4-hydroxy-3-(3-oxo-1-phenylbutyl)chromen-2-one

C19H16O4

CAS81-81-2
GHS08 Gefahrensymbol: Gesundheitsgefahr – Gesundheitsgefahr
GHS06 Gefahrensymbol: Giftig – Totenkopf mit Knochen
GHS09 Gefahrensymbol: Umweltgefährlich – Umwelt
Danger

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Identification

CAS Number
81-81-2
EC Number
201-377-6
UN Number
3027
Index Number
607-056-00-0
PubChem CID
54678486

Physical-chemical properties

Molecular Formula
C19H16O4
Molar Mass
308.30 g/mol
IUPAC Name
4-hydroxy-3-(3-oxo-1-phenylbutyl)chromen-2-one

Chemical Identifiers

InChI
InChI=1S/C19H16O4/c1-12(20)11-15(13-7-3-2-4-8-13)17-18(21)14-9-5-6-10-16(14)23-19(17)22/h2-10,15,21H,11H2,1H3
InChI Key
PJVWKTKQMONHTI-UHFFFAOYSA-N

Overview

4-hydroxy-3-(3-oxo-1-phenylbutyl)chromen-2-one (CAS 81-81-2) is a coumarin derivative with anticoagulant properties and high acute toxicity classification. This organic compound, with molecular formula C19H16O4 and molecular weight 308.3 g/mol, belongs to the chromen-2-one family and exhibits significant biological activity. The substance is characterized by its complex aromatic structure featuring both phenyl and chromen rings, which contribute to its specific pharmacological properties. Due to its potent anticoagulant effects, this compound requires extremely careful handling and is classified under the highest toxicity categories. The substance presents severe safety concerns with multiple hazard classifications including Reproductive Toxicity Category 1A, Acute Toxicity Categories 1 and 2, and Specific Target Organ Toxicity Category 1 for repeated exposure. The GHS pictograms GHS08 (health hazard), GHS06 (skull and crossbones), and GHS09 (environmental hazard) reflect its dangerous nature. Transportation falls under ADR Class 6.1 (toxic substances), emphasizing the need for specialized logistics and handling procedures. Industrial applications primarily focus on research and development in pharmaceutical chemistry, particularly in anticoagulant research and blood coagulation studies. The compound serves as a reference standard in analytical laboratories and finds use in toxicological research. Unlike simpler aromatic compounds such as N-methylaniline, this chromen-2-one derivative requires specialized containment due to its reproductive toxicity profile. Given its regulatory status and safety profile, this substance is available through OYSI's specialized chemical distribution network with comprehensive safety documentation and regulatory compliance support for qualified industrial and research customers.

Safety & Classification

Danger
Classification:

Repr. 1A; Acute Tox. 1; Acute Tox. 1; Acute Tox. 2; STOT RE 1; Aquatic Chronic 2

HHazard Statements (H-Statements)

Describe the nature and severity of the hazard

H330

Fatal if inhaled.

H310

Fatal in contact with skin.

H300

Fatal if swallowed.

H372

Causes damage to organs through prolonged or repeated exposure.

H411

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

Fatal

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

Fatal

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:

Ingestion

Fatal

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 Number3027
ADR Class6.1
Packing GroupI
Tunnel CodeC/E
Proper Shipping NameWarfarin (ISO)
Marine PollutantNo

Frequently Asked Questions

What is 4-hydroxy-3-(3-oxo-1-phenylbutyl)chromen-2-one?

4-hydroxy-3-(3-oxo-1-phenylbutyl)chromen-2-one is a synthetic organic compound with the molecular formula C19H16O4 and CAS number 81-81-2. This chromen-2-one derivative features a phenylbutyl substituent and has a molecular weight of 308.3 g/mol. It belongs to the coumarin family of compounds and is classified as highly hazardous due to its reproductive toxicity and acute toxicity properties.

What are the physicochemical properties of 4-hydroxy-3-(3-oxo-1-phenylbutyl)chromen-2-one?

4-hydroxy-3-(3-oxo-1-phenylbutyl)chromen-2-one is a solid organic compound at room temperature with a molecular weight of 308.3 g/mol. As a chromen-2-one derivative, it typically appears as a crystalline solid. The compound contains both hydrophilic hydroxyl and hydrophobic aromatic groups, affecting its solubility characteristics. Specific physical properties like melting point and solubility require consultation of detailed technical data sheets.

