Ethyl 5,5-diphenyl-4H-1,2-oxazole-3-carboxylate

C18H17NO3

ethyl 5,5-diphenyl-4H-1,2-oxazole-3-carboxylate

CAS163520-33-0
GHS07 Gefahrensymbol: Gesundheitsschädlich/Reizend – Ausrufezeichen
GHS09 Gefahrensymbol: Umweltgefährlich – Umwelt
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Identification

CAS Number
163520-33-0
EC Number
443-870-0
UN Number
3077
Index Number
607-694-00-X
PubChem CID
6451155

Physical-chemical properties

Molecular Formula
C18H17NO3
Molar Mass
295.30 g/mol
IUPAC Name
ethyl 5,5-diphenyl-4H-1,2-oxazole-3-carboxylate

Chemical Identifiers

InChI
InChI=1S/C18H17NO3/c1-2-21-17(20)16-13-18(22-19-16,14-9-5-3-6-10-14)15-11-7-4-8-12-15/h3-12H,2,13H2,1H3
InChI Key
MWKVXOJATACCCH-UHFFFAOYSA-N

Overview

Ethyl 5,5-diphenyl-4H-1,2-oxazole-3-carboxylate (CAS 163520-33-0) is an oxazole derivative featuring two phenyl substituents and an ethyl ester functional group. This specialized heterocyclic compound belongs to the oxazole family, characterized by its five-membered ring containing both nitrogen and oxygen atoms. The molecule's structure incorporates two phenyl groups at the 5-position and an ethyl carboxylate group at the 3-position, giving it distinctive chemical properties that make it valuable for various industrial applications. With a molecular formula of C18H17NO3 and molecular weight of 295.3 g/mol, this compound exhibits moderate complexity typical of pharmaceutical intermediates and specialty chemicals. From a safety perspective, ethyl 5,5-diphenyl-4H-1,2-oxazole-3-carboxylate is classified under several hazard categories including Acute Toxicity 4, Skin Sensitization 1, and Aquatic toxicity classes. The compound carries a Warning signal word and requires appropriate handling protocols including personal protective equipment and environmental precautions. Its ADR Class 9 classification indicates it falls under miscellaneous dangerous goods for transport purposes. The compound finds primary applications in pharmaceutical research as a synthetic intermediate, particularly in the development of bioactive molecules where the oxazole ring system provides important pharmacological properties. It also serves in materials science applications where its aromatic structure contributes to specific electronic or optical properties. Unlike simpler aromatic compounds such as 1-N-phenyl-4-N-propan-2-ylbenzene-1,4-diamine, this oxazole derivative offers unique reactivity patterns due to its heterocyclic nature. OYSI maintains reliable supply chains for this specialized chemical, ensuring consistent availability for European industrial and research customers requiring high-quality heterocyclic compounds.

Safety & Classification

Warning
Classification:

Acute Tox. 4 *; Skin Sens. 1; Aquatic Acute 1; Aquatic Chronic 1

HHazard Statements (H-Statements)

Describe the nature and severity of the hazard

H302

Harmful if swallowed.

H317

May cause an allergic skin reaction.

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

Skin Contact

Irritant

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

Harmful

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 Number3077
ADR Class9
Packing GroupIII
Tunnel Code-
Proper Shipping NameIsoxadifen-ethyl (ISO)
Marine PollutantNo

Frequently Asked Questions

What is ethyl 5,5-diphenyl-4H-1,2-oxazole-3-carboxylate?

Ethyl 5,5-diphenyl-4H-1,2-oxazole-3-carboxylate is an organic chemical compound with the molecular formula C18H17NO3 and CAS number 163520-33-0. This oxazole derivative features a five-membered heterocyclic ring containing nitrogen and oxygen, with two phenyl groups and an ethyl ester functional group. With a molecular weight of 295.3 g/mol, it belongs to the class of substituted oxazoles used in organic synthesis and pharmaceutical research.

What are the physicochemical properties of ethyl 5,5-diphenyl-4H-1,2-oxazole-3-carboxylate?

Ethyl 5,5-diphenyl-4H-1,2-oxazole-3-carboxylate is a solid organic compound at room temperature with a molecular weight of 295.3 g/mol. The compound contains aromatic phenyl rings and an ester group, which typically confer moderate solubility in organic solvents like ethanol, acetone, and dichloromethane, while having limited water solubility. The presence of the oxazole ring and phenyl substituents contributes to its chemical stability under normal conditions.

What is ethyl 5,5-diphenyl-4H-1,2-oxazole-3-carboxylate used for?

