实验方案(Protocols)

1-(2-Fluoropyridin-4-yl)ethan-1-one: Handling & Use Protocol

1-(2-Fluoropyridin-4-yl)ethan-1-one is a fluorinated heteroaromatic ketone widely employed as a versatile building block in medicinal chemistry and drug discovery research.

CAS Number
To be confirmed — see product datasheet (review flag)
Molecular Formula
C7H6FNO
Molecular Weight
139.13 g/mol
SKU
E727681
Appearance
Typically a pale yellow to off-white solid or liquid (verify with CoA)
Key Functional Groups
Pyridine ring, aromatic fluorine substituent, methyl ketone (acetyl)
Primary Application
Pharmaceutical intermediate and heterocyclic building block for synthesis

Reagent Overview and Properties

1-(2-Fluoropyridin-4-yl)ethan-1-one (SKU: E727681) is a heterocyclic aromatic ketone featuring a pyridine ring substituted with a fluorine atom at the 2-position and an acetyl group at the 4-position. The molecular formula is C7H6FNO with a molecular weight of approximately 139.13 g/mol.

The presence of both an electron-withdrawing fluorine substituent and a carbonyl group makes this compound particularly reactive in nucleophilic aromatic substitution (SNAr) reactions and condensation chemistry. It is valued in pharmaceutical and agrochemical synthesis as a versatile electrophilic building block for constructing nitrogen-containing heterocyclic frameworks.

Note: Confirm exact physical form, purity, and CAS number against the Certificate of Analysis (CoA) supplied with the product lot.

Safety and Handling Precautions

Handle 1-(2-Fluoropyridin-4-yl)ethan-1-one in accordance with standard laboratory safety practices for reactive organic intermediates. The following precautions are recommended:

  • Personal Protective Equipment (PPE): Wear chemically resistant gloves (nitrile or neoprene), safety goggles, and a lab coat. Work in a well-ventilated fume hood.
  • Skin and Eye Contact: Avoid direct contact. In case of skin contact, wash thoroughly with soap and water. For eye contact, rinse immediately with copious water and seek medical attention.
  • Inhalation: Avoid breathing vapors or dust. Use a fume hood when weighing or dissolving the compound.
  • Flammability: Treat as a potentially flammable organic compound; keep away from open flames and strong oxidizers.
  • Regulatory Compliance: Consult the Safety Data Sheet (SDS) for full hazard classification (GHS), first-aid measures, and disposal regulations applicable to your jurisdiction.

Review flag: Full GHS hazard categories and H/P statements must be verified against the official SDS for lot E727681.

Dissolution, Preparation, and Storage

Recommended Solvents: 1-(2-Fluoropyridin-4-yl)ethan-1-one is expected to be soluble in common polar aprotic solvents such as DMSO, DMF, acetonitrile, and dichloromethane, as well as in ethyl acetate. Aqueous solubility is anticipated to be limited; verify solubility experimentally for your specific application.

Stock Solution Preparation:

  1. Allow the sealed container to equilibrate to room temperature before opening to prevent moisture condensation on the compound.
  2. Weigh the required amount using an analytical balance in a fume hood.
  3. Add the appropriate solvent gradually and mix gently (vortex or stir) until fully dissolved.
  4. Filter through a 0.2 µm PTFE syringe filter if a particle-free solution is required.

Storage Conditions: Store the compound in a tightly sealed container, protected from light and moisture, at 2–8 °C or as specified on the product label and CoA. For long-term storage, consider storage under inert atmosphere (argon or nitrogen).

Stability: As an aromatic ketone bearing an electron-deficient pyridine ring, the compound is expected to be stable under recommended storage conditions; however, prolonged exposure to air, moisture, or light may cause degradation. Verify stability data with the product CoA.

Review flag: Specific solubility values, melting/boiling points, and confirmed storage temperature must be sourced from the official CoA or SDS.

