o-Cymol

O-Cymene

HCID 10703CAS 25155-15-1

Grundinformationen

Standard-SMILES
Cc1ccccc1C(C)C
InChIKey
WWRCMNKATXZARA-UHFFFAOYSA-N
Summenformel
C10H14
Durchschnittliche Molmasse
134,22 g/mol
Monoisotopische Masse
134,10955045

Überblick

1-Isopropyl-2-methylbenzene is an alkylbenzene.

Namen und Bezeichner

Bevorzugter Name
O-Cymene
IUPAC
1-methyl-2-propan-2-ylbenzene
Lokaler Name
o-Cymol
Englischer Name
O-CYMENE
Summenformel
C10H14
Molmasse
134.22

Namen und Synonyme

O-CYMENE527-84-42-Isopropyltolueneo-Cymol1-Isopropyl-2-methylbenzeneo-IsopropyltolueneCYMENE, ORTHO1-Methyl-2-isopropylbenzene1-methyl-2-propan-2-ylbenzene1-Methyl-2-(1-methylethyl)benzeneBenzene, 1-methyl-2-(1-methylethyl)-1-methyl-2-(propan-2-yl)benzene
Weitere Namen anzeigen
Thymol Impurity 231-Methyl-2-(1-methylethyl)-benzeneo-CyMene 99%
NSC-739762T13HF3266DTXSID1052165ortho-cymolRefChem:44302DTXCID1030735208-426-0ortho-cymene

Datenbank-Bezeichner

CAS
25155-15-1、527-84-4
PubChem CID
10703
DTXSID
DTXSID1052165
ChEBI
CHEBI:89263
UNII
2T13HF3266
EC Number
208-426-0
Nikkaji
J20.277K

Eigenschaften

Berechnete Struktureigenschaften

XLogP
3,4
Polarare Oberfläche (TPSA)
0 Ų
H-Brücken-Donoren
0
H-Brücken-Akzeptoren
0
Frei drehbare Bindungen
1
Schwere Atome
10

Experimentelle und physikochemische Eigenschaften

SolventsSolvents -> Aromatic Solvents
SpringerMaterials PropertiesBoiling point
LogP · 3 Einträge

log Kow = 4.26

4.38

4.38

Density0.8766 g/cu cm at 20 °C
Color/FormLiquid
Solubility · 3 Einträge

In water, 23.3 mg/L at 25 °C

Miscible with ethanol, ether, acetone, benzene, petroleum ether, carbon tetrachloride

0.0233 mg/mL at 25 °C

Physikochemische Eigenschaften

Schmelzpunkt
72 · −72-−71 °C(lit.)
Siedepunkt
178 °C · 178 °C(lit.)
Dichte
0.877 g/mL · 0.877 g/mL at 25 °C(lit.)
Dampfdruck
3.6 mm · 3.6 mm Hg ( 37.7 °C)
Brechungsindex
20 · n20/D 1.499(lit.)
Flammpunkt
50 °C · 50°C

Sicherheit und Regulatorisches

GHS-Klassifizierung

GHS Classification · 4 Einträge

Warning

H226 (100%): Flammable liquid and vapor [Warning Flammable liquids]

P210, P233, P240, P241, P242, P243, P280, P303+P361+P353, P370+P378, P403+P235, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 74 reports by companies from 3 notifications to the ECHA C&L Inventory.

Gefahrenhinweise

Regulatory Information · 3 Einträge

Chemical: Benzene, methyl(1-methylethyl)-

Benzene, 1-methyl-2-(1-methylethyl)- is listed on the EPA's Chemical Data Reporting (CDR) system. Manufacturers and importers of Benzene, 1-methyl-2-(1-methylethyl)- 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-methyl-2-(1-methylethyl)-: HSNO Approval: HSR001249 Approved with controls

Hazards SummaryEmergency treatment: Toluene; [HSDB] An irritant; [MSDSonline] See Toluene.
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. /Cymenes/

/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. /Cymenes/

/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. /Cymenes/

/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. /Cymenes/

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

Toxic Combustion ProductsHazardous decomposition products formed under fire conditions: Carbon oxides
Hazard Classes and CategoriesFlam. Liq. 3 (100%)
Shipment Methods and Regulations · 3 Einträge

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.

