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2,2,6,6-Tetramethylpiperidine 1-oxyl

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Identification
Molecular formula
C9H18N2O
CAS number
2564-83-2
IUPAC name
2,2,6,6-tetramethyl-1-nitroso-piperidine
State
State

At room temperature, 2,2,6,6-Tetramethylpiperidine 1-oxyl is typically a solid. It maintains its crystalline structure unless exposed to temperatures above its melting point, where it transitions into a liquid.

Melting point (Celsius)
36.00
Melting point (Kelvin)
309.15
Boiling point (Celsius)
130.00
Boiling point (Kelvin)
403.15
General information
Molecular weight
156.27g/mol
Molar mass
156.2420g/mol
Density
0.9136g/cm3
Appearence

2,2,6,6-Tetramethylpiperidine 1-oxyl, commonly referred to as TEMPO, appears as a red-orange crystalline solid. The compound is known for its vibrant color, which can vary slightly between red and orange depending on its crystal form.

Comment on solubility

Solubility of 2,2,6,6-Tetramethyl-1-nitroso-piperidine

2,2,6,6-Tetramethyl-1-nitroso-piperidine, often referred to by its abbreviated name, shows intriguing solubility characteristics. Understanding its solubility behavior is vital for its applications in various chemical processes.

Solubility Characteristics:

  • Solvent Compatibility: This compound is generally soluble in organic solvents such as ethanol and acetone, while its solubility in water is significantly lower.
  • Temperature Influence: The solubility tends to increase with a rise in temperature, which is a common trend among many organic compounds.
  • Polarity Consideration: The presence of the nitroso group contributes to its slightly polar nature, which enhances its solubility in polar organic solvents.

As a rule of thumb, "like dissolves like," so the solubility of 2,2,6,6-tetramethyl-1-nitroso-piperidine in a particular solvent depends largely on the polarity of both the solvent and the solute. For researchers working with this compound, understanding its solubility profile is crucial for optimizing its use in synthetic pathways and reactions.

Interesting facts

Exploring 2,2,6,6-Tetramethyl-1-nitroso-piperidine

2,2,6,6-tetramethyl-1-nitroso-piperidine, often abbreviated to TMPN, is a fascinating compound that captures the interest of chemists due to its unique structure and properties. Here are some compelling facts about this compound:

  • Structure Complexity: The compound features a piperidine ring with four methyl groups attached at the 2 and 6 positions, which contributes to its bulkiness and steric hindrance. This structural arrangement impacts its reactivity and stability.
  • Functional Group Influence: The nitroso group (-NO) at the 1-position is instrumental in the compound's behavior within various chemical reactions, particularly in synthesizing other organic molecules.
  • Applications: TMPN is utilized in the synthesis of certain pharmaceuticals and chemical intermediates, making it an essential component in medicinal chemistry.
  • Research Interest: Its unique properties have made it a subject of interest in various research domains, including materials science and organic synthesis, where chemists explore its potential as a reagent.
  • Safety Considerations: As a nitroso compound, TMPN must be handled with care due to potential health hazards; it is vital to follow safety protocols when working in the laboratory.

In summary, the intriguing combination of its chemical structure and functionality offers a rich field for exploration and application in diverse chemical contexts. As a scientist or chemistry student, understanding the nuances of compounds like TMPN not only enhances your knowledge of organic chemistry but also prepares you for real-world applications in research and industry.

Synonyms
2,2,6,6-Tetramethyl-1-nitrosopiperidine
2,2,6,6-Tetramethyl-N-nitrosopiperidine
DTXSID50879627
DTXCID501017635
2,2,6,6Tetramethylnitrosopiperidine
1Nitroso2,2,6,6tetramethylpiperidine
Piperidine, 1nitroso2,2,6,6tetramethyl
6130-93-4
1-Nitroso-2,2,6,6-tetramethylpiperidine
2,2',6,6'-Tetramethyl-N-nitrosopiperidine
2,2,6,6-Tetramethylnitrosopiperidine
PIPERIDINE, 1-NITROSO-2,2,6,6-TETRAMETHYL-
BRN 0119935
Piperidine, 2,2,6,6-tetramethyl-1-nitroso-
5-20-04-00252 (Beilstein Handbook Reference)
CHEMBL165516
SCHEMBL20504145
ZBLNPMXAFVVOQK-UHFFFAOYSA-N
,6,6'-Tetramethyl-N-nitrosopiperidine"
N-Nitroso-2,2,6,6-tetramethylpiperidine
N-nitroso-2,2,6,6-tetra-methylpiperidine
2,2,6,6-Tetramethyl-1-nitroso-piperidine
2,2,6,6-Tetramethyl-1-nitrosopiperidine #
1-Nitroso-2,2,6,6-tetramethylpiperidine; 2,2,6,6-Tetramethylnitrosopiperidine; N-Nitroso-2,2,6,6-tetramethylpiperidine;