3-[(2S)-1-methylpyrrolidin-2-yl]pyridine

C10H14N2

CAS54-11-5
GHS06 Gefahrensymbol: Giftig – Totenkopf mit Knochen
GHS09 Gefahrensymbol: Umweltgefährlich – Umwelt
Danger

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Identification

CAS Number
54-11-5
EC Number
200-193-3
UN Number
1654
Index Number
614-001-00-4
PubChem CID
89594

Physical-chemical properties

Molecular Formula
C10H14N2
Molar Mass
162.23 g/mol
IUPAC Name
3-[(2S)-1-methylpyrrolidin-2-yl]pyridine

Chemical Identifiers

InChI
InChI=1S/C10H14N2/c1-12-7-3-5-10(12)9-4-2-6-11-8-9/h2,4,6,8,10H,3,5,7H2,1H3/t10-/m0/s1
InChI Key
SNICXCGAKADSCV-JTQLQIEISA-N

Overview

3-[(2S)-1-methylpyrrolidin-2-yl]pyridine (CAS 54-11-5) is a heterocyclic alkaloid compound with potent biological activity and significant toxicity concerns. This bicyclic organic compound, also known by its IUPAC designation, represents a naturally occurring alkaloid with a molecular formula of C10H14N2 and molecular weight of 162.23 g/mol. The substance features a distinctive chemical structure combining a pyridine ring with a substituted pyrrolidine moiety, which contributes to its characteristic pharmacological properties and biological activity profile. From a safety perspective, this compound presents serious health hazards and requires stringent handling protocols. Classified under GHS pictograms GHS06 and GHS09 with the signal word "Danger," it exhibits acute toxicity category 2 across multiple exposure routes and poses chronic aquatic toxicity concerns. The substance falls under ADR class 6.1, indicating its classification as a toxic material for transportation purposes. Proper personal protective equipment, adequate ventilation, and specialized storage conditions are essential when working with this material. Industrial applications of this compound are primarily concentrated in pharmaceutical research and development, where it serves as an important building block for synthetic chemistry. The substance also finds use in specialized chemical manufacturing processes and as a reference standard in analytical chemistry applications. Its structural similarity to compounds like N-methylaniline makes it valuable for comparative studies in medicinal chemistry research. Due to the compound's high toxicity profile and regulatory classification, handling requires specialized expertise and appropriate safety infrastructure. The substance shares certain handling considerations with other toxic nitrogen-containing heterocycles such as phenylhydrazine, necessitating similar safety protocols. OYSI maintains this specialized chemical compound available for qualified industrial customers with appropriate handling capabilities and regulatory compliance.

Safety & Classification

Danger
Classification:

Acute Tox. 2; Acute Tox. 2; Acute Tox. 2; 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.

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 Number1654
ADR Class6.1
Packing GroupII
Tunnel CodeD/E
Proper Shipping NameNicotin
Marine PollutantNo

Frequently Asked Questions

What is 3-[(2S)-1-methylpyrrolidin-2-yl]pyridine?

3-[(2S)-1-methylpyrrolidin-2-yl]pyridine is an alkaloid compound commonly known as nicotine, with the molecular formula C10H14N2 and CAS number 54-11-5. This organic compound features a pyridine ring connected to a methylated pyrrolidine ring in a specific stereochemical configuration. With a molecular weight of 162.23 g/mol, it is classified as highly toxic with significant environmental concerns, requiring careful handling in industrial and research applications.

What are the physicochemical properties of 3-[(2S)-1-methylpyrrolidin-2-yl]pyridine?

3-[(2S)-1-methylpyrrolidin-2-yl]pyridine is typically a colorless to pale yellow liquid at room temperature with a characteristic sharp, acrid odor. The compound is miscible with water and most organic solvents due to its dual polar and nonpolar character. It has a boiling point around 247°C and is hygroscopic, readily absorbing moisture from air. The substance is volatile and can form vapors at room temperature, contributing to its inhalation hazard potential.

What is 3-[(2S)-1-methylpyrrolidin-2-yl]pyridine used for?

