4-hydroxy-3,5-diiodobenzonitrile

C7H3I2NO

CAS1689-83-4
GHS08 Gefahrensymbol: Gesundheitsgefahr – Gesundheitsgefahr
GHS06 Gefahrensymbol: Giftig – Totenkopf mit Knochen
GHS09 Gefahrensymbol: Umweltgefährlich – Umwelt
Danger

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Identification

CAS Number
1689-83-4
EC Number
216-881-1
UN Number
2588
Index Number
608-007-00-6
PubChem CID
15530

Physical-chemical properties

Molecular Formula
C7H3I2NO
Molar Mass
370.91 g/mol
IUPAC Name
4-hydroxy-3,5-diiodobenzonitrile

Chemical Identifiers

InChI
InChI=1S/C7H3I2NO/c8-5-1-4(3-10)2-6(9)7(5)11/h1-2,11H
InChI Key
NRXQIUSYPAHGNM-UHFFFAOYSA-N

Overview

4-hydroxy-3,5-diiodobenzonitrile (CAS 1689-83-4) is a halogenated aromatic compound with antimicrobial properties and significant toxicity concerns. This specialized organoiodine compound represents an important class of halogenated benzonitriles used in various industrial applications. With its molecular formula C7H3I2NO and molecular weight of 370.91 g/mol, 4-hydroxy-3,5-diiodobenzonitrile features two iodine substituents positioned symmetrically on a hydroxylated benzonitrile core structure. The presence of both electron-withdrawing iodine atoms and the hydroxyl group creates unique reactivity patterns that make this compound valuable in synthetic chemistry applications. The compound carries significant safety considerations, classified under multiple hazard categories including reproductive toxicity (Repr. 2), acute toxicity (Acute Tox. 3-4), and specific target organ toxicity (STOT RE 2). The GHS08, GHS06, and GHS09 pictograms indicate health hazards, acute toxicity, and environmental dangers respectively. Transportation falls under ADR Class 6.1, reflecting its toxic nature. Unlike simpler aromatic compounds such as N-methylaniline, this diiodinated derivative requires enhanced safety protocols due to its increased toxicity profile. Primary industrial applications include use as an intermediate in pharmaceutical synthesis, particularly in the development of antimicrobial agents where the iodine substituents contribute to biological activity. The compound also serves as a building block in specialty chemical manufacturing and as a precursor for more complex organoiodine compounds. Research applications utilize its unique electronic properties in materials science and organic synthesis. OYSI maintains reliable supply chains for 4-hydroxy-3,5-diiodobenzonitrile, ensuring consistent availability for European industrial customers requiring this specialized chemical intermediate.

Safety & Classification

Danger
Classification:

Repr. 2; Acute Tox. 3 *; Acute Tox. 4 *; Acute Tox. 3 *; STOT RE 2 *; Eye Irrit. 2; Aquatic Acute...

HHazard Statements (H-Statements)

Describe the nature and severity of the hazard

H331

Toxic if inhaled.

H312

Harmful in contact with skin.

H301

Toxic if swallowed.

H373

May cause damage to organs through prolonged or repeated exposure.

H319

Causes serious eye irritation.

H400

Very toxic to aquatic life.

H410

Very toxic to aquatic life with long lasting effects.

Classification according to CLP Regulation (EC) No 1272/2008. The complete list of hazard and precautionary statements can be found in the Safety Data Sheet (SDS).

First Aid Measures

Inhalation

Toxic

Measures if vapours or dust are inhaled

First Aid Actions

  • +P304IF INHALED:
  • +P340Remove person to fresh air and keep comfortable for breathing.
  • +P311Call a POISON CENTER/doctor.

Related hazard statements:

Skin Contact

Harmful

Measures if substance contacts the skin

First Aid Actions

  • +P302IF ON SKIN:
  • +P352Wash with plenty of water.
  • +P361Take off immediately all contaminated clothing.
  • +P313Get medical advice/attention.

Related hazard statements:

Eye Contact

Irritant

Measures if substance gets into the eyes

First Aid Actions

  • +P305IF IN EYES:
  • +P351Rinse cautiously with water for several minutes.
  • +P338Remove contact lenses, if present and easy to do. Continue rinsing.
  • +P313Get medical advice/attention.

Related hazard statements:

Ingestion

Toxic

Measures if substance is accidentally swallowed

First Aid Actions

  • +P301IF SWALLOWED:
  • +P330Rinse mouth.
  • +P331Do NOT induce vomiting.
  • +P310Immediately call a POISON CENTER/doctor.

Related hazard statements:

General Measures

Emergency 112 | Poison Control: +49 30 19240 (DE), +33 1 45 42 59 59 (FR), +31 30 274 88 88 (NL)

First aid measures are based on CLP classification and associated P-statements. They do not replace the Safety Data Sheet (SDS). In case of emergency, always consult the full SDS and a physician.