What is 4-hydroxy-3-(3-oxo-1-phenylbutyl)chromen-2-one used for?

4-hydroxy-3-(3-oxo-1-phenylbutyl)chromen-2-one is primarily used as an anticoagulant rodenticide, commonly known as warfarin. It functions by inhibiting vitamin K epoxide reductase, preventing blood clotting in target organisms. The compound is utilized in professional pest control applications and requires strict handling protocols due to its high toxicity classification. Its use is heavily regulated and restricted to qualified professionals in many jurisdictions.

How to handle 4-hydroxy-3-(3-oxo-1-phenylbutyl)chromen-2-one safely?

4-hydroxy-3-(3-oxo-1-phenylbutyl)chromen-2-one requires maximum protective equipment due to its Acute Tox. 1 and Repr. 1A classifications. Personnel must wear full protective clothing, chemical-resistant gloves, safety goggles, and respiratory protection. Work should be conducted in well-ventilated areas or under fume extraction. Avoid skin contact, inhalation, and ingestion. Only trained professionals should handle this substance, following strict safety protocols and emergency procedures.

How to store 4-hydroxy-3-(3-oxo-1-phenylbutyl)chromen-2-one correctly?

4-hydroxy-3-(3-oxo-1-phenylbutyl)chromen-2-one must be stored in a secure, locked area away from unauthorized access due to its extreme toxicity. Storage should be in original containers, in cool, dry conditions away from heat sources and incompatible materials. The storage area must be well-ventilated and equipped with appropriate emergency equipment. Access should be restricted to trained personnel only, with proper inventory tracking and safety protocols in place.

What to do in case of contact with 4-hydroxy-3-(3-oxo-1-phenylbutyl)chromen-2-one?

Immediate medical attention is required for any contact with 4-hydroxy-3-(3-oxo-1-phenylbutyl)chromen-2-one due to its Acute Tox. 1 classification. For skin contact, remove contaminated clothing and rinse with plenty of water. If inhaled, move to fresh air immediately. In case of ingestion, do not induce vomiting and seek emergency medical care. Contact poison control centers immediately and provide the safety data sheet to medical personnel for proper treatment guidance.

How to dispose of 4-hydroxy-3-(3-oxo-1-phenylbutyl)chromen-2-one appropriately?

4-hydroxy-3-(3-oxo-1-phenylbutyl)chromen-2-one must be disposed of as hazardous waste through licensed waste management companies due to its high toxicity and environmental hazard classification. Disposal must comply with local, national, and EU waste regulations. The substance cannot be disposed of in regular waste streams or sewage systems. Professional hazardous waste disposal services should handle collection, treatment, and destruction using appropriate incineration or specialized treatment methods.

How to transport 4-hydroxy-3-(3-oxo-1-phenylbutyl)chromen-2-one?

4-hydroxy-3-(3-oxo-1-phenylbutyl)chromen-2-one is classified as ADR Class 6.1 (toxic substances) Packing Group I, indicating maximum transport restrictions. Transport requires specialized hazardous materials packaging, proper labeling with GHS pictograms (GHS06, GHS08, GHS09), and documentation. Only certified dangerous goods transporters can handle shipments. Vehicles must carry appropriate emergency equipment and drivers must have hazardous materials training and certification.

Is 4-hydroxy-3-(3-oxo-1-phenylbutyl)chromen-2-one subject to specific regulations?

4-hydroxy-3-(3-oxo-1-phenylbutyl)chromen-2-one is subject to extensive regulation under REACH, CLP, and biocide regulations due to its classification as Repr. 1A and Acute Tox. 1. The substance requires registration under REACH and compliance with Classification, Labelling and Packaging regulations. Its use as a rodenticide falls under the Biocidal Products Regulation (BPR), requiring specific authorizations. While not currently listed as SVHC, its hazard profile subjects it to strict regulatory oversight.

Where to buy 4-hydroxy-3-(3-oxo-1-phenylbutyl)chromen-2-one in Europe?

4-hydroxy-3-(3-oxo-1-phenylbutyl)chromen-2-one is available through OYSI, a specialized European distributor of chemical products with expertise in hazardous substances. Due to its extreme toxicity classification and regulatory restrictions, purchases are limited to qualified professional users with appropriate licenses and training. OYSI ensures compliance with all transportation, documentation, and safety requirements for this highly regulated substance throughout European markets.

Data Sources

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