Mesitylen

Bezeichnung:Mesitylen

CAS-Nr108-67-8

Englisch Name:Mesitylene

CBNumberCB5852758

SummenformelC9H12

Molgewicht120.19

MOL-Datei108-67-8.mol

Synonyma

Mesitylen

sym-Trimethylbenzol

Mesitylen physikalisch-chemischer Eigenschaften

Schmelzpunkt	-45 °C
Siedepunkt	163-166 °C(lit.)
Dichte	0.864 g/mL at 25 °C(lit.)
Dampfdichte	4.1 (vs air)
Dampfdruck	14 mm Hg ( 55 °C)
Brechungsindex	n20/D 1.499(lit.)
Flammpunkt	112 °F
storage temp.	2-8°C
Löslichkeit	Miscible with alcohol, benzene, ether (Windholz et al., 1983), and trimethylbenzene isomers.
Aggregatzustand	Liquid
pka	>14 (Schwarzenbach et al., 1993)
Farbe	Clear colorless
Explosionsgrenze	0.88-6.1%, 100°F
Odor Threshold	0.17ppm
Wasserlöslichkeit	2.9 g/L (20 ºC)
Merck	14,5907
BRN	906806
Henry's Law Constant	4.03, 4.60, 5.71, 6.73, and 9.63 at 10, 15, 20, 25, and 30 °C, respectively (EPICS, Ashworth et al.,1988)
Expositionsgrenzwerte	NIOSH REL: TWA 25 ppm (125 mg/m³); ACGIH TLV: TWA for mixed isomers 25 ppm (adopted).
Dielectric constant	3.4（Ambient）
Stabilität	Stable. Combustible. Incompatible with strong oxidizing agents.
InChIKey	AUHZEENZYGFFBQ-UHFFFAOYSA-N
LogP	3.42 at 20℃
CAS Datenbank	108-67-8(CAS DataBase Reference)
NIST chemische Informationen	Benzene, 1,3,5-trimethyl-(108-67-8)
EPA chemische Informationen	1,3,5-Trimethylbenzene (108-67-8)

Sicherheit

Kennzeichnung gefährlicher	Xi,N,F,T
R-Sätze:	10-37-51/53-39/23/24/25-23/24/25-11-37/38
S-Sätze:	61-45-36/37-16-7
RIDADR	UN 2325 3/PG 3
OEB	A
OEL	TWA: 25 ppm (125 mg/m3)
WGK Germany	2
RTECS-Nr.	OX6825000
F	10
Selbstentzündungstemperatur	1022 °F
Hazard Note	Irritant/Flammable
TSCA	Yes
HazardClass	3
PackingGroup	III
HS Code	29029080
Giftige Stoffe Daten	108-67-8(Hazardous Substances Data)
Toxizität	LD50 (inhalation) for rats 24 g/m³/4-h (quoted, RTECS, 1985).

Gefahreninformationscode (GHS)

