Quinoline

C9H7N

quinoline

CAS91-22-5
GHS08 Gefahrensymbol: Gesundheitsgefahr – Gesundheitsgefahr
GHS07 Gefahrensymbol: Gesundheitsschädlich/Reizend – Ausrufezeichen
GHS09 Gefahrensymbol: Umweltgefährlich – Umwelt
Danger

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Identification

CAS Number
91-22-5
EC Number
202-051-6
UN Number
2656
Index Number
613-281-00-5
PubChem CID
7047

Physical-chemical properties

Molecular Formula
C9H7N
Molar Mass
129.16 g/mol
IUPAC Name
quinoline

Chemical Identifiers

InChI
InChI=1S/C9H7N/c1-2-6-9-8(4-1)5-3-7-10-9/h1-7H
InChI Key
SMWDFEZZVXVKRB-UHFFFAOYSA-N

Overview

Quinoline (CAS 91-22-5) is a heterocyclic aromatic organic compound with a bicyclic structure consisting of fused benzene and pyridine rings. This nitrogen-containing compound represents a fundamental building block in organic chemistry and pharmaceutical manufacturing. Quinoline appears as a colorless to pale yellow liquid with a characteristic strong odor, exhibiting both basic and aromatic properties due to its unique molecular structure. The compound's bicyclic framework makes it particularly valuable as an intermediate in various synthetic pathways, especially in the production of pharmaceuticals, dyes, and specialty chemicals. From a safety perspective, quinoline requires careful handling due to its significant hazard profile. The substance is classified as a Category 1B carcinogen and Category 2 mutagen, necessitating strict workplace controls and personal protective equipment. Additionally, it presents acute toxicity risks and can cause skin and eye irritation upon contact. The compound also poses environmental concerns with its aquatic chronic toxicity classification, requiring appropriate containment and disposal measures. Quinoline finds extensive industrial application in pharmaceutical synthesis, serving as a precursor for antimalarial drugs, antibiotics, and other therapeutic compounds. The chemical industry also utilizes quinoline in the manufacture of dyes, particularly quinoline yellow, and as a solvent in specialized applications. Its role extends to the production of 8-hydroxyquinoline and related derivatives used in metal extraction and analytical chemistry. Like other aromatic amines such as 4-[(4-aminophenyl)methyl]aniline, quinoline requires specialized handling protocols due to its toxicological properties. The compound's versatility in synthetic chemistry, combined with its established industrial applications, maintains consistent demand across European markets. OYSI provides quinoline to qualified industrial customers with full regulatory documentation and technical support for safe handling procedures.

Safety & Classification

Danger
Classification:

Carc. 1B; Muta. 2; Acute Tox. 4 *; Acute Tox. 4 *; Skin Irrit. 2; Eye Irrit. 2; Aquatic Chronic 2

HHazard Statements (H-Statements)

Describe the nature and severity of the hazard

H350

May cause cancer.

H341

Suspected of causing genetic defects.

H312

Harmful in contact with skin.

H302

Harmful if swallowed.

H315

Causes skin irritation.

H319

Causes serious eye irritation.

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

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

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 Number2656
ADR Class6.1
Packing GroupIII
Tunnel CodeE
Proper Shipping NameChinolin
Marine PollutantNo

Frequently Asked Questions

What is quinoline?

Quinoline is a heterocyclic aromatic organic compound with the molecular formula C9H7N and CAS number 91-22-5. It consists of a benzene ring fused to a pyridine ring, forming a bicyclic structure with a molecular weight of 129.16 g/mol. This nitrogen-containing compound appears as a colorless to pale yellow liquid with a characteristic strong odor. Quinoline is classified as a hazardous substance with carcinogenic and mutagenic properties, requiring careful handling in industrial applications.

What are the physicochemical properties of quinoline?

Quinoline is a colorless to pale yellow liquid at room temperature with a distinctive strong, penetrating odor. It has a boiling point of approximately 237°C and a melting point of -15°C. The compound is slightly soluble in water but readily dissolves in organic solvents such as ethanol, ether, and benzene. Quinoline exhibits basic properties due to its nitrogen atom and can form salts with acids. It has a density of about 1.09 g/cm³ and is hygroscopic, meaning it absorbs moisture from air.