Transport (ADR)

UN Number2588
ADR Class6.1
Packing GroupII
Tunnel CodeD/E
Proper Shipping NameIoxynil (ISO)
Marine PollutantNo

Frequently Asked Questions

What is 4-hydroxy-3,5-diiodobenzonitrile?

4-hydroxy-3,5-diiodobenzonitrile is an organic compound with the molecular formula C7H3I2NO and CAS number 1689-83-4. This chemical features a benzene ring substituted with a hydroxyl group, two iodine atoms, and a nitrile group. With a molecular weight of 370.91 g/mol, it is classified as a hazardous substance with multiple danger classifications including reproductive toxicity and acute toxicity.

What are the physicochemical properties of 4-hydroxy-3,5-diiodobenzonitrile?

4-hydroxy-3,5-diiodobenzonitrile is typically a solid crystalline compound at room temperature due to its aromatic structure and halogen substituents. The presence of two iodine atoms significantly increases its molecular weight and density. The hydroxyl and nitrile groups influence its polarity and solubility characteristics. Its exact physical properties like melting point and solubility depend on purity and specific conditions.

What is 4-hydroxy-3,5-diiodobenzonitrile used for?

4-hydroxy-3,5-diiodobenzonitrile is primarily used as an intermediate in pharmaceutical synthesis and organic chemistry research. Its unique structure with iodine substituents makes it valuable for medicinal chemistry applications, particularly in the development of bioactive compounds. It may also serve as a building block in the synthesis of more complex organic molecules and potentially in materials science applications requiring iodinated aromatic compounds.

How to handle 4-hydroxy-3,5-diiodobenzonitrile safely?

4-hydroxy-3,5-diiodobenzonitrile requires careful handling due to its multiple hazard classifications including acute toxicity and reproductive toxicity. Essential protective equipment includes chemical-resistant gloves, safety goggles, and appropriate respiratory protection. Work should be conducted in well-ventilated areas or under fume hoods. Avoid skin and eye contact, inhalation, and ingestion. Emergency washing facilities should be readily accessible during handling operations.

How to store 4-hydroxy-3,5-diiodobenzonitrile correctly?

4-hydroxy-3,5-diiodobenzonitrile should be stored in tightly sealed containers in a cool, dry, well-ventilated area away from incompatible materials. Given its hazardous classification, storage areas should be secure and properly labeled with appropriate hazard warnings. Keep away from heat sources, direct sunlight, and moisture. Storage should comply with local regulations for toxic substances and include appropriate containment measures for spill prevention.

What to do in case of contact with 4-hydroxy-3,5-diiodobenzonitrile?

Immediate action is required upon contact with 4-hydroxy-3,5-diiodobenzonitrile due to its toxicity profile. For skin contact, remove contaminated clothing and wash affected area thoroughly with soap and water. In case of eye contact, flush immediately with clean water for at least 15 minutes. If inhaled, move to fresh air immediately. For ingestion, do not induce vomiting and seek immediate medical attention, providing the safety data sheet to medical personnel.

How to dispose of 4-hydroxy-3,5-diiodobenzonitrile appropriately?

4-hydroxy-3,5-diiodobenzonitrile must be disposed of as hazardous waste through licensed waste disposal companies due to its toxic properties and environmental hazard classification. Never dispose of this substance through regular waste streams or sewage systems. Contact certified hazardous waste disposal services and provide complete chemical identification. Disposal must comply with local, national, and European waste regulations, particularly those governing toxic and environmentally hazardous substances.

How to transport 4-hydroxy-3,5-diiodobenzonitrile?

4-hydroxy-3,5-diiodobenzonitrile is classified under ADR Class 6.1 (Toxic substances) with Packing Group II, indicating significant transport restrictions. Transportation requires appropriate UN-specification packaging, proper labeling with GHS pictograms (GHS06, GHS08, GHS09), and accompanying transport documentation. Only authorized carriers experienced in handling toxic materials should transport this substance, following all ADR regulations for dangerous goods throughout Europe.

Is 4-hydroxy-3,5-diiodobenzonitrile subject to specific regulations?

4-hydroxy-3,5-diiodobenzonitrile is subject to comprehensive European chemical regulations under REACH and CLP frameworks. Its classification as Repr. 2 and multiple acute toxicity categories requires strict compliance with hazard communication and safety requirements. While not currently listed as SVHC, its hazardous properties mean it falls under various worker protection and environmental regulations. Users must maintain safety data sheets and comply with occupational exposure limits where established.

Where to buy 4-hydroxy-3,5-diiodobenzonitrile in Europe?

4-hydroxy-3,5-diiodobenzonitrile is available through OYSI, a specialized European distributor of technical chemicals. As a professional chemical supplier, OYSI can provide this compound with appropriate documentation including safety data sheets and certificates of analysis. Given the substance's hazardous classification, purchases typically require verification of legitimate use and proper handling capabilities. Contact OYSI directly for availability, specifications, and regulatory compliance support.

Data Sources

Classification per CLP Regulation (EC) No 1272/2008. Data from ECHA and PubChem.