Dimethylphthalat

Dimethyl phthalate Struktur
131-11-3
CAS-Nr.
131-11-3
Bezeichnung:
Dimethylphthalat
Englisch Name:
Dimethyl phthalate
Synonyma:
DMP;MIPAX;MICROCARE DMP;PHTHALIC ACID DIMETHYL ESTER;Avolin;METHYL PHTHALATE;PHTHALIC ACID, BIS-METHYL ESTER;Dimethyl benzene-o-dicarboxylate;1,2-benzendicarboxylicacid,dimethylester;dimethyl-phthalate(1,2-benzenedicarboxylicacid,dimethylester)
CBNumber:
CB9472655
Summenformel:
C10H10O4
Molgewicht:
194.18
MOL-Datei:
131-11-3.mol

Dimethylphthalat Eigenschaften

Schmelzpunkt:
2 °C (lit.)
Siedepunkt:
282 °C (lit.)
Dichte
1.19 g/mL at 25 °C (lit.)
Dampfdruck
0.008 hPa (20 °C)
Brechungsindex
n20/D 1.515(lit.)
Flammpunkt:
295 °F
storage temp. 
Store below +30°C.
Löslichkeit
4.0g/l
Aggregatzustand
Liquid
Wichte
1.194 (20/4℃)
Farbe
Clear
Relative polarity
0.309
PH
7 (H2O, 20℃)
Geruch (Odor)
sl. aromatic odor
Wasserlöslichkeit
<0.1 g/100 mL at 20 ºC
Merck 
14,3255
BRN 
1911460
Henry's Law Constant
At 25 °C: 235, 246, 230, 214, 168, 127, and 118 at pH values of 3.00, 3.37, 5.88, 6.18, 7.62, 8.91, and 8.99, respectively (Hakuta et al., 1977).
Expositionsgrenzwerte
TLV-TWA air 5 mg/m3 (ACGIH, MSHA, and OSHA).
Dielectric constant
8.1(45℃)
Stabilität:
Stable. Combustible. Incompatible with strong oxidizing agents, strong acids, strong bases, nitrates. Sensitive to prolonged exposure to light.
InChIKey
NIQCNGHVCWTJSM-UHFFFAOYSA-N
LogP
1.54 at 25℃
CAS Datenbank
131-11-3(CAS DataBase Reference)
NIST chemische Informationen
Dimethyl phthalate(131-11-3)
EPA chemische Informationen
Dimethyl phthalate (131-11-3)
Sicherheit
  • Risiko- und Sicherheitserklärung
  • Gefahreninformationscode (GHS)
Kennzeichnung gefährlicher F,T
R-Sätze: 20/21/22-36/37/38-39/23/24/25-23/24/25-11-52
S-Sätze: 24/25-45-36/37-16-7
RIDADR  UN 3082
WGK Germany  1
RTECS-Nr. TI1575000
Selbstentzündungstemperatur 460 °C DIN 51794
TSCA  Yes
HS Code  2917 34 00
Giftige Stoffe Daten 131-11-3(Hazardous Substances Data)
Toxizität LD50 in mice, rats, guinea pigs (ml/kg): 7.2, 6.9, 2.4 orally (Draize)
IDLA 2,000 mg/m3
Bildanzeige (GHS) GHS hazard pictogramsGHS hazard pictogramsGHS hazard pictograms
Alarmwort Achtung
Gefahrenhinweise
Code Gefahrenhinweise Gefahrenklasse Abteilung Alarmwort Symbol P-Code
H225 Flüssigkeit und Dampf leicht entzündbar. Entzündbare Flüssigkeiten Kategorie 2 Achtung GHS hazard pictogramssrc="/GHS02.jpg" width="20" height="20" /> P210,P233, P240, P241, P242, P243,P280, P303+ P361+P353, P370+P378,P403+P235, P501
H370 Schädigt die Organe. Spezifische Zielorgan-Toxizität (einmalige Exposition) Kategorie 1 Achtung GHS hazard pictogramssrc="/GHS08.jpg" width="20" height="20" /> P260, P264, P270, P307+P311, P321,P405, P501
Sicherheit
P210 Von Hitze, heißen Oberflächen, Funken, offenen Flammen und anderen Zündquellenarten fernhalten. Nicht rauchen.
P260 Dampf/Aerosol/Nebel nicht einatmen.
P280 Schutzhandschuhe/Schutzkleidung/Augenschutz tragen.
P301+P310 BEI VERSCHLUCKEN: Sofort GIFTINFORMATIONSZENTRUM/Arzt/... (geeignete Stelle für medizinische Notfallversorgung vom Hersteller/Lieferanten anzugeben) anrufen.
P311 GIFTINFORMATIONSZENTRUM/Arzt anrufen.

