实验方案(Protocols)

5-Chlorooctafluoropentanoic Acid: Properties, Handling & Lab Protocol

5-Chlorooctafluoropentanoic acid is a fully fluorinated, chlorine-substituted pentanoic acid derivative that serves as a versatile building block and specialty reagent in organofluorine chemistry and materials research.

Chemical Name
5-Chlorooctafluoropentanoic acid
SKU
C1049405
Molecular Formula
C5HClF8O2
Chemical Class
Perfluorinated chlorinated carboxylic acid
Key Functional Groups
Carboxylic acid (–COOH), perfluoroalkyl chain, terminal C–Cl bond
Recommended Storage
Cool, dry, well-ventilated area; sealed container away from moisture and incompatible bases

Overview and Physicochemical Properties

5-Chlorooctafluoropentanoic acid (SKU C1049405) belongs to the class of perfluorinated carboxylic acids in which all hydrogen atoms on the carbon chain are replaced by fluorine, with the exception of a terminal chlorine substituent at the 5-position. This structural feature imparts exceptional chemical and thermal stability, low surface energy, and high electronegativity to the molecule.

The compound is characterized by a strong carboxylic acid functionality, making it reactive toward esterification, amidation, and salt formation. The perfluoroalkyl backbone renders it highly resistant to oxidation, reduction, and hydrolysis under standard conditions, while the terminal C–Cl bond provides a handle for further synthetic elaboration via nucleophilic substitution or radical reactions.

Note: Specific physicochemical data (boiling point, melting point, density, exact molecular weight) should be confirmed from the certificate of analysis (CoA) supplied with each lot. Review flag: precise numerical property values not available in source material and require verification.

Safety and Handling Precautions

As a perfluorinated acid, 5-Chlorooctafluoropentanoic acid must be handled with appropriate personal protective equipment (PPE) and engineering controls. The following precautions are strongly recommended:

  • Personal Protective Equipment: Wear chemical-resistant gloves (e.g., nitrile or neoprene), safety goggles or a face shield, and a laboratory coat. For operations generating vapors or aerosols, use a half-face respirator equipped with an appropriate organic vapor/acid gas cartridge.
  • Ventilation: All handling, weighing, and transferring operations should be performed inside a certified fume hood to minimize inhalation exposure.
  • Skin and Eye Contact: In case of skin contact, remove contaminated clothing immediately and wash the affected area with copious amounts of water for at least 15 minutes. For eye contact, irrigate immediately with water and seek medical attention.
  • Incompatibilities: Avoid contact with strong bases, reactive metals, and moisture. The carboxylic acid group can react exothermically with bases.
  • Waste Disposal: Dispose of waste in accordance with local, regional, and national regulations for fluorinated and halogenated organic compounds. Do not pour down the drain.

Consult the Safety Data Sheet (SDS) for this product before use. Review flag: SDS-specific hazard classifications (GHS pictograms, H-statements, P-statements) should be confirmed from the official Aladdin SDS document for C1049405.

Storage Conditions and Stability

Proper storage is essential to maintain the integrity and purity of 5-Chlorooctafluoropentanoic acid over time. The following guidelines are recommended:

  • Temperature: Store at room temperature (15–25 °C) or as specified on the product label and CoA. Refrigeration may be appropriate for long-term storage; confirm with lot-specific documentation. Review flag: optimal storage temperature not confirmed from source material.
  • Container: Keep in the original tightly sealed container. The compound should be protected from moisture, as the carboxylic acid group may be susceptible to hydrate formation or reaction with ambient humidity under certain conditions.
  • Light: Store away from direct sunlight and strong UV sources to prevent potential photodegradation of the C–Cl bond.
  • Segregation: Store separately from bases, oxidizing agents, and reactive metals.
  • Shelf Life: Refer to the expiry date on the product label. Perfluorinated acids are generally stable when stored correctly, but the terminal C–Cl functionality may be more reactive than the fluorinated backbone. Review flag: specific shelf-life data not available in source material.

Laboratory Applications and Protocol

5-Chlorooctafluoropentanoic acid finds application in organofluorine synthesis, polymer chemistry, and materials science as a specialty building block. The following general protocol outlines best practices for its use:

Materials Required

  • 5-Chlorooctafluoropentanoic acid (C1049405)
  • Appropriate solvent (e.g., anhydrous acetonitrile, THF, or DMF depending on reaction type)
  • Reaction vessel (glass, PTFE-lined, or stainless steel—avoid reactive metals)
  • Calibrated analytical balance
  • Fume hood, PPE as described above

