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Propoxur

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Name

Propoxur

EINECS 204-043-8
CAS No. 114-26-1 Density 1.083 g/cm3
PSA 47.56000 LogP 2.58290
Solubility Slightly soluble. 0.2 g/100 mL Melting Point 91 °C
Formula C11H15NO3 Boiling Point 295.445 °C at 760 mmHg
Molecular Weight 209.245 Flash Point 132.481 °C
Transport Information UN 2811/2588 Appearance White to tan crystalline powder
Safety 37-45-60-61 Risk Codes 25-50/53
Molecular Structure Molecular Structure of 114-26-1 (2-Methylethoxyphenyl carbamate) Hazard Symbols ToxicT,DangerousN
Synonyms

Boruho 50;Brygou;Dalf Dust;ENT 25,671;IPMC;Invisi-Gard;Mrowkozol;NSC 379584;O-(2-Isopropoxyphenyl) N-methylcarbamate;OMS 33;PHC;PHC (carbamate);PHC 7;Propoxylor;Sendran;Suncide;Tendex;Unden;Unden (pesticide);Unden 50PM;o-IsopropoxyphenylN-methylcarbamate;o-Isopropoxyphenyl methylcarbamate;Carbamicacid, methyl-, o-isopropoxyphenyl ester (8CI);Phenol, 2-(1-methylethoxy)-,methylcarbamate (9CI);Phenol, o-isopropoxy-, methylcarbamate (6CI);2-(1-Methylethoxy)phenyl N-methylcarbamate;2-IsopropoxyphenylN-methylcarbamate;2-(1-Methylethoxy)phenol methylcarbamate;

Article Data 27

Propoxur Synthetic route

4812-20-8

2-Isopropoxyphenol

624-83-9

methyl isocyanate

114-26-1

Propoxur

Conditions
ConditionsYield
With N,N'-dimethylbenzylamine at 60 - 90℃; for 3h; Reagent/catalyst; Temperature;99%
In Dimethyldisulphide at 20℃; for 1h;
105-40-8

Ethyl N-methylcarbamate

4812-20-8

2-Isopropoxyphenol

114-26-1

Propoxur

Conditions
ConditionsYield
With trichlorophosphate In 1,1-dichloroethane
With trichlorophosphate In 1,1-dichloroethane
114-26-1

Propoxur

27738-96-1

chlorocarbonyl isocyanate

84942-49-4

C13H14N2O5

Conditions
ConditionsYield
In chlorobenzene at 130℃; for 1.5h;71%
114-26-1

Propoxur

A

2-isopropoxyphenyl(chlorosulfenyl)(methyl)carbamate

B

2-isopropoxyphenyl(benzyloxysulfenyl)(methyl)carbamate

Conditions
ConditionsYield
With sulphur dichloride; triethylamine; benzyl alcohol In dichloromethaneA 42%
B n/a
50-00-0

formaldehyd

114-26-1

Propoxur

39074-56-1

Chloromethyl-methyl-carbamic acid 2-isopropoxy-phenyl ester

Conditions
ConditionsYield
With thionyl chloride
114-26-1

Propoxur

74-89-5

methylamine

Conditions
ConditionsYield
aluminium In water; acetonitrile Product distribution; Irradiation; influence of aluminum foil;;
114-26-1

Propoxur

71-36-3

butan-1-ol

2-isopropoxyphenyl(chlorosulfenyl)(methyl)carbamate

Conditions
ConditionsYield
With sulphur dichloride; triethylamine In dichloromethane
114-26-1

Propoxur

A

2-isopropoxyphenyl [[(diethoxyphosphinothioyl)-anilino]thio]methylcarbamate

B

66996-03-0

2-isopropoxyphenyl [[(diethoxyphosphinothioyl)phenylamino]thio]methylcarbamate

Conditions
ConditionsYield
In N-methyl-acetamide; O,O-diethyl N-(chlorothio)phenylphosphoramidothioate; diethyl ether
114-26-1

Propoxur

2-isopropoxyphenyl[[(diethoxyphosphinothioyl) anilino]thio]methylcarbamate

Conditions
ConditionsYield
In N-methyl-acetamide; diethyl ether
114-26-1

Propoxur

C17H20N2O4

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: sodium hydroxide / water
2: hydrogenchloride; sodium nitrite / water
View Scheme

Propoxur Consensus Reports

EPA Genetic Toxicology Program. Community Right-To-Know List.