Dimethylphthalat Chemische Eigenschaften,Einsatz,Produktion Methoden

ERSCHEINUNGSBILD

öLIGE, FARBLOSE FLüSSIGKEIT.

CHEMISCHE GEFAHREN

Zersetzung beim Verbrennen unter Bildung reizender Rauche.

ARBEITSPLATZGRENZWERTE

TLV: 5 mg/m?(als TWA); (ACGIH 2005).
MAK nicht festgelegt (DFG 2005).

INHALATIONSGEFAHREN

Beim Verdampfen bei 20°C tritt eine gesundheitsschädliche Kontamination der Luft nicht oder nur sehr langsam ein.

LECKAGE

NICHT in die Umwelt gelangen lassen. Ausgelaufene Flüssigkeit in abdichtbaren Behältern sammeln. Reste mit Sand oder inertem Absorptionsmittel aufnehmen und an einen sicheren Ort bringen.

R-Sätze Betriebsanweisung:

R20/21/22:Gesundheitsschädlich beim Einatmen,Verschlucken und Berührung mit der Haut.
R36/37/38:Reizt die Augen, die Atmungsorgane und die Haut.
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:

S24/25:Berührung mit den Augen und der Haut vermeiden.
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.

Beschreibung

Phthalates are plasticizers, and increase the flexibility of plastics. They are also found in deodorant formulations, perfumes, emollients and insect repellents.

Chemische Eigenschaften

Dimethyl phthalate occurs as a colorless, or faintly colored, odorless, viscous, oily liquid.

Physikalische Eigenschaften

Clear, colorless, odorless, moderately viscous, oily liquid

History

Screened during World War II, this repellent is exceptionally effective against A. aegypti, lasting 196 d on cloth. Tests have been run against the newer pests A. albopictus and A. aegypti, including five repellents containing DEET (test standard), a controlled release formulation containing DEET, two dosages of DEET in ethanol, and Avon Skin-So- Soft. On the skin, the repellent chemicals provide significant protection from biting; however, A. albopictus is more sensitive to repellents than A. aegypti.

Verwenden

Dimethyl Phalate is the methyl ester of phthalic acid. Dimethyl phthalate is an ectoparasiticide and has many other uses, including in solid rocket propellants, plastics, and insect repellents.

Vorbereitung Methode

Dimethyl phthalate is produced industrially from phthalic anhydride and methanol.

Allgemeine Beschreibung

A water-white liquid without significant odor. Denser than water and insoluble in water. Hence sinks in water. Flash point 300°F. Eye contact may produce severe irritation and direct skin contact may produce mild irritation. Used in the manufacture of a variety of products including plastics, insect repellents, safety glass, and lacquer coatings.

Air & Water Reaktionen

Insoluble in water.

Reaktivität anzeigen

Dimethyl phthalate reacts with acids to liberate heat along with alcohols and acids. Strong oxidizing acids may cause a vigorous reaction that is sufficiently exothermic to ignite the reaction products. Heat is also generated by the interaction with caustic solutions. Flammable hydrogen is generated by mixing with alkali metals and hydrides. Can generate electrostatic charges by swirling or pouring [Handling Chemicals Safely, 1980. p. 250].

Health Hazard

The acute toxicity of dimethyl phthalate intest animals was found to be very low.Ingestion may produce irritation of the gas trointestinal tract, somnolence, hypotension,and coma. The oral LD50 value in miceis 6800 mg/kg. Animal studies have shownthat administration of this compound causeddevelopmental toxicity, having effects on fer tility. Maternal toxicity in Sprague-Dawleyrats was observed at a dietary treatmentlevel of 5% (Field 1989). There was noeffect on average litter size, fetal bodyweight, or the incidence of skeletal or vis ceral malformations.

Brandgefahr

Dimethyl phthalate is combustible.