General Procedure

  1. Preparation: Equilibrate the sealed container to the working temperature before opening to avoid moisture condensation on the compound.
  2. Weighing: Tare an appropriate vessel and quickly weigh the required amount of 5-Chlorooctafluoropentanoic acid in the fume hood. Reseal the container promptly.
  3. Dissolution: Add the weighed compound to the chosen solvent with stirring. Perfluorinated acids can have limited solubility in some protic solvents; polar aprotic solvents (e.g., DMF, acetonitrile) are generally preferred.
  4. Reaction Setup: Set up the reaction according to the specific synthetic protocol. Monitor temperature, inert atmosphere requirements, and pH as needed for the target transformation.
  5. Workup: Upon reaction completion, perform workup steps appropriate to the reaction type (e.g., aqueous extraction, neutralization). Handle fluorinated waste streams separately.
  6. Analysis: Characterize products by NMR (¹H, ¹⁹F), GC-MS, or HPLC as appropriate.

Review flag: Application-specific yields, reaction conditions, and literature precedents have not been confirmed from the provided source material and must be independently verified by the user.

Quality, Purity, and Analytical Verification

Aladdin Scientific supplies 5-Chlorooctafluoropentanoic acid (C1049405) with quality documentation to support research applications. Researchers should perform the following verification steps before use:

  • Certificate of Analysis (CoA): Download and review the lot-specific CoA from the Aladdin website using the batch number on the label. Confirm identity, purity, and physical form.
  • Identity Confirmation: Verify compound identity by ¹⁹F NMR spectroscopy, which is particularly informative for perfluorinated compounds. Infrared (IR) spectroscopy can confirm the carboxylic acid stretch (~1700–1750 cm⁻¹) and C–F stretches (~1100–1300 cm⁻¹).
  • Purity Assessment: Quantitative ¹H or ¹⁹F NMR, or GC with FID or ECD detection, can be used to assess purity. HPLC with UV or ELSD detection may also be applicable depending on the compound's UV activity.
  • Water Content: If moisture sensitivity is a concern for the specific application, Karl Fischer titration is recommended to determine water content prior to use.

Review flag: Specific purity specifications, guaranteed assay values, and analytical method references for this lot are not provided in the source material and must be obtained from the official CoA.

Frequently asked questions

What is 5-Chlorooctafluoropentanoic acid used for in research?

5-Chlorooctafluoropentanoic acid is primarily used as a specialty building block in organofluorine synthesis, polymer chemistry, and advanced materials research. Its combination of a reactive carboxylic acid group, perfluorinated backbone, and terminal C–Cl bond makes it suitable for constructing fluorinated intermediates and exploring surface-active or thermally stable materials.

What solvents are compatible with 5-Chlorooctafluoropentanoic acid?

Polar aprotic solvents such as DMF, acetonitrile, and THF are generally good choices for dissolving and reacting with 5-Chlorooctafluoropentanoic acid. Perfluorinated compounds may have limited solubility in common protic solvents such as water or lower alcohols. Solvent selection should be validated experimentally for each specific application.

How should 5-Chlorooctafluoropentanoic acid be stored to ensure stability?

The compound should be stored in a tightly sealed original container in a cool, dry, and well-ventilated area, away from direct sunlight, moisture, strong bases, and reactive metals. Always refer to the product label and CoA for lot-specific storage recommendations, and consult the SDS for complete safety and storage guidelines.

What analytical techniques are recommended for characterizing 5-Chlorooctafluoropentanoic acid?

¹⁹F NMR spectroscopy is the most informative technique for confirming the identity and purity of perfluorinated compounds such as this acid. Infrared spectroscopy can corroborate the carboxylic acid and C–F functional groups. Gas chromatography (GC) and HPLC can be used for purity quantification, while Karl Fischer titration is recommended if water content determination is required.

What waste disposal regulations apply to 5-Chlorooctafluoropentanoic acid?

As a halogenated, perfluorinated organic compound, waste containing 5-Chlorooctafluoropentanoic acid must be disposed of in compliance with all applicable local, regional, and national regulations governing fluorinated and halogenated organic waste. Do not pour down the drain. Contact a licensed hazardous waste disposal contractor and consult the product SDS for specific guidance.

References

  1. Aladdin Scientific. 5-Chlorooctafluoropentanoic acid, SKU C1049405. Product information and Safety Data Sheet. Aladdin Scientific.
  2. Lemal, D. M. Perspective on fluorocarbon chemistry. Journal of Organic Chemistry, 2004, 69(1), 1–11. doi:10.1021/jo0302556
  3. Chambers, R. D. Fluorine in Organic Chemistry. Blackwell Publishing, Oxford, 2004.

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.《5-Chlorooctafluoropentanoic Acid: Properties, Handling & Lab Protocol》. 阿拉丁知识库,更新于 2026年10月24日。 https://www.aladdin-e.com/zh_cn/faqs/5-chlorooctafluoropentanoic-acid-properties-handling-protocol-en.html
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