Mesitylene Chemische Eigenschaften,Einsatz,Produktion Methoden

ERSCHEINUNGSBILD
FARBLOSE FLüSSIGKEIT MIT CHARAKTERISTISCHEM GERUCH.
CHEMISCHE GEFAHREN
Zersetzung beim Verbrennen unter Bildung giftiger und reizender Rauche. Reagiert sehr heftig mit starken Oxidationsmitteln unter Feuer- und Explosionsgefahr.
ARBEITSPLATZGRENZWERTE
TLV (als Isomerengemisch): 25 mg/m?(als TWA); (ACGIH 2005).
MAK (alle Isomeren): 20 ppm 100 mg/m? Spitzenbegrenzung: überschreitungsfaktor II(2); Schwangerschaft: Gruppe C; (DFG 2005).
AUFNAHMEWEGE
Aufnahme in den Körper durch Inhalation.
INHALATIONSGEFAHREN
Beim Verdampfen bei 20°C tritt langsam eine gesundheitsschädliche Kontamination der Luft ein; viel schneller jedoch beim Versprühen oder Dispergieren.
WIRKUNGEN BEI KURZZEITEXPOSITION
WIRKUNGEN BEI KURZZEITEXPOSITION:
Die Substanz reizt die Augen, die Haut und die Atemwege. Verschlucken kann zur Aufnahme in der Lunge führen; Gefahr der Aspirationspneumonie. Möglich sind Auswirkungen auf das Zentralnervensystem.
WIRKUNGEN NACH WIEDERHOLTER ODER LANGZEITEXPOSITION
Die Flüssigkeit entfettet die Haut. Risiko der Lungenschädigung bei wiederholter oder längerer Exposition mit nachfolgender chronischer Bronchitis. Möglich sind Auswirkungen auf das Zentralnervensystemund das Blut. (S. Anm.)
LECKAGE
Ausgelaufene Flüssigkeit möglichst in abdichtbaren Behältern sammeln. Reste mit Sand oder inertem Absorptionsmittel aufnehmen und an einen sicheren Ort bringen. NICHT in die Kanalisation spülen. NICHT in die Umwelt gelangen lassen. Persönliche Schutzausrüstung: Atemschutzfilter für organische Gase und Dämpfe.
R-Sätze Betriebsanweisung:
R10:Entzündlich.
R37:Reizt die Atmungsorgane.
R51/53:Giftig für Wasserorganismen, kann in Gewässern längerfristig schädliche Wirkungen haben.
R39/23/24/25:Giftig: ernste Gefahr irreversiblen Schadens durch Einatmen, Berührung mit der Haut und durch Verschlucken.
R23/24/25:Giftig beim Einatmen, Verschlucken und Berührung mit der Haut.
R11:Leichtentzündlich.
S-Sätze Betriebsanweisung:
S61:Freisetzung in die Umwelt vermeiden. Besondere Anweisungen einholen/Sicherheitsdatenblatt zu Rate ziehen.
S45:Bei Unfall oder Unwohlsein sofort Arzt zuziehen (wenn möglich, dieses Etikett vorzeigen).
S36/37:Bei der Arbeit geeignete Schutzhandschuhe und Schutzkleidung tragen.
S16:Von Zündquellen fernhalten - Nicht rauchen.
S7:Behälter dicht geschlossen halten.
Aussehen Eigenschaften
C9H12; 1,3,5-Trimethylbenzol, Fleet-X, 1,3,5-TMB. Farblose, wasserunlösliche Flüssigkeit mit aromatischem, öligem Geruch.
Gefahren für Mensch und Umwelt
Entzündlich. Dämpfe schwerer als Luft. Mit Luft Bildung explosionsfähiger Gemische möglich. Nicht mit Oxidationsmitteln in Berührung bringen.
Reizt die Haut, Augen, Atmungsorgane. Dämpfe wirken in höherer Konzentration narkotisierend.

