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Your Location：Home>Product Center >> Pesticide API and intermediates >> Cyprodinil
  • Cyprodinil
Name:Cyprodinil
CAS No:121552-61-2

PRODUCT DESCRIPTION

【Name】
Cyprodinil
【Iupac name】
4-cyclopropyl-6-methyl-N-phenylpyrimidin-2-amine
【CAS Registry number】
121552-61-2
【Synonyms】
CGA 219417
Chorus
Chorus (pesticide)
Chorus 75WG
4-Cyclopropyl-6-methyl-N-phenyl-2-pyrimidinamine
2-Pyrimidinamine,4-cyclopropyl-6-methyl-N-phenyl-
【Molecular Formula】
C14H15N3 (Products with the same molecular formula)
【Molecular Weight】
225.29
【Inchi】
InChI=1/C14H15N3/c1-10-9-13(11-7-8-11)17-14(15-10)16-12-5-3-2-4-6-12/h2-6,9,11H,7-8H2,1H3,(H,15,16,17)
【InChIKey】
HAORKNGNJCEJBX-UHFFFAOYSA-N
【Canonical SMILES】
CC1=NC(=NC(=C1)C2CC2)NC3=CC=CC=C3
【MOL File】
121552-61-2.mol

Chemical and Physical Properties

【Appearance】
Off-white Solid
【Density】
1.21 g/cm3
【Melting Point】
68 - 70
【Boiling Point】
406 °C at 760 mmHg
【Vapour】
8.42E-07mmHg at 25°C
【Refractive Index】
1.659
【Flash Point】
199.3 °C
【Solubilities】
Insoluble
【Color/Form】
Fine beige powder
White crystalline solid
Agglomerates at 20 deg C
【Stability】
Stable at normal temperatures and pressures.
【Storage temp】
0-6°C
【Computed Properties】
Molecular Weight:225.289 [g/mol]
Molecular Formula:C14H15N3
XLogP3-AA:3.1
H-Bond Donor:1
H-Bond Acceptor:0
Rotatable Bond Count:3
Tautomer Count:9
Exact Mass:225.126597
MonoIsotopic Mass:225.126597
Topological Polar Surface Area:37.8
Heavy Atom Count:17
Formal Charge:0
Complexity:246
Isotope Atom Count:0
Defined Atom Stereocenter Count:0
Undefined Atom Stereocenter Count:0
Defined Bond Stereocenter Count:0
Undefined Bond Stereocenter Count:0
Covalently-Bonded Unit Count:1
Feature 3D Acceptor Count:1
Feature 3D Donor Count:1
Feature 3D Cation Count:1
Feature 3D Ring Count:2
Effective Rotor Count:3.6
Conformer Sampling RMSD:0.6
CID Conformer Count:21

Safety and Handling

【Hazard Codes】
Xi:Irritant
【Risk Statements】
R36/38;R43
【Safety Statements 】
S26;S36
【HazardClass】
9
【Safety】

Hazard Codes:
Xi: Irritant 
Risk Statements about Cyprodinil (121552-61-2):
R43 May cause sensitization by skin contact.
R36/38: Irritating to eyes and skin.
Safety Statements about Cyprodinil (121552-61-2):
S26 In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.
S36 Wear suitable protective clothing.
Attentions:
1. Storage: Keep tightly closed.
2. Personal Protection: Compatible chemical-resistant gloves. Chemical safety goggles.
3. Fire Fighting: Extinguish using Water spray. Carbon dioxide, dry chemical powder, or appropriate foam. Wear self-contained breathing apparatus and protective clothing to prevent contact with skin and eyes.

【PackingGroup 】
III
【Transport】
UN 3077
【Formulations/Preparations】
USEPA/OPP Pesticide Code 288202; Trade Names: CGA 219417 technical.
75% water dispersable granules
Cyprodinil Technical is concentrated cyprodinil used as an ingredient to manufacture individual cyprodinil commercial products.
【Octanol/Water Partition Coefficient】
log Kow= 4.00
【Disposal Methods】
SRP: At the time of review, criteria for land treatment or burial (sanitary landfill) disposal practices are subject to significant revision. Prior to implementing land disposal of waste residue (including waste sludge), consult with environmental regulatory agencies for guidance on acceptable disposal practices.

Use and Manufacturing

【Use and Manufacturing】
Methods of Manufacturing

Prepn: A. Huberle, EP 310550; idem, US 5153200 (1989, 1992 both to Ciba-Geigy).
【Usage】
Agricultural fungicide.

Biomedical Effects and Toxicity

【Biomedical Effects and Toxicity】
After oral admin, CGA 219417 is rapidly absorbed & also rapidly & almost completely eliminated with urine & feces. ... Residues in tissues were generally low & there was no evidence for accumulation or retention of radioactivity.

Environmental Fate and Exposure Potential

【Environmental Fate/Exposure Summary】
TERRESTRIAL FATE: Based on a classification scheme(1), an estimated Koc value of 3,600(SRC), determined from a log Kow of 4.00(2) and a regression-derived equation(3), indicates that cyprodinil is expected to have slight mobility in soil(SRC). Volatilization of cyprodinil from moist soil surfaces is not expected to be an important fate process(SRC) given an estimated Henry's Law constant of 8.4X10-8 atm-cu m/mole(SRC), derived from its vapor pressure, 3.68X10-6 mm Hg(2), and water solubility, 13 mg/l(2). Cyprodinil is not expected to volatilize from dry soil surfaces(SRC) based upon it's vapor pressure(2). Photolysis is not an important environmental fate process in soil(3). Biodegradation in soil may be an important environmental fate process with a 50% CO2 evolution range of 40 to 150 days noted in four soils(4).
AQUATIC FATE: Based on a classification scheme(1), an estimated Koc value of 3,600(SRC), determined from a log Kow of 4.00(2) and a regression-derived equation(3), indicates that cyprodinil is not expected to adsorb to suspended solids and sediment(SRC). Volatilization from water surfaces is not expected(3) based upon an estimated Henry's Law constant of 8.4X10-8 atm-cu m/mole(SRC), derived from its vapor pressure, 3.68X10-6 mm Hg(2), and water solubility, 13 mg/l(2). The pKa of cyprodinil is 4.44(2), indicating that this compound will partially exist in the protonated form in the environment and cations generally adsorb to organic carbon and clay more strongly than their neutral counterparts(4). According to a classification scheme(5), an estimated BCF of 240(SRC), from its log Kow(2) and a regression-derived equation(6), suggests the potential for bioconcentration in aquatic organisms is high(SRC). Photolysis is not an important environmental fate process in water(7).
ATMOSPHERIC FATE: According to a model of gas/particle partitioning of semivolatile organic compounds in the atmosphere(1), cyprodinil, which has a vapor pressure of 3.68X10-6 mm Hg at 25 deg C(2), will exist in both the vapor and particulate phases in the ambient atmosphere. Vapor-phase cyprodinil 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 2 hrs(SRC), calculated from its rate constant of 2.0X10-10 cu cm/molecule-sec at 25 deg C(SRC) that was derived using a structure estimation method(3). Particulate-phase cyprodinil may be removed from the air by wet and dry deposition(SRC). Cyprodinil is stable in sunlight(4).

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