Ethyl 5,5-diphenyl-4H-1,2-oxazole-3-carboxylate is primarily used as an intermediate in organic synthesis and pharmaceutical research. The oxazole framework serves as a building block for developing bioactive compounds, including potential pharmaceuticals and agrochemicals. Its structural features make it valuable for medicinal chemistry applications, particularly in the synthesis of heterocyclic compounds with biological activity. It may also be used in academic research for studying oxazole chemistry and reaction mechanisms.

How to handle ethyl 5,5-diphenyl-4H-1,2-oxazole-3-carboxylate safely?

Ethyl 5,5-diphenyl-4H-1,2-oxazole-3-carboxylate requires careful handling due to its Acute Tox. 4 and Skin Sens. 1 classifications. Always wear appropriate personal protective equipment including chemical-resistant gloves, safety goggles, and lab coats. Work in well-ventilated areas or under fume hoods to avoid inhalation. Prevent direct skin contact as the compound may cause sensitization. Use proper handling techniques to minimize dust generation and avoid ingestion. Follow GHS pictogram warnings (GHS07, GHS09) and maintain good laboratory hygiene practices.

How to store ethyl 5,5-diphenyl-4H-1,2-oxazole-3-carboxylate correctly?

Ethyl 5,5-diphenyl-4H-1,2-oxazole-3-carboxylate should be stored in tightly sealed containers in a cool, dry, and well-ventilated area away from heat sources and direct sunlight. Keep containers upright and properly labeled with hazard information. Due to its aquatic toxicity classification (Aquatic Acute 1, Aquatic Chronic 1), ensure storage areas have appropriate containment measures to prevent environmental release. Store away from incompatible materials and maintain proper inventory records for regulatory compliance.

What to do in case of contact with ethyl 5,5-diphenyl-4H-1,2-oxazole-3-carboxylate?

Immediate action is required upon contact with ethyl 5,5-diphenyl-4H-1,2-oxazole-3-carboxylate. For skin contact, immediately remove contaminated clothing and wash affected area thoroughly with soap and water for at least 15 minutes. In case of eye contact, rinse immediately with clean water for 15 minutes while holding eyelids open. If inhaled, move to fresh air immediately. If ingested, do not induce vomiting and seek medical attention. Always consult a physician if symptoms persist or worsen.

How to dispose of ethyl 5,5-diphenyl-4H-1,2-oxazole-3-carboxylate properly?

Ethyl 5,5-diphenyl-4H-1,2-oxazole-3-carboxylate must be disposed of as hazardous chemical waste through licensed waste management companies. Due to its aquatic toxicity classification, prevent release to sewers, waterways, or soil. Collect waste in properly labeled containers compatible with the chemical. Follow local and national regulations including REACH and CLP requirements. Incineration at authorized facilities is typically the preferred disposal method for organic compounds. Maintain disposal records for regulatory compliance and traceability.

How to transport ethyl 5,5-diphenyl-4H-1,2-oxazole-3-carboxylate?

Ethyl 5,5-diphenyl-4H-1,2-oxazole-3-carboxylate is classified as ADR Class 9 (Miscellaneous dangerous substances), Packing Group III for transportation. Use UN-approved packaging suitable for Class 9 materials with proper labeling and documentation. Ensure packages are properly sealed, labeled with correct shipping names, and accompanied by appropriate transport documents. Vehicles must comply with ADR regulations for Class 9 substances. Training of transport personnel and emergency response procedures are mandatory for safe transportation.

Is ethyl 5,5-diphenyl-4H-1,2-oxazole-3-carboxylate subject to specific regulations?

Ethyl 5,5-diphenyl-4H-1,2-oxazole-3-carboxylate is subject to European chemical regulations including REACH and CLP classifications. While not currently listed as a Substance of Very High Concern (SVHC), it must comply with standard registration and safety data sheet requirements. Its hazard classifications (Acute Tox. 4, Skin Sens. 1, Aquatic toxicity) mandate specific labeling with Warning signal word and GHS pictograms. Users must follow occupational exposure limits and environmental protection measures as specified in safety regulations.

Where to buy ethyl 5,5-diphenyl-4H-1,2-oxazole-3-carboxylate in Europe?

Ethyl 5,5-diphenyl-4H-1,2-oxazole-3-carboxylate is available through OYSI, a specialized European distributor of technical chemicals and research compounds. OYSI provides reliable supply chains for laboratory and industrial customers across Europe, ensuring proper handling, storage, and documentation compliance. As a professional chemical distributor, OYSI offers technical support and regulatory guidance for safe use. Contact OYSI directly for availability, specifications, and pricing information tailored to your specific application requirements.

Data Sources

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