Nicht ins Abwasser gelangen lassen.
Schutzmaßnahmen und Verhaltensregeln
Schutzhandschuhe als kurzzeitiger Spritzschutz.
Verhalten im Gefahrfall
Mit flüssigkeitsbindendem Material z.B. Rench Rapid aufnehmen. Der Entsorgung zuführen. Nachreinigen.
Kohlendioxid, Wasser im Spühstrahl, Schaum
Brennbar. Dämpfe schwerer als Luft. Mit Luft Bildung explosionsfähiger Gemische möglich.
Erste Hilfe
Nach Hautkontakt: Mit reichlich Wasser abspülen.
Nach Augenkontakt: Mit reichlich Wasser bei geöffnetem Lidspalt mindestens 10 Minuten ausspülen.
Nach Einatmen: Frischluft. Ggf. Atemspende oder Gerätebeatmung
Nach Verschlucken: Gabe von Paraffinöl, Erbrechen vermeiden (Aspirationsgefahr!), Arzt hinzuziehen.
Nach Kleidungskontakt: Kontaminierte Kleidung entfernen.
Ersthelfer: siehe gesonderten Anschlag
Sachgerechte Entsorgung
Halogenfreie, organische Lösemittelabfälle.
Beschreibung
Mesitylene is a clear, colorless liquid with a distinctive, aromatic odor. Molecular weight= 120.21; Specific gravity (H2O:1)= 0.86;Boiling point=165℃; Freezing/Melting point=45℃; Vapor pressure= 2 mmHg at 20℃; Flash point=50℃ (cc); Autoignition temperature=559℃. Hazard Identification (based on NFPA-704 M Rating System): Health 0, Flammability 2, Reactivity 0. Practically insoluble in water; solubility= 0.002%.
Chemische Eigenschaften
Aromatic-herbaceous, ethereal odor, comparatively diffusive, reminiscent of Thyme, overall pleasant, not as gassy as Cymene.
Chemische Eigenschaften
Mesitylene is a clear, colorless liquid. Distinctive, aromatic odor.
Physikalische Eigenschaften
Colorless liquid with a peculiar odor. An odor threshold concentration of 170 ppb_v was reported by Nagata and Takeuchi (1990).
Verwenden
Intermediate, including anthraquinone vat dyes, UV oxidation stabilizers for plastics.
Verwenden
Mesitylene is used to make plastics and dyes. It acts as a solvent, ligand in organometallic chemistry and precursor to 2,4,6-trimethylaniline. It is also used as a developer for photopatternable silicones due to its solvent properties in the electronics industry. It is used as an internal standard in nuclear magnetic resonance (NMR) samples due to the presence of three equivalent protons in it. It is involved in the production of trimesic acid and antioxygen, epoxy firming agent and polyester resin stabilizers. Further, it is used as an additive and component in aviation gasoline blends.
Definition
ChEBI: A trimethylbenzene carrying methyl substituents at positions 1, 3 and 5.
Synthesis Reference(s)
Journal of the American Chemical Society, 92, p. 3232, 1970 DOI: 10.1021/ja00713a078
The Journal of Organic Chemistry, 19, p. 923, 1954 DOI: 10.1021/jo01371a008
Allgemeine Beschreibung
A colorless liquid with a peculiar odor. Insoluble in water and less dense than water. Flash point near 123°F. May be toxic by ingestion and inhalation. Used to make plastics and dyes.
Air & Water Reaktionen
Flammable. Insoluble in water.
Reaktivität anzeigen
TRIMETHYLBENZENE is incompatible with the following: Oxidizers, nitric acid .
Hazard
Moderate fire hazard. Toxic by inhalation. Central nervous system impairment, asthma, and hematologic effects.
Health Hazard
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.
Brandgefahr
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.
Sicherheitsprofil
Poison by inhalation. Moderately toxic by intraperitoneal route. Human systemic effects by inhalation: sensory changes involving peripheral nerves, somnolence (general depressed activity), and structural or functional change in trachea or bronchi. Reports of leukopenia and thrombocytopenia in experimental animals. A mild skin and eye irritant. A flammable liquid when exposed to heat or flame; can react vigorously with oxidizing materials. Violent reaction with HNO3. To fight fire, use water spray, fog, foam, CO2. Emitted from modern buildmg materials (CENEAR 69,22,91). When heated to decomposition it emits acrid smoke and irritating fumes.
mögliche Exposition
Mesitylene is used as raw material in chemical synthesis and as ultraviolet stabilizer; as a paint thinner, solvent, and motor fuel component; as an intermediate in organic chemical manufacture.
Erste Hilfe
If this chemical gets into the eyes, remove anycontact lenses at once and irrigate immediately for at least15 min, occasionally lifting upper and lower lids. Seek medical attention immediately. If this chemical contacts theskin, remove contaminated clothing and wash immediately with soap and water. Seek medical attention immediately. If this chemical has been inhaled, remove from exposure, begin rescue breathing (using universal precautions, including resuscitation mask) if breathing has stopped and CPR if heart action has stopped. Transfer promptly to a medical facility. When this chemical has been swallowed, get medical attention. Give large quantities of water and induce vomiting. Do not make an unconscious person vomit.
Source
Detected in distilled water-soluble fractions of 87 octane gasoline (0.34 mg/L), 94 octane gasoline (1.29 mg/L), Gasohol (0.48 mg/L), No. 2 fuel oil (0.08 mg/L), jet fuel A (0.09 mg/L), diesel fuel (0.03 mg/L), and military jet fuel JP-4 (0.09 mg/L) (Potter, 1996). Schauer et al. (1999) reported 1,3,5-trimethylbenzene in a diesel-powered medium-duty truck exhaust at an emission rate of 260 μg/km.