Propoxur Standards and Recommendations

OSHA PEL: TWA 0.5 mg/m3
ACGIH TLV: TWA 0.5 mg/m3; Animal Carcinogen
DFG MAK: 2 mg/m3

Propoxur Specification

The Propoxur, with the CAS registry number 114-26-1, is also known as 2-(1-Methylethoxy)phenol methylcarbamate. It belongs to the product categories of Insecticide; Acaricides Pesticides; Alpha sort; Carbamates Pesticides & Metabolites; Insecticides; N-PAlphabetic; P; Pesticides; Pesticides & Metabolites. Its EINECS number is 204-043-8. This chemical's molecular formula is C11H15NO3 and molecular weight is 209.24. What's more, its systematic name is 2-Isopropoxyphenyl methylcarbamate. Its classification codes are: (1)Acaricide; (2)Agricultural Chemical; (3)Cholinergic Agents; (4)Cholinesterase Inhibitors; (5)Enzyme Inhibitors; (6)Human Data; (7)Insecticide; (8)Insecticides; (9)Mutation data; (10)Neurotransmitter Agents; (11)Pesticides; (12)Reproductive Effect. This chemical is a carbamate insecticide. It is a non-systemic insecticide with a fast knockdown and long residual effect used against turf, forestry, and household pests and fleas. It is also used in pest control for other domestic animals, Anopheles mosquitoes, ants, gypsy moths, and other agricultural pests. It can also be used as a molluscicide.

Physical properties of Propoxur are: (1)ACD/LogP: 1.538; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): 1.54; (4)ACD/LogD (pH 7.4): 1.54; (5)ACD/BCF (pH 5.5): 8.68; (6)ACD/BCF (pH 7.4): 8.68; (7)ACD/KOC (pH 5.5): 163.50; (8)ACD/KOC (pH 7.4): 163.49; (9)#H bond acceptors: 4; (10)#H bond donors: 1; (11)#Freely Rotating Bonds: 4; (12)Polar Surface Area: 47.56 Å2; (13)Index of Refraction: 1.503; (14)Molar Refractivity: 57.092 cm3; (15)Molar Volume: 193.271 cm3; (16)Polarizability: 22.633×10-24cm3; (17)Surface Tension: 35.1 dyne/cm; (18)Density: 1.083 g/cm3; (19)Flash Point: 132.481 °C; (20)Enthalpy of Vaporization: 53.515 kJ/mol; (21)Boiling Point: 295.445 °C at 760 mmHg; (22)Vapour Pressure: 0.002 mmHg at 25°C.

Uses of Propoxur: it can be used to produce C13H14N2O5 at the temperature of 130 °C. It will need solvent chlorobenzene with the reaction time of 1.5 hours. The yield is about 71%.

Propoxur can be used to produce C13H14N2O5 at the temperature of 130 °C

When you are using this chemical, please be cautious about it as the following:
This chemical is toxic if swallowed. It is very toxic to aquatic organisms as it may cause long-term adverse effects in the aquatic environment. When using it, you need wear suitable protective gloves. In case of accident or if you feel unwell, you should seek medical advice immediately (show the label where possible). This material and its container must be disposed of as hazardous waste. You should avoid releasing it to the environment, and you need refer to special instructions/safety data sheet.

You can still convert the following datas into molecular structure:
(1)SMILES: O=C(Oc1ccccc1OC(C)C)NC
(2)Std. InChI: InChI=1S/C11H15NO3/c1-8(2)14-9-6-4-5-7-10(9)15-11(13)12-3/h4-8H,1-3H3,(H,12,13)
(3)Std. InChIKey: ISRUGXGCCGIOQO-UHFFFAOYSA-N

The toxicity data is as follows:  