Sicherheit und Schutzausrüstung

Fire Fighting Procedures · 2 Einträge

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. /Cymenes/

Suitable extinguishing media: For small (incipient) fires, use media such as "alcohol" foam, dry chemical, or carbon dioxide. For large fires, apply water from as far as possible. Use very large quantities (flooding) of water applied as a mist or spray; solid streams of water may be ineffective. Cool all affected containers with flooding quantities of water. Special protective equipment for firefighters: Wear self contained breathing apparatus for fire fighting if necessary. ... Further information: Use water spray to cool unopened containers.

Storage ConditionsStore in cool place. Keep container tightly closed in a dry and well-ventilated place. Containers which are opened must be carefully resealed and kept upright to prevent leakage.
Cleanup Methods · 4 Einträge

Environmental considerations: Air spill: Apply water spray or mist to knock down vapors. /Cymenes/

Environmental considerations: Water spill: use natural barriers or oil spill control booms to limit spill travel. Remove trapped material with suction hoses. /Cymenes/

Environmental considerations: Land spill: dig a pit, pond, lagoon, holding area to contain liquid or solid material. /SRP: If time permits, pits, ponds, lagoons, soak holes, or holding areas should be sealed with an impermeable flexible membrane liner./ Dike surface flow using soil, sand bags, foamed polyurethane, or foamed concrete. Absorb bulk liquid with fly ash, cement powder, or commercial sorbents. /Cymenes/

Personal precautions: Use personal protective equipment. Avoid breathing vapors, mist or gas. Remove all sources of ignition. Beware of vapors accumulating to form explosive concentrations. Vapors can accumulate in low areas. Environmental precautions: Prevent further leakage or spillage if safe to do so. Do not let product enter drains. Methods and materials for containment and cleaning up: Contain spillage, and then collect with an electrically protected vacuum cleaner or by wet-brushing and place in container for disposal according to local regulations.

Disposal Methods · 1 Eintrag

SRP: The most favorable course of action is to use an alternative chemical product with less inherent propensity for occupational harm/injury/toxicity or environmental contamination. Recycle any unused portion of the material for its approved use or return it to the manufacturer or supplier. Ultimate disposal of the chemical must consider: the material's impact on air quality; potential migration in soil or water; effects on animal and plant life; and conformance with environmental and public health regulations.

Preventive Measures · 4 Einträge

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. /Cymenes/

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. /Cymenes/

Avoid inhalation of vapor or mist. Keep away from sources of ignition - No smoking. Take measures to prevent the build up of electrostatic charge.

Handle in accordance with good industrial hygiene and safety practice. Wash hands before breaks and at the end of workday.

Personal Protective Equipment (PPE) · 1 Eintrag

Personal protective equipment: Respiratory protection: Where risk assessment shows air-purifying respirators are appropriate use a full-face respirator with multi-purpose combination (US) or type ABEK (EN 14387) respirator cartridges as a backup to engineering controls. If the respirator is the sole means of protection, use a full-face supplied air respirator. Use respirators and components tested and approved under appropriate government standards such as NIOSH (US) or CEN (EU). Hand protection: Handle with gloves. Gloves must be inspected prior to use. Use proper glove removal technique (without touching glove's outer surface) to avoid skin contact with this product. Dispose of contaminated gloves after use in accordance with applicable laws and good laboratory practices. Wash and dry hands. Eye protection: Face shield and safety glasses Use equipment for eye protection tested and approved under appropriate government standards such as NIOSH (US) or EN 166(EU). Skin and body protection: Impervious clothing, Flame retardant antistatic protective clothing, The type of protective equipment must be selected according to the concentration and amount of the dangerous substance at the specific workplace.

Toxikologische Informationen

Environmental Fate · 3 Einträge

TERRESTRIAL FATE: Based on a classification scheme(1), an estimated Koc value of 1140(SRC), determined from a structure estimation method(2), indicates that o-cymene is expected to have low mobility in soil(SRC). Volatilization of o-cymene from moist soil surfaces is expected to be an important fate process(SRC) given an estimated Henry's Law constant of 0.011 atm-cu m/mole(SRC), based upon its vapor pressure, 1.5 mm Hg(3), and water solubility, 23.29 mg/L(4). o-Cymene is expected to volatilize from dry soil surfaces(SRC) based upon its vapor pressure(3). o-Cymene reached 0% of its theoretical BOD using activated sludge in the Japanese MITI test(5) suggesting that biodegradation is not an important environmental fate process in soil(SRC).

