2-(1-Chloroethyl)pyridine: Properties, Uses & FAQs
2-(1-Chloroethyl)pyridine: Properties, Uses & FAQs
2-(1-Chloroethyl)pyridine is a halogenated pyridine derivative widely used as an electrophilic building block and alkylating agent in organic synthesis research.
- Chemical Name
- 2-(1-Chloroethyl)pyridine
- SKU / Product Code
- P727013
- Molecular Formula
- C₇H₈ClN
- Molecular Weight
- 141.60 g/mol
- Functional Class
- Halogenated pyridine derivative; electrophilic alkylating reagent
- Supplier
- Aladdin Scientific
What Is 2-(1-Chloroethyl)pyridine?
2-(1-Chloroethyl)pyridine is an organochlorine compound featuring a pyridine ring substituted at the 2-position with a 1-chloroethyl group. The molecule combines the electron-deficient aromatic character of pyridine with a reactive benzylic-type C–Cl bond, making it a versatile electrophilic intermediate in synthetic chemistry. It is catalogued under SKU P727013 at Aladdin Scientific and is intended for research and development use.
The compound is structurally related to a broad family of 2-substituted pyridines that serve as pharmacophores and synthetic handles in medicinal chemistry, agrochemical research, and materials science.
Key Chemical Properties and Structure
2-(1-Chloroethyl)pyridine has the molecular formula C₇H₈ClN and a molecular weight of approximately 141.60 g/mol. The compound possesses a chiral center at the carbon bearing the chlorine atom, meaning it can exist as R and S enantiomers; the racemic mixture is the most commonly supplied form unless otherwise specified.
The C–Cl bond at the benzylic-type position is activated toward nucleophilic substitution (SN1 and SN2 pathways) due to stabilization of the incipient carbocation by the adjacent nitrogen-containing aromatic ring. This reactivity profile makes the compound suitable for N-alkylation, O-alkylation, and C-alkylation reactions with appropriate nucleophiles.
Note: Specific physical constants such as boiling point, melting point, density, and refractive index are not confirmed in the available source material and should be verified against the product specification sheet or a primary chemical database before use.
Applications in Research and Synthesis
As an electrophilic pyridine-containing building block, 2-(1-Chloroethyl)pyridine finds application in several areas of synthetic and medicinal chemistry:
- Pharmaceutical intermediates: The 2-pyridyl-1-chloroethyl motif can be incorporated into drug candidates where a chiral pyridylethyl fragment is required, enabling construction of biologically active scaffolds via nucleophilic displacement.
- Agrochemical research: Halogenated pyridine derivatives are established components in the synthesis of crop-protection molecules; this compound may serve as a precursor for novel pyridine-containing active ingredients.
- Materials and coordination chemistry: Following substitution of the chloro leaving group, the resulting pyridylethyl fragment can coordinate to metal centers, facilitating the assembly of ligands for catalysis or sensing applications.
- Methodology development: The compound is suitable as a model substrate for evaluating new alkylation protocols, phase-transfer catalysis, and asymmetric synthesis strategies targeting chiral secondary benzylic amines or ethers.
Disclaimer: Specific published applications citing this exact compound are not confirmed in the current source material. Researchers should conduct an independent literature search prior to use.
Safe Handling, Storage, and Regulatory Considerations
As an alkyl chloride and a reactive electrophile, 2-(1-Chloroethyl)pyridine should be handled with appropriate precautions:
- Personal Protective Equipment (PPE): Use chemical-resistant gloves, safety goggles, and a laboratory coat. Work in a well-ventilated fume hood to avoid inhalation of vapors.
- Storage: Store in a tightly sealed container under inert atmosphere (nitrogen or argon) in a cool, dry environment away from moisture, heat sources, and incompatible nucleophiles or bases. Specific recommended storage temperature should be confirmed from the product datasheet.
- Stability: The benzylic C–Cl bond may be susceptible to hydrolysis in the presence of water or protic solvents; solutions should be prepared fresh where possible.
- Waste disposal: Dispose of as halogenated organic waste in accordance with applicable local, national, and institutional regulations.