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
bird - wild LD50 oral 3800ug/kg (3.8mg/kg)   Toxicology and Applied Pharmacology. Vol. 21, Pg. 315, 1972.
chicken LD50 oral 46500ug/kg (46.5mg/kg) BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD Toxicology and Applied Pharmacology. Vol. 7, Pg. 606, 1965.
duck LD50 oral 9580ug/kg (9.58mg/kg)   Toxicology and Applied Pharmacology. Vol. 22, Pg. 556, 1972.
guinea pig LD50 oral 40mg/kg (40mg/kg)   Pesticide Chemicals Official Compendium, Association of the American Pesticide Control Officials, Inc., 1966. Vol. -, Pg. 109, 1966.
hamster LD50 intraperitoneal 500mg/kg (500mg/kg)   Archives of Toxicology. Vol. 58, Pg. 152, 1986.
mammal (species unspecified) LD50 oral 90mg/kg (90mg/kg)   Herba Polonica. Vol. 21, Pg. 53, 1975.
mammal (species unspecified) LD50 skin 800mg/kg (800mg/kg)   Pesticides. Vol. 15(10), Pg. 37, 1981.
mammal (species unspecified) LD50 unreported 100mg/kg (100mg/kg)   Gigiena i Sanitariya. For English translation, see HYSAAV. Vol. 41(8), Pg. 82, 1976.
mouse LD50 intraperitoneal 12mg/kg (12mg/kg)   Journal of Agricultural and Food Chemistry. Vol. 16, Pg. 561, 1968.
mouse LD50 oral 23500ug/kg (23.5mg/kg) LUNGS, THORAX, OR RESPIRATION: RESPIRATORY STIMULATION

BEHAVIORAL: TREMOR

BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD
Toho Igakkai Zasshi. Journal of Medical Society of Toho University. Vol. 17, Pg. 60, 1970.
mouse LD50 skin > 1360mg/kg (1360mg/kg)   Yakkyoku. Pharmacy. Vol. 31, Pg. 711, 1980.
mouse LD50 subcutaneous 11400ug/kg (11.4mg/kg)   Toho Igakkai Zasshi. Journal of Medical Society of Toho University. Vol. 17, Pg. 60, 1970.
pigeon LD50 oral 7500ug/kg (7.5mg/kg)   ASTM Special Technical Publication. Vol. (680), Pg. 157, 1979.
quail LD50 oral 28mg/kg (28mg/kg)   Toxicology and Applied Pharmacology. Vol. 20, Pg. 57, 1971.
rabbit LD50 intravenous 5mg/kg (5mg/kg) LUNGS, THORAX, OR RESPIRATION: OTHER CHANGES Toxicology and Applied Pharmacology. Vol. 165, Pg. 27, 2000.
rat LC50 inhalation 1440mg/m3/1H (1440mg/m3)   "Pflanzenschutz-und Schaedlingsbekaempfungsmittel: Abriss einer Toxikologie und Therapie von Vergiftungen," 2nd ed., Klimmer, O.R., Hattingen, Fed. Rep. Ger., Hundt-Verlag, 1971Vol. -, Pg. 70, 1971.
rat LD50 intramuscular 53mg/kg (53mg/kg)   British Journal of Industrial Medicine. Vol. 22, Pg. 317, 1965.
rat LD50 intraperitoneal 30mg/kg (30mg/kg) LUNGS, THORAX, OR RESPIRATION: OTHER CHANGES

LUNGS, THORAX, OR RESPIRATION: DYSPNEA

BEHAVIORAL: GENERAL ANESTHETIC
Bulletin of the World Health Organization. Vol. 44, Pg. 241, 1971.
rat LD50 intravenous 11mg/kg (11mg/kg)   British Journal of Industrial Medicine. Vol. 22, Pg. 317, 1965.
rat LD50 oral 41mg/kg (41mg/kg)   Yakkyoku. Pharmacy. Vol. 37, Pg. 1621, 1986.
rat LD50 skin 800mg/kg (800mg/kg)   Roczniki Panstwowego Zakladu Higieny. Vol. 22, Pg. 579, 1971.
rat LD50 subcutaneous 56mg/kg (56mg/kg)   Yakkyoku. Pharmacy. Vol. 32, Pg. 471, 1981.
rat LD50 unreported 100mg/kg (100mg/kg)   "Chemistry of Pesticides," Melnikov, N.N., New York, Springer-Verlag New York, Inc., 1971Vol. -, Pg. 193, 1971.
women LDLo oral 24mg/kg (24mg/kg) BLOOD: CHANGE IN CLOTTING FACTORS

CARDIAC: PULSE RATE

BEHAVIORAL: COMA
Postgraduate Medical Journal. Vol. 63, Pg. 311, 1987.

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