Pirimicarb

Bezeichnung:Pirimicarb

CAS-Nr23103-98-2

Englisch Name:Pirimicarb

CBNumberCB8481649

SummenformelC11H18N4O2

Molgewicht238.29

MOL-Datei23103-98-2.mol

Synonyma

Pirimicarb

Pirimicarb physikalisch-chemischer Eigenschaften

Schmelzpunkt	90.5°C
Siedepunkt	380.88°C (rough estimate)
Dichte	1.1387 (rough estimate)
Dampfdruck	2.1 x 10^-3 Pa (30 °C)
Brechungsindex	1.6081 (estimate)
Flammpunkt	>100 °C
storage temp.	APPROX 4°C
Löslichkeit	Acetone (Slightly), Chloroform (Slightly), Methanol (Slightly)
pka	4.34 (weak base)
Wasserlöslichkeit	3060 mg l^-1
Merck	13,7579
BRN	663442
LogP	1.700
CAS Datenbank	23103-98-2(CAS DataBase Reference)
NIST chemische Informationen	Pirimicarb(23103-98-2)
EPA chemische Informationen	Pirimicarb (23103-98-2)

Sicherheit

Kennzeichnung gefährlicher	T;N,N,T,Xn,F
R-Sätze:	25-50/53-36-20/21/22-11
S-Sätze:	22-37-45-60-61-36-26-16-36/37
RIDADR	UN 2811
WGK Germany	3
RTECS-Nr.	EZ9100000
HazardClass	6.1(b)
PackingGroup	III
Giftige Stoffe Daten	23103-98-2(Hazardous Substances Data)
Toxizität	LD50 orally in female rats: 147 (mg/kg) (Baranyovits, Ghosh)

Gefahreninformationscode (GHS)