Typical Research Applications

1-(2-Fluoropyridin-4-yl)ethan-1-one serves as a key electrophilic building block in synthetic and medicinal chemistry. Representative applications include:

  • Nucleophilic Aromatic Substitution (SNAr): The fluorine at the electron-deficient 2-position of the pyridine ring is activated toward displacement by amines, thiols, and alkoxides, enabling rapid construction of diverse N-, S-, and O-linked pyridine derivatives.
  • Condensation Reactions: The acetyl group participates in aldol, Knoevenagel, and related condensations to yield α,β-unsaturated carbonyl intermediates or heterocyclic products.
  • Drug Discovery: Used as a scaffold fragment for the preparation of bioactive molecules, particularly kinase inhibitors and other therapeutics incorporating fluorinated pyridine motifs.
  • Agrochemical Synthesis: Serves as an intermediate in the preparation of crop-protection agents containing pyridine cores.
  • Cross-Coupling Chemistry: The ketone and fluorine functionalities may be leveraged in metal-catalyzed cross-coupling sequences after appropriate activation or protection.

Review flag: Specific literature references demonstrating biological activity or yields in the above reaction classes should be cited when available.

Quality, Purity, and Ordering Information

Specification: The purity specification and analytical data (e.g., HPLC purity, NMR, GC) for 1-(2-Fluoropyridin-4-yl)ethan-1-one are provided on the Certificate of Analysis (CoA) accompanying each lot. Please request the CoA at time of ordering or download it from the Aladdin Scientific website using the lot number.

Available Pack Sizes: Contact Aladdin Scientific or visit the product page for current available quantities and pricing.

Ordering:

  • SKU: E727681
  • Product Name: 1-(2-Fluoropyridin-4-yl)ethan-1-one
  • Orders may be placed online, by email, or through your local Aladdin Scientific distributor.

Returns and Quality Concerns: If the product does not meet specification, contact Aladdin Scientific customer service with the lot number and CoA within the return window specified in our Returns and Refunds policy.

Frequently asked questions

What solvents are recommended for dissolving 1-(2-Fluoropyridin-4-yl)ethan-1-one?

This compound is expected to dissolve readily in polar aprotic solvents such as DMSO, DMF, acetonitrile, and dichloromethane, as well as in ethyl acetate. Aqueous solubility is anticipated to be low due to the hydrophobic aromatic core. Always verify solubility experimentally under your specific assay conditions and consult the CoA for any confirmed solubility data.

How should 1-(2-Fluoropyridin-4-yl)ethan-1-one be stored to ensure stability?

Store the compound in a tightly sealed container, protected from light and moisture, at 2–8 °C or as indicated on the product label and Certificate of Analysis. For extended storage, an inert atmosphere (argon or nitrogen) is advisable to minimize oxidation and hydrolysis. Always allow the sealed container to reach room temperature before opening to prevent condensation.

What makes the fluorine substituent in 1-(2-Fluoropyridin-4-yl)ethan-1-one synthetically useful?

The fluorine atom at the 2-position of the pyridine ring is activated toward nucleophilic aromatic substitution (SNAr) because both the ring nitrogen and the electron-withdrawing acetyl group at the 4-position cooperatively reduce electron density at the 2-position. This allows mild, selective displacement of fluorine by nucleophiles such as amines, thiols, and alkoxides, providing efficient access to a broad range of 2-substituted pyridine derivatives without requiring harsh metal-catalyzed conditions.

Is a Safety Data Sheet (SDS) available for SKU E727681?

Yes, an SDS should be available through the Aladdin Scientific website or upon request from customer service. The SDS contains full GHS hazard classification, first-aid measures, handling precautions, and disposal information specific to this product lot. Always review the SDS before working with the compound.

References

  1. Clayden, J.; Greeves, N.; Warren, S. Organic Chemistry, 2nd ed.; Oxford University Press: Oxford, 2012. (General reference for SNAr and carbonyl chemistry of electron-deficient heterocycles.)
  2. Aladdin Scientific Certificate of Analysis for 1-(2-Fluoropyridin-4-yl)ethan-1-one, SKU E727681. (Source for purity, physical constants, and storage conditions.)

Products are supplied for research and development use only. Not for use in humans, animals, diagnosis, or therapy.

目录: 实验方案(Protocols)

Da — 若无特别说明,分子量单位默认为道尔顿。   Mw — 重均分子量。   Mn — 数均分子量。

产品仅供科研与开发使用,不用于人体、动物、诊断或治疗。

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阿拉丁科学.《1-(2-Fluoropyridin-4-yl)ethan-1-one: Handling & Use Protocol》. 阿拉丁知识库,更新于 2026年9月28日。 https://www.aladdin-e.com/zh_cn/faqs/1-2-fluoropyridin-4-yl-ethan-1-one-handling-use-protocol-en.html
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