23560-59-0

Basic information

• Product Name: HEPTENOPHOS
• Synonyms: RAGADAN;(7-chlorobicyclo(3.2.0)hepta-3,6-dien-6-yloxy)-phosphonicacidimethyles;5-(o,o-dimethylphosphoryl)-6-chlorobicyclo(3.2.0)hepta-1,5-dien;Hoe 02982;hoe2982;hoe2982oj;hostavik;o,o’-dimethyl-o-(6-chlorobicyclo(3.2.0)heptadiene-1,5-yl)phosphate
• CAS NO: 23560-59-0
• Molecular Formula: C₉H₁₂ClO₄P
• Molecular Weight: 250.62
• EINECS: 245-737-0
• Mol File: 23560-59-0.mol
• Article Data: 1

Chemical Properties

• Melting Point: 25°C
• Boiling Point: bp0.001 94-95°
• Flash Point: 2 °C
• Appearance: /liquid
• Density: d420 1.294
• Vapor Pressure: 0.004mmHg at 25°C
• Refractive Index: 1.518
• Storage Temp.: APPROX 4°C
• Water Solubility: 2200 mg l-1 (20 °C)
• CAS DataBase Reference: HEPTENOPHOS(CAS DataBase Reference)
• NIST Chemistry Reference: HEPTENOPHOS(23560-59-0)
• EPA Substance Registry System: HEPTENOPHOS(23560-59-0)

Safety Data

• Hazard Codes: T,N,Xn,F
• Statements: 25-50/53-52/53-36-20/21/22-11
• Safety Statements: 23-28-37-45-60-61-36/37-26
• RIDADR: 3018
• WGK Germany: 3
• RTECS: TB8545000
• HazardClass: 6.1(b)
• PackingGroup: III
• Hazardous Substances Data: 23560-59-0(Hazardous Substances Data)

Usage

Description

Heptenophos is a light brown liquid or crystalline mass. It is soluble in water (2.2 g/L at 20 ?C) and miscible with most organic solvents, except aliphatic hydrocarbons. Log Kow = 2.32. Heptenophos is hydrolyzed in acidic and alkaline media.

Chemical Properties

Pale amber liquid; miscible in most organic solvents; soluble in xylene, acetone, and methanol.

Uses

Different sources of media describe the Uses of 23560-59-0 differently. You can refer to the following data:
1. Heptenophos is used to control sucking pests (primarily aphids) in a wide range of crops. It is also used as an ectoparasiticide to control ticks, lice, mites and fleas in farm animals and pets.
2. Insecticide.
3. Heptenophos is a pesticide used for fruits and vegetables.

Definition

A nonpersistent contact and systematic phosphate insecticide.

Hazard

Poison; moderately toxic.

Metabolic pathway

Metabolism of heptenophos in soils is by hydrolysis to 7-chloro-bicyclo[3.2.0]hept-2-en-6-one, further transformations of which involve microbially-mediated Baeyer-Villiger oxidations of the cyclobutanone moiety, ring opening of the resultant lactones, dechlorination and dehydrochlorination followed by ultimate mineralisation to CO2 and conversion to unextractable soil-bound residues. In rats, 7-chlorobicyclo[3.2.0]hept-2-en-6-one is further transformed to give the Favorskiirearranged product bicyclo[3.l.0]hex-2-en-6-exo-carboxylic acid as a urinary metabolite.

Metabolism

In rats 90% of heptenophos is excreted in the urine and 6% in the feces as water-soluble metabolites within 6 days after oral administration. In plant (lettuce), it is completely transformed to watersoluble metabolites without accumulation within 4 d. In soil, it is rapidly degraded bymicroorganisms, DT50 (20 ?C) being less than 4 h.

Toxicity evaluation

Acute oral LD50 for rats is 96–121 mg/kg. Inhalation LC50 (4 h) for rats is 0.95 mg/L air. NOEL (2 yr) for rats is 15 mg/kg diet (0.75 mg/kg/d). ADI is 3 μg/kg b.w.

Degradation

Heptenophos is hydrolysed in acidic and alkaline media (PM).

InChI:InChI=1/C9H12ClO4P/c1-12-15(11,13-2)14-9-7-5-3-4-6(7)8(9)10/h3,5-7H,4H2,1-2H3

Relevant articles and documents

1,3,4-oxadiazine derivatives and their use as pesticides

PCT No. PCT/EP97/01325 Sec. 371 Date Sep. 18, 1998 Sec. 102(e) Date Sep. 18, 1998 PCT Filed Mar. 17, 1997 PCT Pub. No. WO97/36883 PCT Pub. Date Oct. 9, 1997The invention relates to novel (1,3,4)-oxadiazine derivatives of formula (I), to a process and intermediates for their preparation, and to their usefulness as pesticides, in particular as anthelminthics, insecticides, acaricides, and nematicides.