3-[(2S)-1-methylpyrrolidin-2-yl]pyridine is primarily used in pharmaceutical research, analytical chemistry, and as a chemical intermediate in organic synthesis. It serves as a reference standard in laboratories for analytical methods development and quality control procedures. The compound is also utilized in neuroscience research for studying receptor binding and pharmacological effects. Due to its high toxicity classification, its use is restricted to specialized industrial and research applications with appropriate safety measures.

How to handle 3-[(2S)-1-methylpyrrolidin-2-yl]pyridine safely?

Safe handling of 3-[(2S)-1-methylpyrrolidin-2-yl]pyridine requires full personal protective equipment including nitrile gloves, safety goggles, and respiratory protection due to its Acute Tox. 2 classification. Work must be conducted in a well-ventilated area or fume hood to prevent inhalation exposure. Avoid skin contact and ingestion at all costs, as the substance is highly toxic through all exposure routes. Emergency shower and eyewash stations should be readily accessible when working with this dangerous material.

How to store 3-[(2S)-1-methylpyrrolidin-2-yl]pyridine correctly?

3-[(2S)-1-methylpyrrolidin-2-yl]pyridine must be stored in a cool, dry, well-ventilated area away from heat sources and direct sunlight in tightly sealed containers. Storage should be in a designated hazardous materials area with restricted access due to its high toxicity. The substance should be kept away from oxidizing agents and strong acids. Containers must be properly labeled with GHS06 and GHS09 pictograms, and storage areas should have appropriate spill containment measures to prevent environmental release.

What to do in case of contact with 3-[(2S)-1-methylpyrrolidin-2-yl]pyridine?

Immediate action is critical due to the substance's Acute Tox. 2 classification for all exposure routes. For skin contact, 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 plenty of water for 15 minutes and remove contact lenses if present. If inhaled, move to fresh air immediately. For ingestion, do not induce vomiting. Seek immediate medical attention for any exposure and provide safety data sheet to medical personnel.

How to dispose of 3-[(2S)-1-methylpyrrolidin-2-yl]pyridine properly?

Disposal of 3-[(2S)-1-methylpyrrolidin-2-yl]pyridine must be conducted through licensed hazardous waste disposal companies due to its high toxicity and environmental hazard classification. The substance cannot be disposed of in regular waste streams or sewage systems due to its Aquatic Chronic 2 classification. Waste must be collected in appropriate containers, properly labeled, and handled according to local and EU waste regulations. Incineration at authorized high-temperature facilities is typically the preferred disposal method for this type of toxic organic compound.

How to transport 3-[(2S)-1-methylpyrrolidin-2-yl]pyridine?

Transportation of 3-[(2S)-1-methylpyrrolidin-2-yl]pyridine falls under ADR Class 6.1 (Toxic substances), Packing Group II, indicating high toxicity requiring special transport precautions. Packages must bear appropriate hazard labels and comply with UN packaging specifications for toxic liquids. Transport vehicles must carry appropriate emergency equipment and documentation. Drivers require ADR training for dangerous goods transport, and shipments must follow designated routing restrictions. Emergency response information must accompany all shipments for potential incident management.

Is 3-[(2S)-1-methylpyrrolidin-2-yl]pyridine subject to specific regulations?

3-[(2S)-1-methylpyrrolidin-2-yl]pyridine is subject to extensive EU regulations including REACH registration requirements and CLP classification as a highly toxic substance with environmental hazards. While not currently listed as an SVHC, its Acute Tox. 2 classification requires compliance with strict labeling, safety data sheet, and handling requirements. The substance may be subject to additional restrictions under national legislation due to its toxicity profile. Import/export may require specific permits and documentation depending on intended use and quantities.

Where to buy 3-[(2S)-1-methylpyrrolidin-2-yl]pyridine in Europe?

3-[(2S)-1-methylpyrrolidin-2-yl]pyridine is available through OYSI, a specialized European distributor of technical chemicals with expertise in handling highly toxic substances. OYSI ensures full regulatory compliance, proper packaging, and safe transport of this ADR Class 6.1 material throughout Europe. Due to the substance's high toxicity classification and regulatory requirements, purchases are restricted to qualified industrial and research customers with appropriate handling capabilities and valid business justification for use.

Data Sources

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