Pharmazeutische Anwendungen

Dimethyl phthalate is used in pharmaceutical applications as a solvent and plasticizer for film-coatings such as hydroxypropyl methylcellulose, cellulose acetate and cellulose acetate–butyrate mixtures.
In addition to a number of industrial applications, dimethyl phthalate is also widely used as an insect repellent with topical preparations typically applied as a 40% cream or lotion; it has also been applied as a tent fabric treatment.

Kontakt-Allergie

Phthalates are plasticizers and increase the flexibility of plastics. They are also found in deodorant formulations, perfumes, emollients, and insect repellents.

Sicherheitsprofil

Moderately toxic by ingestion and intraperitoneal routes. Mldly toxic by inhalation. Experimental teratogenic and reproductive effects. Mutation data reported. An eye irritant. A pesticide and insect repellent. Combustible when exposed to heat or flame; can react with oxidizing materials. To fight fire, use CO2, dry chemical. When heated to decomposition it emits acrid smoke and irritating fumes. See also ESTERS.

Sicherheit(Safety)

In pharmaceutical applications, dimethyl phthalate is used in film coating and as a topically applied insect repellent.Acute exposure to the eyes and mucous membranes can cause irritation, although dimethyl phthalate is considered less irritant than diethyl phthalate. Inhalation of dimethyl phthalate can cause irritation of the respiratory tract; oral ingestion can cause a burning sensation in the mouth, vomiting, and diarrhea. Owing to the low water solubility and relatively high lipid solubility, dimethyl phthalate may accumulate in body tissues after chronic exposure, which may cause central nervous system depression.
Although some animal studies have suggested that high concentrations of dimethyl phthalate may be teratogenic or cause mutagenic effects with bacteria,(5,6) other studies have shown no adverse effects.(7) There are no confirmed reports of human reproductive or developmental effects, and the compound is not generally regarded as a carcinogenic material.
LD50 (chicken, oral): 8.5g/kg
LD50 (guinea pig, oral): 2.4g/kg
LD50 (mouse, IP): 1.38g/kg
LD50 (mouse, oral): 6.8g/kg
LD50 (rabbit, oral): 4.40g/kg
LD50 (rat, IP): 3.38g/kg
LD50 (rat, oral): 6.80g/kg

Environmental Fate

Biological. In anaerobic sludge, degradation occurred as follows: monomethyl phthalate to phthalic acid to protocatechuic acid followed by ring cleavage and mineralization (Shelton et al., 1984). In a static-culture-?ask screening test, dimethyl phthalate showed significant biodegradation with rapid adaptation. The ester (5 and 10 mg/L) was statically incubated in the dark at 25°C with yeast extract and settled domestic wastewater inoculum. After 7 days, 100% biodegrada-tion was achieved (Tabak et al., 1981).
Photolytic. An aqueous solution containing titanium dioxide and subjected to UV light (λ >290 nm) yielded mono- and dihydroxyphthalates as intermediates (Hustert and Moza, 1988).
Chemical/Physical. Hydrolyzes in water forming phthalic acid and methyl alcohol (Wolfe et al., 1980).

Lager

Dimethyl phthalate is sensitive to prolonged exposure to light and it should therefore be stored in a cool, dark, dry, well-ventilated area that is protected from physical damage, and isolated from incompatible substances. Containers of dimethyl phthalate may be hazardous when empty as they may retain product residues such as vapors and liquids. There is a slight fire hazard when exposed to heat, and above the flash point explosive vapor–air mixtures may be formed.Carbon dioxide and carbon monoxide are released when dimethyl phthalate is heated to decomposition. Solutions of dimethyl phthalate in acetone, dimethyl sulfoxide, ethanol (95%), and water are stable for 24 hours under normal laboratory conditions.

Inkompatibilitäten

Dimethyl phthalate is incompatible with strong acids or bases, nitrates, and strong oxidizing agents. As with other phthalates, contact with plastics should be avoided.

Regulatory Status

Dimethyl phthalate is included in a number of topical pharmaceutical formulations. Included in the FDA Inactive Ingredients Database (oral tablets, sustained action). As from 1992, dimethyl phthalate is no longer registered for use as a pesticide in California.

Dimethylphthalat Upstream-Materialien And Downstream Produkte

Upstream-Materialien

Downstream Produkte


Dimethylphthalat Anbieter Lieferant Produzent Hersteller Vertrieb Händler.

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