- SDS: Always consult the current Safety Data Sheet (SDS) provided by Aladdin Scientific (P727013) before first use. Specific GHS hazard classifications and first-aid measures are detailed therein.
Note: Specific GHS hazard codes, signal words, and H/P statements for this product are not confirmed in the current source material and must be obtained from the official Aladdin Scientific SDS.
Ordering and Product Information
2-(1-Chloroethyl)pyridine is available from Aladdin Scientific under SKU P727013. To place an order or obtain further product details including purity specification, available pack sizes, certificate of analysis (CoA), and current pricing, please visit the Aladdin Scientific website or contact your regional sales representative.
For bulk or custom quantity inquiries, Aladdin Scientific's procurement team can provide quotations and estimated lead times. Reward points, coupons, and promotional pricing may apply; refer to the Aladdin Scientific promotions page or contact customer service for current offers.
Returns and refunds for this product are subject to Aladdin Scientific's standard returns policy. Please review the policy on the website or contact customer service prior to initiating a return.
Frequently asked questions
What is 2-(1-Chloroethyl)pyridine used for in organic synthesis?
2-(1-Chloroethyl)pyridine functions primarily as an electrophilic alkylating reagent due to its activated benzylic-type C–Cl bond adjacent to the electron-deficient pyridine ring. It can undergo nucleophilic substitution with amines, alcohols, thiols, and carbon nucleophiles, making it a useful building block for constructing chiral pyridylethyl-containing pharmaceutical intermediates, agrochemical precursors, and ligands for coordination chemistry.
Does 2-(1-Chloroethyl)pyridine have a chiral center, and is it available as a single enantiomer?
Yes, the carbon atom bearing the chlorine substituent in 2-(1-Chloroethyl)pyridine is a chiral center, giving rise to R and S enantiomers. The product supplied under SKU P727013 by Aladdin Scientific is expected to be the racemic mixture; however, customers requiring a specific enantiomer should contact Aladdin Scientific customer service directly to confirm availability and specification details.
How should 2-(1-Chloroethyl)pyridine be stored to maintain its stability?
This compound should be stored in a tightly sealed container under an inert atmosphere (nitrogen or argon) in a cool, dry location, away from moisture, protic solvents, nucleophilic reagents, and sources of heat. The reactive benzylic C–Cl bond is susceptible to hydrolysis in the presence of water, so exposure to humid conditions should be minimized. Always consult the product datasheet and SDS (SKU P727013) for confirmed storage temperature and shelf-life guidance.
What safety precautions are required when handling 2-(1-Chloroethyl)pyridine?
Researchers should handle 2-(1-Chloroethyl)pyridine in a well-ventilated fume hood wearing chemical-resistant gloves, safety goggles, and a lab coat. As a reactive alkyl chloride, it may be an irritant or lachrymatory agent; the specific GHS hazard classification must be confirmed from the official Aladdin Scientific Safety Data Sheet for SKU P727013. Waste should be segregated as halogenated organic solvent waste and disposed of in compliance with institutional and regulatory requirements.
How do I order 2-(1-Chloroethyl)pyridine from Aladdin Scientific?
2-(1-Chloroethyl)pyridine can be ordered directly from the Aladdin Scientific website using SKU P727013. You can add the product to your cart, select the desired pack size, and complete checkout online. For bulk quantities, institutional purchase orders, or pricing inquiries, contact Aladdin Scientific's sales or customer service team. Reward points, coupons, and promotional discounts may be applicable to your order.
References
- Aladdin Scientific product page for 2-(1-Chloroethyl)pyridine, SKU P727013.
- March, J. Advanced Organic Chemistry: Reactions, Mechanisms, and Structure, 4th ed.; Wiley: New York, 1992. (General nucleophilic substitution at sp3 carbon, Chapter on aliphatic substitution.)
- Clayden, J.; Greeves, N.; Warren, S. Organic Chemistry, 2nd ed.; Oxford University Press: Oxford, 2012. (Reactivity of benzylic halides and heterocyclic building blocks.)
Products are supplied for research and development use only. Not for use in humans, animals, diagnosis, or therapy.
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