AQUATIC FATE: Based on a classification scheme(1), an estimated Koc value of 1140(SRC), determined from a structure estimation method(2), indicates that o-cymene 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 0.011 atm-cu m/mole(SRC), derived from its vapor pressure, 1.5 mm Hg(4), and water solubility, 23.29 mg/L(5). Using this Henry's Law constant and an estimation method(3), volatilization half-lives for a model river and model lake are 3.5 hours and 4.6 days, respectively(SRC). According to a classification scheme(6), an estimated BCF of 300(SRC), from its log Kow of 4.26(7) and a regression-derived equation(2), suggests the potential for bioconcentration in aquatic organisms is high(SRC). o-Cymene is not expected to undergo hydrolysis in the environment due to the lack of functional groups that hydrolyze under environmental conditions(3). o-Cymene reached 0% of its theoretical BOD using activated sludge in the Japanese MITI test(8) suggesting that biodegradation is not an important environmental fate process in water(SRC).

ATMOSPHERIC FATE: According to a model of gas/particle partitioning of semivolatile organic compounds in the atmosphere(1), o-cymene, which has a vapor pressure of 1.5 mm Hg at 25 °C(2), is expected to exist solely as a vapor in the ambient atmosphere. Vapor-phase o-cymene 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 41 hours(SRC), calculated from its rate constant of 8.5X10-12 cu cm/molecule-sec at 25 °C(SRC) that was derived using a structure estimation method(3). o-Cymene does not contain chromophores that absorb at wavelengths >290 nm(4) and, therefore, is not expected to be susceptible to direct photolysis by sunlight(SRC).

Food Survey Valueso-Cymene was identified, not quantified, from volatiles of baked potatoes(1).
Adverse EffectsNeurotoxin - Acute solvent syndrome
Plant ConcentrationsPlants containing cymene ... concentrations not specified(1). /Cymene/[Table#4586]
Effluent Concentrations · 1 Eintrag

o-Cymene was detected in the effluent of rubber manufacturing plants at concentrations of 1-15 ug/cu m(1). o-Cymene was detected, not quantified, in the leachate plume of a closed landfill in Norman, OK; samples were collected Nov 1995 to Apr 1996(2). o-Cymene was detected in the effluent of a hazardous waste incinerator in Germany at a concentration of 2.19 ug/cu m(3).

Soil Adsorption/Mobility · 1 Eintrag

Using a structure estimation method based on molecular connectivity indices(1), the Koc of o-cymene can be estimated to be 1140(SRC). According to a classification scheme(2), this estimated Koc value suggests that o-cymene is expected to have low mobility in soil.

Sicherheitsdaten

wgk
2
tsca
TSCA listed
ridadr
UN 2046 3/PG 3
hs_code
2902.90.2000
RTECS-Nr.
DA6127300
risk_code
10

Chemie und Industrie

Pharmakologische Informationen

Cellular LocationsMembrane

Verwendung und Herstellung

Uses · 3 Einträge

A volatile constituent of the essential oil of olibanum; Used as a solvent, metal polish additive, and intermediate for resin manufacturing; Meta, ortho, and para isomers are usually synthesized by alkylation of toluene; [HSDB]

Metal Degreasing [Category: Clean]

Solvents, synthetic-resin manufacture, metal polishes, organic synthesis /Cymenes/

U.S. Production2023: <50,000 lb
Consumer UsesIntermediate
Industry UsesIntermediate
Methods of ManufacturingUsually prepared by alkylation of toluene; meta-, ortho- and para-isomers obtained ... Separation of the three isomers by gas chromatography.
General Manufacturing Information · 3 Einträge

Petrochemical Manufacturing

Benzene, 1-methyl-2-(1-methylethyl)-: ACTIVE

Benzene, methyl(1-methylethyl)-: ACTIVE

Anwendungen

Verwendeno-Cymene is an aromatic organic compound that can be synthesized from o-Toluic Acid (T536120).

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