ChemicalBook--->CAS DataBase List--->1689-83-4

1689-83-4

1689-83-4 Structure

1689-83-4 Structure
IdentificationMore
[Name]

Ioxynil
[CAS]

1689-83-4
[Synonyms]

3,5-DIIODO-4-HYDROXYBENZONITRILE
4-CYANO-2,6-DIIODOPHENOL
4-HYDROXY-3,5-DIIODOBENZONITRILE
4-HYDROXY-3,5-DIIODOPHENYL CYANIDE
ACP 63303(R)
ACTRIL
ACTRIL(R)
BANTROL(R)
CERTROL(R)
IOTRIL
IOXYNIL
'LGC' (1620)
MAESTRO II
MEXTROL
SANPXYNIL
TOTRIL
TRIONYLHAWK
2,6-Diiodo-4-cyanophenol
3,5-diiodo-4-hydroxy-benzonitril
3,5-Dijod-4-hydroxy-benzonitril
[EINECS(EC#)]

216-881-1
[Molecular Formula]

C7H3I2NO
[MDL Number]

MFCD00016422
[Molecular Weight]

370.91
[MOL File]

1689-83-4.mol
Chemical PropertiesBack Directory
[Appearance]

beige amorphous powder
[Melting point ]

200 °C
[Boiling point ]

282.6±40.0 °C(Predicted)
[density ]

2.4947 (estimate)
[storage temp. ]

0-6°C
[form ]

neat
[pka]

4.95±0.23(Predicted)
[Water Solubility ]

Insoluble
[Sensitive ]

Light Sensitive
[BRN ]

2364041
[Henry's Law Constant]

1.3×102 mol/(m3Pa) at 25℃, Mackay et al. (2006)
[CAS DataBase Reference]

1689-83-4(CAS DataBase Reference)
[NIST Chemistry Reference]

Benzonitrile, 4-hydroxy-3,5-diiodo-(1689-83-4)
[EPA Substance Registry System]

1689-83-4(EPA Substance)
Safety DataBack Directory
[Hazard Codes ]

N-T,N,T
[Risk Statements ]

R63:Possible risk of harm to the unborn child.
R50/53:Very Toxic to aquatic organisms, may cause long-term adverse effects in the aquatic environment .
R48/22:Harmful: danger of serious damage to health by prolonged exposure if swallowed .
R36:Irritating to the eyes.
R23/25:Toxic by inhalation and if swallowed .
R21:Harmful in contact with skin.
[Safety Statements ]

S61:Avoid release to the environment. Refer to special instructions safety data sheet .
S60:This material and/or its container must be disposed of as hazardous waste .
S45:In case of accident or if you feel unwell, seek medical advice immediately (show label where possible) .
S36/37:Wear suitable protective clothing and gloves .
S63:In case of accident by inhalation, remove casualty to fresh air and keep at rest.
[RIDADR ]

3276
[WGK Germany ]

3
[RTECS ]

DI4025000
[HazardClass ]

6.1
[PackingGroup ]

III
[HS Code ]

29269095
[Hazardous Substances Data]

1689-83-4(Hazardous Substances Data)
Material Safety Data Sheet(MSDS)Back Directory
[msds information]

loxynil(1689-83-4).msds
Hazard InformationBack Directory
[Chemical Properties]

beige amorphous powder
[Uses]

3,5-Diiodo-4-hydroxybenzonitrile is used in the preparation of herbicides Bromoxynil and Ioxynil.
[Definition]

ChEBI: A nitrile that is benzonitrile substituted by a hydroxy group at position 4 and iodo groups at positions 3 and 5.
[Production Methods]

The industrial synthesis of ioxynil begins with a phenol derivative, typically hydroxybenzonitrile, which undergoes controlled iodination to introduce two iodine atoms at the 3 and 5 positions of the aromatic ring. This step is crucial for enhancing the herbicide’s lipophilicity and biological activity. The resulting compound, 4-hydroxy-3,5-diiodobenzonitrile, is then subjected to esterification with various alkanoic acids (such as n-heptanoic or n-butyric acid) to form ioxynil esters, which improve formulation stability and plant uptake.
[Mechanism of action]

Selective, systemic with contact action, acts by inhibiting photosynthesis at Photosystem II
[Pesticide Type]

Herbicide; Metabolite
Spectrum DetailBack Directory
[Spectrum Detail]

Ioxynil(1689-83-4)1HNMR
Well-known Reagent Company Product InformationBack Directory
[Acros Organics]

3,5-Diiodo-4-hydroxybenzonitrile, 98%(1689-83-4)
[Alfa Aesar]

3,5-Diiodo-4-hydroxybenzonitrile, 97%(1689-83-4)
[Sigma Aldrich]

1689-83-4(sigmaaldrich)
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