Pirimicarb Chemische Eigenschaften,Einsatz,Produktion Methoden

R-Sätze Betriebsanweisung:
R25:Giftig beim Verschlucken.
R50/53:Sehr giftig für Wasserorganismen, kann in Gewässern längerfristig schädliche Wirkungen haben.
R36:Reizt die Augen.
R20/21/22:Gesundheitsschädlich beim Einatmen,Verschlucken und Berührung mit der Haut.
R11:Leichtentzündlich.
S-Sätze Betriebsanweisung:
S22:Staub nicht einatmen.
S37:Geeignete Schutzhandschuhe tragen.
S45:Bei Unfall oder Unwohlsein sofort Arzt zuziehen (wenn möglich, dieses Etikett vorzeigen).
S60:Dieses Produkt und sein Behälter sind als gefährlicher Abfall zu entsorgen.
S61:Freisetzung in die Umwelt vermeiden. Besondere Anweisungen einholen/Sicherheitsdatenblatt zu Rate ziehen.
S36:DE: Bei der Arbeit geeignete Schutzkleidung tragen.
S26:Bei Berührung mit den Augen sofort gründlich mit Wasser abspülen und Arzt konsultieren.
S16:Von Zündquellen fernhalten - Nicht rauchen.
Beschreibung
Pirimicarb is a colorless solid that is moderately soluble in water, acetone, ethanol, xylene, and chloroform.
Pirimicarb is produced by reaction of 2-dimethylamino- 5,6-dimethyl-4-pyrimidone with dimethylcarbamic acid chloride in the presence of a base or phosgene and dimethylamine. Pirimicarb is a systemic, selective aphicide used largely on grain crops, but also on ornamentals, cotton, fruit, and in greenhouses.
Chemische Eigenschaften
Colorless crystalline solid. Odorless. Commercial product may be available as a liquid
Verwenden
Insecticide.
Verwenden
Pirimicarb is a systemic insecticide with contact, stomach and respiratory action. It is a selective aphicide used in cereals, fruit, ornamentals, strawberries, potatoes, sugar beet, fodder beet, cotton, oilseed rape, tobacco and glasshouse crops.
Definition
ChEBI: An aminopyrimidine that is N,N,4,5-tetramethylpyrimidin-2-amine substituted by a (dimethylcarbamoyl)oxy group at position 4.
Health Hazard
Highly toxic insecticide by oral and possibly other routes of entry; cholinesteraseinhibitor; median oral lethal doses in experimental animals ranged at 100–150 mg/kg;toxic symptoms include excessive salivation,lacrimation, slow heartbeat, blurred vision,headache, muscle twitching, tremor and convulsion; gastrointestinal effects include vomiting, nausea, abdominal pain, and diarrhea;severe poisoning can progress to death.
LD50 oral (rat): ～50 mg/kg
LD50 oral (dog): 100 mg/kg.
Landwirtschaftliche Anwendung
Insecticide: Originally registered in the U.S. for non-food use on alfalfa grown for seed in selected. Elsewhere it is used on a wide range of cereals, potatoes, fruits, vegetables and other crop.
Handelsname
ABOL®; AFICIDA®; APHOX®; FERNOS®; PIRIMIKARB; PIRIMOR®; PP 062®; PYRIMOR®; RAPID®
mögliche Exposition
Primicarb is a carbamate (N-methyl) insecticide. Originally registered in the United States for non-food use on alfalfa grown for seed in selected. Elsewhere it is used on a wide range of cereals, potatoes, fruits, vegetables and other crop
Stoffwechselwegen
The influence on the qualitative photochemical behavior of pirimicarb which leads to the photoproducts N-formylpirimicarb and demethylpirimicarb is modified by the waxes that are extracted from nectarines, oranges, and mandarin oranges. The formation of the photoproducts is hindered by the waxes.
Versand/Shipping
UN2811 Toxic solids, organic, n.o.s., Hazard Class: 6.1; Labels: 6.1-Poisonous materials, Technical Name Required.
Degradation
Pirimicarb is hydrolysed in alkaline solutions (PM). Sterilised buffer solutions of unlabelled pirimicarb at pH values of 4,7 and 9 were incubated in the dark at 50 °C for 5 days. Samples were taken and analysed by HPLC. No hydrolysis of pirirnicarb was detected. At longer incubation times, some of the N-formyl derivative (2) (see Scheme 1) was produced (PSD, 1995). [¹⁴C-pyrimidinyl]Pirimicarb was dissolved in buffer solutions of pH 5,7 or 9 and exposed to natural sunlight (August in southern England) for up to 27 days. Losses of radioactivity by volatilisation were insignificant. After 3 weeks virtually all the pirimicarb was degraded. In neutral and acid solutions the main product was the N-formyl derivative (2). At pH 9 this was unstable. The N-monodemethylpirimicarb (3), aminopirimicarb (4) and the pyrimidinol(5) were also identified and some polar products were formed.
A further study under similar conditions (August 1974) afforded compounds 14 and the pyrimidinol derivatives (5, 6, 7). N,N-Dimethylguanidine (8), N-methylguanidine (9) and guanidine (10) were identified by electrophoretic methods. The guanidines were formed by opening of the pyrimidine ring (PSD, 1995). These pathways are illustrated in Scheme 1.
In other studies in which aqueous solutions or solid samples of pirimicarb were exposed to sunlight or lamps in the laboratory, the products 2, 3, 4 and 5 were also found, the first usually being the major product. Pirisi ef al. (1996) also detected a formylaminodimethylcarbamate (11) whilst Romero et al. (1994) reported that the formaminopyrimidinol (12) was formed via the N-formyl compound (2). [¹⁴C-pyrimidinyl]Pirimicarb was applied to a silty-clay loam on a thin-layer plate coated with soil. The plate was exposed under polythene to sunlight in southern England. Pirimicarb was completely degraded over 20 days. The major degradation product was the pyrimidinol (5) formed by hydrolysis of the carbamate ester group. No volatile products were detected (Hill, 1976; PSD, 1995).
Inkompatibilitäten
May react with strong oxidizers such as chlorates, peroxides, and nitrates. May form explosive materials with phosphorus pentachloride.
Waste disposal
Do not discharge into drains or sewers. Dispose of waste material as hazardous waste using a licensed disposal contractor to an approved landfill. Consult with environmental regulatory agencies for guidance on acceptable disposal practices. Incineration with effluent gas scrubbing is recommended. Containers must be disposed of properly by following package label directions or by contacting your local or federal environmental control agency, or by contacting your regional EPA office.

Pirimicarb Upstream-Materialien And Downstream Produkte

Pirimicarb Anbieter Lieferant Produzent Hersteller Vertrieb Händler.

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