What is quinoline used for?

Quinoline serves as an important intermediate in the pharmaceutical and chemical industries. It is primarily used in the synthesis of antimalarial drugs, dyes, and other pharmaceuticals. The compound acts as a precursor for manufacturing various quinoline derivatives used in medicinal chemistry. Additionally, quinoline finds applications in the production of corrosion inhibitors, rubber accelerators, and as a solvent in certain industrial processes. Its derivatives are also utilized in the manufacture of agricultural chemicals and specialty chemicals for research purposes.

How to handle quinoline safely?

Quinoline requires strict safety measures due to its carcinogenic and toxic properties. Always wear appropriate personal protective equipment including chemical-resistant gloves, safety goggles, and protective clothing. Work in well-ventilated areas or under fume hoods to prevent inhalation exposure. Avoid skin and eye contact completely. Use non-sparking tools as quinoline is flammable. Implement proper hygiene practices including thorough hand washing after handling. Ensure emergency shower and eyewash stations are readily accessible, and train personnel on proper handling procedures and emergency response.

How to store quinoline correctly?

Quinoline must be stored in tightly sealed containers in a cool, dry, well-ventilated area away from heat sources, sparks, and direct sunlight. Keep containers in secondary containment to prevent spills and maintain temperatures below 25°C. Store separately from strong oxidizing agents, acids, and incompatible materials. Ensure storage areas have appropriate fire suppression systems and spill cleanup materials readily available. Use original manufacturer containers when possible, and implement proper inventory rotation procedures. Access should be restricted to trained personnel only.

What to do in case of contact with quinoline?

Quinoline exposure requires immediate action due to its toxic properties. For skin contact, immediately remove contaminated clothing and wash the affected area thoroughly with soap and water for at least 15 minutes. In case of eye contact, flush immediately with clean water for at least 15 minutes while holding eyelids open. If inhaled, move the person to fresh air immediately and seek medical attention. For ingestion, do not induce vomiting and seek immediate medical care. Always consult a physician after any exposure incident.

How to dispose of quinoline appropriately?

Quinoline disposal must comply with local and international hazardous waste regulations due to its carcinogenic classification. The substance cannot be disposed of in regular waste streams and requires specialized hazardous waste treatment. Contact licensed hazardous waste disposal companies for proper collection and treatment. Incineration at high temperatures in approved facilities is typically the preferred disposal method. Maintain detailed records of all disposal activities as required by regulations. Never pour quinoline down drains or into the environment, as it poses significant environmental risks.

How to transport quinoline?

Quinoline is classified under ADR Class 6.1 (Toxic substances), Packing Group III for transportation purposes. It must be packaged in approved containers according to UN packaging requirements and properly labeled with hazard placards and shipping documentation. Transport vehicles must comply with ADR regulations for toxic substances, including proper ventilation and emergency equipment. Drivers require hazardous materials training certification. Ensure proper segregation from incompatible materials during transport and maintain emergency response information readily available throughout the journey.

Is quinoline subject to particular regulations?

Quinoline is subject to extensive regulatory oversight due to its hazardous properties. Under REACH regulation, it requires registration for manufacturing or importing above certain thresholds. The substance is classified under CLP regulation with multiple hazard categories including carcinogenicity 1B and mutagenicity 2. Various national and international regulations may restrict its use or require special permits. Users must comply with occupational exposure limits, proper labeling requirements, and safety data sheet provisions. Regular monitoring and reporting may be required depending on usage quantities and applications.

Where to buy quinoline in Europe?

Quinoline is available through specialized chemical distributors in Europe, including OYSI, a professional distributor of technical chemicals. Due to its hazardous classification, quinoline can only be supplied to qualified industrial users with proper handling capabilities and regulatory compliance. Suppliers must verify customer credentials and intended use before sale. Professional distributors like OYSI provide proper packaging, documentation, and technical support to ensure safe handling and regulatory compliance. Contact authorized chemical suppliers directly to discuss specific requirements, quantities, and delivery arrangements for your industrial applications.

Data Sources

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