California Phase II reformulated gasoline contained 1,3,5-trimethylbenzene at a concentration of 7.45 g/kg. Gas-phase tailpipe emission rates from gasoline-powered automobiles with and without catalytic converters were 1.98 and 210 mg/km, respectively (Schauer et al., 2002).
Thomas and Delfino (1991) equilibrated contaminant-free groundwater collected from Gainesville, FL with individual fractions of three individual petroleum products at 24–25 °C for 24 h. The aqueous phase was analyzed for organic compounds via U.S. EPA approved test method 602. Average 1,3,5-trimethylbenzene concentrations reported in water-soluble fractions of unleaded gasoline, kerosene, and diesel fuel were 333, 86, and 13 μg/L, respectively. When the authors analyzed the aqueous-phase via U.S. EPA approved test method 610, average 1,3,5- trimethylbenzene concentrations in water-soluble fractions of unleaded gasoline, kerosene, and diesel fuel were greater, i.e., 441, 91, and 27 μg/L, respectively.
Drinking water standard: No MCLGs or MCLs have been proposed (U.S. EPA, 2000).
Environmental Fate
Biological. In anoxic groundwater near Bemidji, MI, 1,3,5-trimethylbenzene anaerobically biodegraded to the intermediate tentatively identified as 3,5-dimethylbenzoic acid (Cozzarelli et al., 1990).
Photolytic. Glyoxal, methylglyoxal, and biacetyl were produced from the photooxidation of 1,3,5-trimethylbenzene by OH radicals in air at 25 °C (Tuazon et al., 1986a). The rate constant for the reaction of 1,3,5-trimethylbenzene and OH radicals at room temperature was 4.72 x 10^-11 cm³/molecule?sec (Hansen et al., 1975). A rate constant of 2.97 x 10^-8 L/molecule?sec was reported for the reaction of 1,3,5-trimethylbenzene with OH radicals in the gas phase (Darnall et al., 1976). Similarly, a room temperature rate constant of 6.05 x 10^-11 cm³/molecule?sec was reported for the vapor-phase reaction of 1,3,5-trimethylbenzene with OH radicals (Atkinson, 1985). At 25 °C, a rate constant of 3.87 x 10^-11 cm³/molecule?sec was reported for the same reaction (Ohta and Ohyama, 1985).
Chemical/Physical. 1,3,5-Trimethylbenzene will not hydrolyze because it does not contain a hydrolyzable functional group (Kollig, 1993).
Lager
Color Code—Red: Flammability Hazard: Store in a flammable liquid storage area or approved cabinet away from ignition sources and corrosive and reactive materials. Prior to working with this chemical you should be trained on its proper handling and storage. This chemical must be stored to avoid contact with oxidizers (such as perchlorates, peroxides, permanganates, chlorates, and nitrates) and strong oxidizers (such as chlorine, bromine, and fluorine), since violent reactions occur. Store in tightly closed containers in a cool, well-ventilated area away from heat. Sources of ignition, such as smoking and open flames are prohibited where this chemical is used, handled, or stored in a manner that could create a potential fire or explosion hazard. Metal containers involving the transfer of 5 gallons or more of this chemical should be grounded and bonded. Drums must be equipped with self-closing valves, pressure vacuum bungs, and flame arresters. Use only nonsparking tools and equipment, especially when opening and closing containers of this chemical.
Versand/Shipping
UN1993 Flammable liquids, n.o.s., Hazard Class: 3; Labels: 3-Flammable liquid, Technical Name Required.
läuterung methode
Dry it with CaCl2 and distil it from Na in a glass helices-packed column. Treat it with silica gel and redistil it. Alternative purifications include vapour-phase chromatography, or fractional distillation followed by azeotropic distillation with 2-methoxyethanol (which is subsequently washed out with H2O), drying and fractional distilling. More exhaustive purification uses sulfonation by dissolving in two volumes of conc H2SO4, precipitating with four volumes of conc HCl at 0o, washing with conc HCl and recrystallising from CHCl3. The mesitylene sulfonic acid is hydrolysed with boiling 20% HCl and steam distilled. The separated mesitylene is dried (MgSO4 or CaSO4) and distilled. It can also be fractionally crystallised from the melt at low temperatures. [Beilstein 5 IV 1016.]
Inkompatibilitäten
Vapors forms explosive mixture with air. Violent reaction with nitric acid. Incompatible with oxidizers (chlorates, nitrates, peroxides, permanganates, perchlorates, chlorine, bromine, fluorine, etc.); contact may cause fires or explosions. Keep away from alkaline materials, strong bases, strong acids, oxoacids, epoxides
Waste disposal
Dissolve or mix the material with a combustible solvent and burn in a chemical incinerator equipped with an afterburner and scrubber. All federal, state, and local environmental regulations must be observed.

Mesitylene Upstream-Materialien And Downstream Produkte

Mesitylen Anbieter Lieferant Produzent Hersteller Vertrieb Händler.

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