21987-29-1 | 4,4-DIFLUOROPIPERIDINE

CAS:21987-29-1 | 4,4-DIFLUOROPIPERIDINE,Description

4,4-Difluoropiperidine is a chemical compound with the CAS number 21987-29-1. It is used in laboratory chemicals and is not recommended for food, drug, pesticide, or biocidal product use. It is a liquid at room temperature.

Synthesis Analysis

While specific synthesis methods for 4,4-Difluoropiperidine were not found, fluorinated piperidine derivatives have been synthesized via deoxyfluorination chemistry. This process navigates a complex reaction network that includes neighboring group participation, rearrangement, and elimination pathways.

Molecular Structure Analysis

The molecular formula of 4,4-Difluoropiperidine is C5H9F2N. Its molecular weight is 121.13. The structure of 4,4-Difluoropiperidine includes a piperidine ring, which is a six-membered ring with one nitrogen atom, and two fluorine atoms attached to the fourth carbon atom.

Physical And Chemical Properties Analysis

4,4-Difluoropiperidine has a density of 1.1±0.1 g/cm3, a boiling point of 114.3±40.0 °C at 760 mmHg, and a vapor pressure of 20.0±0.2 mmHg at 25°C. It has an enthalpy of vaporization of 35.3±3.0 kJ/mol and a flash point of 22.9±27.3 °C. It has a molar refractivity of 27.0±0.4 cm3.

Scientific Research Applications

Specific Scientific Field

Pharmaceutical Chemistry

Summary of the Application

4,4-Difluoropiperidine hydrochloride is a versatile compound with significant applications in the pharmaceutical industry. It serves as an intermediate in drug synthesis and is essential for developing histamine-3 receptor antagonists.

Methods of Application or Experimental Procedures

4,4-Difluoropiperidine hydrochloride is a crystalline solid that is highly soluble in water and other polar solvents. This characteristic makes it suitable for various applications in the pharmaceutical industry.

Results or Outcomes

The compound shows promise in treating neurological disorders due to its potent enzyme inhibitory effects. It has been investigated as a potential candidate for the treatment of neurological disorders such as Alzheimer’s disease and Parkinson’s disease.

Application in Organic Synthesis

Specific Scientific Field

Organic Chemistry

Summary of the Application

4,4-Difluoropiperidine hydrochloride has shown promise as a building block in organic synthesis due to its unique structure and reactivity. It can be readily modified and incorporated into various organic molecules, offering versatility for the creation of new compounds with desired properties.

Methods of Application or Experimental Procedures

The compound demonstrates good stability under ambient conditions, making it convenient for storage and transportation. Additionally, it has relatively low toxicity, further adding to its appeal for research and development purposes.

Results or Outcomes

The compound’s diverse properties and applications make it a valuable compound in various fields. Its importance as a building block for novel histamine-3 receptor antagonists highlights its relevance in the development of potential treatments for various neurological disorders.

Application in Agrochemicals

Specific Scientific Field

Agrochemistry

Summary of the Application

4,4-Difluoropiperidine hydrochloride is also used in the development of agrochemicals, such as insecticides and herbicides. Its unique chemical properties make it a desirable starting material for the synthesis of these compounds.

Methods of Application or Experimental Procedures

The compound’s high solubility in water and other polar solvents, along with its stability under ambient conditions, make it suitable for use in the synthesis of agrochemicals.

Results or Outcomes

The use of 4,4-Difluoropiperidine hydrochloride in the development of agrochemicals has led to the creation of more effective insecticides and herbicides.

Application in Fluorinated Compounds

Specific Scientific Field

Analytical Chemistry

Summary of the Application

Understanding the conformational behavior of fluorinated compounds like 4,4-Difluoropiperidine would allow for expansion of the current molecular design toolbox. This is particularly useful in drug discovery efforts.

Methods of Application or Experimental Procedures

A systematic survey of a series of diversely substituted and protected fluorinated piperidine derivatives has been carried out using NMR spectroscopy. Computational investigations reveal that solvation and solvent polarity play a major role.

Results or Outcomes

The introduction of fluorine atoms into molecules and materials across many fields of academic and industrial research is now commonplace, owing to their unique properties and effects. Therefore, the incorporation of fluorine into drug lead candidates has been recognized as a powerful strategy to improve their pharmacokinetic and physicochemical properties.

Application in Food, Drug, Pesticide or Biocidal Product Use

Specific Scientific Field

Food and Drug Chemistry

Summary of the Application

4,4-Difluoropiperidine hydrochloride is used in the development of food and drug products, as well as pesticides and biocidal products. Its unique chemical properties make it a desirable starting material for the synthesis of these compounds.

Methods of Application or Experimental Procedures

The compound’s high solubility in water and other polar solvents, along with its stability under ambient conditions, make it suitable for use in the synthesis of food and drug products, as well as pesticides and biocidal products.

Results or Outcomes

The use of 4,4-Difluoropiperidine hydrochloride in the development of food and drug products, as well as pesticides and biocidal products, has led to the creation of more effective products.

Application in Preparation of Other Chemical Compounds

Specific Scientific Field

Chemical Synthesis

Summary of the Application

4,4-Difluoropiperidine hydrochloride can be prepared according to the reported literatures. It is a heterocyclic fluorinated building block.

Methods of Application or Experimental Procedures

In an argon atmosphere, 1-chloroethyl chloroformate (2.62 mL) was added dropwise to a solution of the N-benzyl-4,4-difluoropiperidine (4.66 g) in methylene chloride (93 mL) at 0°C, and the mixture was stirred for 2 hours at 55°C and then cooled in air.

Results or Outcomes

The reaction solvent was removed under reduced pressure, and the residue was dissolved in methanol (93 mL). The solution was refluxed for 4 hours and cooled in air. The reaction solvent was removed under reduced pressure, to thereby give the title compound as a solid product (3.03 g, 87percent).

Safety And Hazards

4,4-Difluoropiperidine is considered hazardous according to the 2012 OSHA Hazard Communication Standard. It can cause skin irritation, serious eye irritation, and respiratory irritation. Safety measures include washing thoroughly after handling, wearing protective clothing, and avoiding breathing dust/fume/gas/mist/vapors/spray.

Future Directions

While specific future directions for 4,4-Difluoropiperidine were not found in the search results, the use of fluorinated piperidines in the pharmaceutical industry is a promising area of research. Their unique properties make them valuable in various fields, including the development of novel histamine-3 receptor antagonists.

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