Ioxynil

Ioxynil
Names
IUPAC name
4-Hydroxy-3,5-diiodophenyl cyanide
Other names
Iodoxynil, Ioxinil,
Identifiers
3D model (JSmol)
ChEBI
ChEMBL
ChemSpider
ECHA InfoCard 100.015.347
KEGG
UNII
UN number 2588
  • InChI=1S/C7H3I2NO/c8-5-1-4(3-10)2-6(9)7(5)11/h1-2,11H
    Key: NRXQIUSYPAHGNM-UHFFFAOYSA-N
  • C1=C(C=C(C(=C1I)O)I)C#N
Properties
C7H3I2NO
Molar mass 370.916 g·mol−1
Appearance Crystalline colourless
Odor Phenol-like
Melting point 212 °C (414 °F; 485 K)
0.05 g/L
Solubility in acetone 7 %w/v
Solubility in dimethylformide 74 %w/v
Solubility in ethanol 2 %w/v
Solubility in cyclohexane 14 %w/v
Solubility in tetrahydrofuran 34 %w/v
Solubility in benzene 0.5 %w/v
Vapor pressure < 0.001 Pa
Hazards
GHS labelling:
Danger
H301, H319, H361, H410
Lethal dose or concentration (LD, LC):
110 mg/kg (rat, oral)
0.38 mg/L (rat, inhalation), 6.8 mg/L (fish)
Related compounds
Related compounds
 Bromoxynil, chloroxynil, Bromoxynil octanoate
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
Infobox references

Ioxynil is a post-emergent selective nitrile herbicide. It is used in Australia, New Zealand and Japan to control broadleaf weeds via the inhibition of photosynthesis. It is used notably on onion crops, among others, normally at 300–900 g/Ha. It was introduced in 1966. The supply of ioxynil is decreasing, as of 2019 but the herbicide remains effective.

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