that n-propylbenzene is expected to have low mobility in soil.
Atmospheric Concentrations
SOURCE DOMINATED: n-Propylbenzene was detected in tunnel air at 0.037 g/kg (traffic) and 0.052 (congested) from the Craeybeckx highway tunnel in Antwerp Belgium(1).
URBAN/SUBURBAN: An evaluated database of US air monitoring data for the years 1970-1987 contains the following data for n-propylbenzene (concn is reported as daily median conc): suburban sites-213 samples, 0.123 ppb; urban sites-520 samples, 0.167 ppb(1). Air samples collected in Tulsa, OK in Jul 1978 contained n-propylbenzene levels of 0-0.9 ppb(2); samples from Rio Blanco County, CO (Jul 1978) had levels of 0.5-1.6 ppb(2). Ambient air samples collected in Long Beach, Burbank, Azuza, Los Angeles and Inglewood, CA (date no reported) contained n-propylbenzene levels of 0.001-0.011 ppm(3). The avg concn in the ambient air of Sydney, Australia between Sep 1979 and June 1980 (140 samples) was 0.4 ppb(4). The n-propylbenzene concn in Los Angeles, CA air range from 1-3 ppb during Sep-Nov 1981 monitoring(5).
URBAN/SUBURBAN: The avg concns of n-propylbenzene in the air of Vienna, Austria during Oct 1986 to Feb 1987 monitoring were 0.6 ppb (background), 2.2 ppb (suburbs), and 4.8 ppb (streets)(1). An avg n-propylbenzene concn of 2 ppb was monitored in Los Angeles, CA air during the fall of 1966(2). Levels ranging from 0.2-61.1 ppb were detected in the ambient air of Houston, TX during 1973 and 1974 monitoring(3). Air samples from Atlanta, GA contained n-propylbenzene at a concn of <5 ppbC(4).
RURAL/REMOTE: An evaluated database of US air monitoring data for the years 1970-1987 contained the following data for n-propylbenzene (conc is reported as daily median conc): remote sites-2 samples, 0.056 ppb; rural sites-2 samples, 0.056 ppb(1). Samples from the Smokey Mountains (Sept 1978) had levels of 0-0.6 ppb(2).
INDOOR AIR: n-Propylbenzene was detected in 85% of the indoor air of 26 houses in Helsinki, Finland(1). The median concn in a normal house was 0.62 ug/cu m(1). In "sick houses", 10.5% contained n-propylbenzene at 5-10% greater than average; 2.6% houses contained 10-50% greater than average, and 2.6% houses contained 200-1000% greater than average concn of n-propylbenzene(1).
Human Toxicity Excerpts
... IRRITATING TO MUCOUS MEMBRANES, EYES, NOSE, THROAT & SKIN. SYSTEMICALLY, IT CAUSES DEPRESSION OF CNS, HEADACHE, ANOREXIA, MUSCULAR WEAKNESS, INCOORDINATION, NAUSEA, VERTIGO, MENTAL CONFUSION, & UNCONSCIOUSNESS.
The action of the alkylbenzenes under conditions of acute exposure resembles those of the general anesthetics. /Alkylbenzenes/
Artificial Pollution Sources
Incineration of organic, petroleum or coal wastes, and combustion of fuels will release n-propylbenzene to the atmosphere(1). General uses of asphalt and naphtha and use as a solvent will release n-propylbenzene to the environment(1). n-Propylbenzene is emitted in the exhaust from gasoline and diesel engines(2). Outboard motors and motor boats have been identified as sources of n-propylbenzene emissions to water(3,4). n-Propylbenzene can be released to the environment in leachates and vapor emissions from landfills(5,6).
n-Propylbenzene's production and use as a solvent and use in textile dyeing(1) may result in its release to the environment through various waste streams(SRC).
Regulatorische Informationen
State Drinking Water Guidelines
(CA) CALIFORNIA 260 ug/l
(FL) FLORIDA 280 ug/l
(NH) NEW HAMPSHIRE 260 ug/L
Sicherheitsdaten
- wgk
- 2
- tsca
- TSCA listed
- ridadr
- UN 2364
- hs_code
- 29029090
- RTECS-Nr.
- DA8750000
- risk_code
- 10-37-51/53-65-39/23/24/25-23/24/25-11
- Toxizität
- LD50 orally in rats: 6040 mg/kg (Jenner)
- hazard_code
- Xi,N,Xn,T,F
- safety_code
- 24-37-61-62-45-36/37-16
- hazard_class
- 3
- packing_group
- III
- Speicherklasse
- 3 - Flammable liquids
- Giftige Stoffe Daten
- 103-65-1(Hazardous Substances Data)
- Hazard Classifications
- Aquatic Chronic 2Asp. Tox. 1Flam. Liq. 3STOT SE 3
- Selbstentzündungstemperatur
- 842 °F
Chemie und Industrie
Pharmakologische Informationen
Verwendung und Herstellung
Uses
Used as a chemical intermediate and solvent for printing and textile dyeing; a constituent of asphalt and naphtha; [HSDB]
Textiles (Printing, Dyeing, or Finishing) [Category: Industry]
Mfg methylstyrene; textile dyeing; printing solvent for cellulose acetate; asphalt and naphtha constituent.
U.S. Production
2023: <25,000 lb
(1977) AT LEAST 4.54X10+10 GRAMS
Methods of Manufacturing
Prepd by the action of diethyl sulfate on benzyl magnesium chloride.
... IS PRODUCED IN PETROLEUM REFINING & AS BYPRODUCT OF CUMENE MFR.
PROBABLY BY ALKYLATION OF BENZENE WITH N-PROPYL CHLORIDE IN THE PRESENCE OF ALUMINUM CHLORIDE; FRACTIONAL DISTILLATION OF PETROLEUM REFORMATE.
Reaction of benzylmagnesium chloride and diethyl sulfate.
Petroleum refining; by-product of cumene mfg.
General Manufacturing Information
Petroleum Refineries
Benzene, propyl-: ACTIVE
Anwendungen
Verwendenn-Propylbenzene is used to prepare benzoic acid. It is employed as a solvent for gas chromatography. It is also used as a solvent and an intermediate in organic synthesis. Further, it is used in fuels and fuel additives.
Vor- und nachgelagerte Produkte
Vorgelagerte Rohstoffe
Nachgelagerte Produkte
Ergänzende Hinweise
DefinitionChEBI: An alkylbenzene that is benzene having one of its aromatic hydrogens substituted by a propyl group.
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