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Name	Pirimiphos-methyl	EINECS	249-528-5
CAS No.	29232-93-7	Density	1.229 g/cm³
PSA	98.61000	LogP	3.17790
Solubility	9.9 mg l-1 (30 °C, pH 5.2)	Melting Point	15 °C
Formula	C₁₁H₂₀N₃O₃PS	Boiling Point	386.5 °C at 760 mmHg
Molecular Weight	305.338	Flash Point	187.6 °C
Transport Information	UN 3082 9/PG 3	Appearance	Yellow liquid
Safety	60-61-62	Risk Codes	22-50/53-67-65-38-11
Molecular Structure		Hazard Symbols	Xn,N,F
Synonyms	4-Pyrimidinol,2-(diethylamino)-6-methyl-, O-ester with O,O-dimethyl phosphorothioate (8CI);2-Diethylamino-6-methylpyrimidine-4-yl dimethyl phosphorothionate;Actellic;Actellic 50;Actellic 50E;Actellic Polvo;Actellic Powder;Blex;Dominator;Methylpirimiphos;Orafon;Pirimiphos M;Pirimiphosmethyl;Rotator;	Article Data	5

Pirimiphos-methyl Synthetic route

: 2524-03-0
dimethyl chlorothiophosphate

: 42487-72-9
2-diethylamino-4-hydroxy-6-methyl-pyrimidine

: 29232-93-7
Pirimiphos-methyl

Conditions

Conditions	Yield
Stage #1: 2-diethylamino-4-hydroxy-6-methyl-pyrimidine With potassium carbonate In water; toluene at 78 - 93℃; for 0.5h; Green chemistry; Stage #2: dimethyl chlorothiophosphate at 20℃; Solvent; Temperature; Green chemistry;	98.6%
Stage #1: 2-diethylamino-4-hydroxy-6-methyl-pyrimidine With potassium carbonate In benzene for 3h; Reflux; Stage #2: dimethyl chlorothiophosphate In butanone; benzene at 60 - 95℃; for 2h; Reflux;

Pirimiphos-methyl Chemical Properties

Molecular Structure of Pirimifosmethyl (CAS NO.29232-93-7):

IUPAC Name: 4-dimethoxyphosphinothioyloxy-N,N-diethyl-6-methylpyrimidin-2-amine
Empirical Formula: C₁₁H₂₀N₃O₃PS
Molecular Weight: 305.3336
H bond acceptors: 6
H bond donors: 0
Freely Rotating Bonds: 7
Polar Surface Area: 98.61Å²
Index of Refraction: 1.555
Molar Refractivity: 79.77 cm³
Molar Volume: 248.4 cm³
Surface Tension: 51.1 dyne/cm
Density: 1.229 g/cm³
Flash Point: 187.6 °C
Enthalpy of Vaporization: 63.55 kJ/mol
Boiling Point: 386.5 °C at 760 mmHg
Vapour Pressure: 3.52E-06 mmHg at 25°C
Melting point: 15 ºC
InChI
InChI=1/C11H20N3O3PS/c1-6-14(7-2)11-12-9(3)8-10(13-11)17-18(19,15-4)16-5/h8H,6-7H2,1-5H3
Smiles
c1(nc(N(CC)CC)nc(c1)C)OP(OC)(OC)=S
EINECS: 249-528-5
Product Categories: Insecticide; AcaricidesEnvironmental Standards; OrganophorousAlphabetic; Insecticides; MetabolitesPesticides; P; PER - POLA; Pesticides; Pesticides&Metabolites; Alpha sort; MetabolitesPesticides&Metabolites; N-PPesticides

Pirimiphos-methyl Toxicity Data With Reference

Organism	Test Type	Route	Reported Dose (Normalized Dose)	Effect	Source
chicken	LD50	oral	30mg/kg (30mg/kg)		Pesticide Manual. Vol. 9, Pg. 694, 1991.
guinea pig	LD50	oral	1gm/kg (1000mg/kg)		"Pesticide Index," Frear, E.H., ed., State College, PA, College Science Pub., 1969Vol. 5, Pg. 184, 1976.
mammal (species unspecified)	LD50	oral	2gm/kg (2000mg/kg)		Herba Polonica. Vol. 21, Pg. 53, 1975.
mouse	LD50	oral	1180mg/kg (1180mg/kg)		"Pesticide Index," Frear, E.H., ed., State College, PA, College Science Pub., 1969Vol. 5, Pg. 184, 1976.
mouse	LD50	unreported	1180mg/kg (1180mg/kg)		Tsitologiya i Genetika. Cytology and Genetics. For English translation, see CYGEDX. Vol. 16(1), Pg. 45, 1982.
quail	LD50	oral	140mg/kg (140mg/kg)		Pesticide Manual. Vol. 9, Pg. 694, 1991.
rabbit	LD50	oral	1150mg/kg (1150mg/kg)		"Pesticide Index," Frear, E.H., ed., State College, PA, College Science Pub., 1969Vol. 5, Pg. 184, 1976.
rabbit	LD50	skin	> 2gm/kg (2000mg/kg)		Pesticide Manual. Vol. 9, Pg. 694, 1991.
rat	LC	inhalation	> 150mg/m^3/4H (150mg/m³)		Gigiena i Sanitariya. For English translation, see HYSAAV. Vol. 48(6), Pg. 32, 1983.
rat	LD50	oral	1250mg/kg (1250mg/kg)	BEHAVIORAL: TREMOR BEHAVIORAL: ATAXIA LUNGS, THORAX, OR RESPIRATION: RESPIRATORY STIMULATION	Scripta Scientifica Medica. Vol. 20, Pg. 33, 1983.
rat	LD50	skin	> 4592mg/kg (4592mg/kg)		Farm Chemicals Handbook. Vol. -, Pg. C7, 1991.

Pirimiphos-methyl Safety Profile

Moderately toxic by ingestion. Mutation data reported. When heated to decomposition it emits very toxic fumes of NO_x, PO_x, and SO_x.
Hazard Codes: Harmful Xn, Dangerous N,F
Risk Statements about Pirimifosmethyl (CAS NO.29232-93-7):
R11 Highly flammable.
R22 Harmful if swallowed.
R38 Irritating to skin.
R65 Harmful: may cause lung damage if swallowed.
R67 Vapours may cause drowsiness and dizziness.
R50/53 Very toxic to aquatic organisms, may cause long-term adverse effects in the aquatic environment
Safety Statements about Pirimifosmethyl (CAS NO.29232-93-7):
S60 This material and its container must be disposed of as hazardous waste.
S61 Avoid release to the environment. Refer to special instructions / safety data sheets.
S62 If swallowed, do not induce vomitting; seek medical advice immediately and show this container or label.

Pirimiphos-methyl Specification

Pirimifosmethyl , with CAS number of 29232-93-7, can be called Actellic ; actellic(r) ; actellifog ; O-(2-Diethylamino-6-methyl-4-pyrimidinyl)-O,O-dimethyl phosphorothioat; O-2-diethylamino-6-methylpyrimidine-4-yl o,o-dimethyl phosphorothioate ; pirimphos-methyl ester ; pirimiphos-methyl . Pirimifosmethyl (CAS NO.29232-93-7) is an organophosphorus pesticides, can be widely used in warehousing, family health, crop pest control and it is a quick, broad-spectrum insecticide, acaricide, can be used as alternative to highly toxic organophosphorus pesticide varieties.

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