23103-98-2 Usage
Description
Pirimicarb is a colorless crystalline solid that is odorless and moderately soluble in water, acetone, ethanol, xylene, and chloroform. It is an aminopyrimidine with the chemical name N,N,4,5-tetramethylpyrimidin-2-amine substituted by a (dimethylcarbamoyl)oxy group at position 4. Pirimicarb is produced by the reaction of 2-dimethylamino-5,6-dimethyl-4-pyrimidone with dimethylcarbamic acid chloride in the presence of a base or phosgene and dimethylamine.
Used in Agricultural Industry:
Pirimicarb is used as a systemic insecticide for controlling pests in various crops. It has contact, stomach, and respiratory action, making it effective against a wide range of insects. It is a selective aphicide, which means it is particularly effective against aphids.
Pirimicarb is used as an insecticide for the following applications:
1. Cereals: It is used to protect grain crops from insect infestations.
2. Fruit: It helps control pests in fruit-bearing trees and plants.
3. Ornamentals: It is used to maintain the health and appearance of ornamental plants by preventing insect damage.
4. Strawberries: It is applied to protect strawberry plants from insects that can reduce yield and quality.
5. Potatoes: It is used to control pests that can damage potato crops.
6. Sugar beet: It helps protect sugar beet plants from insects that can affect their growth and sugar content.
7. Fodder beet: It is used to ensure the health of fodder beet plants by controlling insect pests.
8. Cotton: It is applied to cotton crops to protect them from insect damage that can affect the quality of the cotton fiber.
9. Oilseed rape: It is used to control pests in oilseed rape crops, which are important for the production of vegetable oils and biodiesel.
10. Tobacco: It is used to protect tobacco plants from insects that can reduce the quality of the tobacco leaves.
11. Glasshouse crops: It is used in greenhouses to control pests in a controlled environment, ensuring the health and productivity of the crops.
Originally registered in the U.S. for non-food use on alfalfa grown for seed, Pirimicarb is also used on a wide range of cereals, potatoes, fruits, vegetables, and other crops in various parts of the world. Its effectiveness as a systemic insecticide makes it a valuable tool in agricultural pest management.
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/kgLD50 oral (dog): 100 mg/kg.
Trade name
ABOL?; AFICIDA?; APHOX?; FERNOS?; PIRIMIKARB; PIRIMOR?; PP 062?; PYRIMOR?; RAPID?
Potential Exposure
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
Metabolic pathway
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.
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).
Incompatibilities
May react with strong oxidizers such as chlorates, peroxides, and nitrates. May form explosive materials with phosphorus pentachloride.
Check Digit Verification of cas no
The CAS Registry Mumber 23103-98-2 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 2,3,1,0 and 3 respectively; the second part has 2 digits, 9 and 8 respectively.
Calculate Digit Verification of CAS Registry Number 23103-98:
(7*2)+(6*3)+(5*1)+(4*0)+(3*3)+(2*9)+(1*8)=72
72 % 10 = 2
So 23103-98-2 is a valid CAS Registry Number.
InChI:InChI=1/C11H18N4O2/c1-7-8(2)12-10(14(3)4)13-9(7)17-11(16)15(5)6/h1-6H3
23103-98-2Relevant articles and documents
SYSTEM FOR PROTECTING GOODS DURING TRANSPORT
-
, (2013/02/28)
A system for protecting stored goods in a container (10), comprises a cage-like structure (20) formed by at least one pesticide treated net (22), capable of enclosing the stored goods, wherein the cage like structure (20), further comprises means for suspending the pesticide treated nets (14, 28, 30, 32, 34), and means for opening and closing the cage-like structure (26) on at least one section (24) of the at least one net (22). The system is particularly useful for the transport of tobacco, coffee, dried fruits, cocoa, nuts, tea, cereals, vegetables, spices and animals.
Use of citric acid derivatives as pesticidal adjuvants
-
, (2008/06/13)
The invention provides the use as a pesticidal adjuvant of at least one citric acid derivative and compositions containing the derivative, which has a log octanol-water coefficient (log P) of 2.6 to 11 and an equivalent hydrocarbon (EH) value of 29 to 47. The invention has been shown to enhance the efficacy of a range of pesticides.