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1,2,2,6,6-pentamethylpiperidine

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Identification
Molecular formula
C10H21N
CAS number
79-55-0
IUPAC name
1,2,2,6,6-pentamethylpiperidine
State
State

At room temperature, 1,2,2,6,6-pentamethylpiperidine is in a liquid state.

Melting point (Celsius)
-60.00
Melting point (Kelvin)
213.15
Boiling point (Celsius)
159.00
Boiling point (Kelvin)
432.15
General information
Molecular weight
141.29g/mol
Molar mass
141.2680g/mol
Density
0.8369g/cm3
Appearence

1,2,2,6,6-Pentamethylpiperidine is a colorless to pale yellow liquid. It is typically clear and can be free of suspensions or particulates when pure.

Comment on solubility

Solubility of 1,2,2,6,6-Pentamethylpiperidine

1,2,2,6,6-Pentamethylpiperidine is an intriguing compound with noteworthy solubility characteristics. This organic amine exhibits a range of solubility based on the solvent used. Here are some key points:

  • Solubility in Water: 1,2,2,6,6-Pentamethylpiperidine is generally considered to be insoluble in water due to its hydrophobic pentamethyl substituents.
  • Solubility in Organic Solvents: It shows good solubility in non-polar organic solvents, such as hexane and toluene. This is attributed to the non-polar nature of its carbon-rich structure.
  • Polar Solvents: There is limited solubility in polar solvents, although it may display some degree of solubility in alcohols due to hydrogen bonding interactions.

As such, when considering the utility of 1,2,2,6,6-pentamethylpiperidine in applications like pharmaceuticals or chemical syntheses, it is essential to choose the appropriate solvent to ensure its effective use. The compound's behavior in different solvents underscores the significance of molecular structure in influencing solubility.

In summary, understanding the solubility profile of 1,2,2,6,6-pentamethylpiperidine can greatly enhance its application potential, making it vital to approach its use with informed choices regarding solvent compatibility.

Interesting facts

Interesting Facts About 1,2,2,6,6-Pentamethylpiperidine

1,2,2,6,6-Pentamethylpiperidine is an intriguing compound known for its unique structure and chemical properties. This nitrogen-containing heterocycle belongs to the piperidine family, which is characterized by its six-membered ring featuring a nitrogen atom.

Unique Structural Features

  • Highly Substituted: The presence of five methyl groups on the piperidine ring significantly influences the compound’s reactivity and sterics.
  • Steric Hindrance: The bulky nature of the methyl groups contributes to increased steric hindrance, making the compound a fascinating candidate for studies in organic synthesis.

Applications

1,2,2,6,6-Pentamethylpiperidine is often utilized in various fields of chemistry:

  • Catalysis: It can serve as a reactive intermediate and has applications in catalytic processes.
  • Research: The compound is used in organic synthesis and materials science for developing new compounds with useful properties.

Chemical Behavior

This compound is notable for its behavior in chemical reactions. It often acts as a:

  • Nucleophile: Due to the lone pair of electrons on the nitrogen, it can participate in nucleophilic substitution reactions.
  • Protonated Form: In acidic conditions, 1,2,2,6,6-pentamethylpiperidine can become protonated, allowing it to demonstrate variable reactivity.

In conclusion, 1,2,2,6,6-pentamethylpiperidine's distinctive structure and versatility make it a significant compound in both academic research and practical applications. Its role in organic chemistry continues to unveil new pathways for synthesis and catalysis, reinforcing the importance of studying such unique chemical entities.

Synonyms
Pempidine
1,2,2,6,6-Pentamethylpiperidine
79-55-0
Pyrilene
Perolysen
Tenormal
PIPERIDINE, 1,2,2,6,6-PENTAMETHYL-
Pempidina
Pempidina [DCIT]
Pempidinum
Pempidine [INN:BAN]
Pempidinum [INN-Latin]
M+B 4486
1,2,2,6,6-Pentamethyl-piperidine
EINECS 201-211-2
UNII-N5I18JI9D6
MFCD00006493
N5I18JI9D6
PEMPIDINE [INN]
PEMPIDINE [MI]
NSC-758448
PEMPIDINE [WHO-DD]
N-Methyl-2,2,6,6-Tetramethylpiperidine
DTXSID7046962
XULIXFLCVXWHRF-UHFFFAOYSA-
NSC 758448
M&B 4486
Pempidinum (INN-Latin)
2,2,6,6,N-Pentamethylpiperidine; M&B 4486; N,2,2,6,6-Pentamethylpiperidine; N-Methyl-2,2,6,6-tetramethylpiperidine; Pempidine; Pyrilene
pirilenum (for the tosilate)
MLS004734620
SCHEMBL217663
CHEMBL1617409
DTXCID5026962
CHEBI:94718
1,2,2,6,6pentamethylpiperidine
HMS3886G20
HY-B1382
1,2,2,6,6-penta-methylpiperidine
BBL102663
Piperidine, 1,2,2,6,6pentamethyl
s5725
STL556467
AKOS005259835
CCG-205020
CS-4858
NCGC00178703-01
NCGC00178703-02
DS-15962
SMR001550603
SY106910
1,2,2,6,6-Pentamethylpiperidine, 97%
SBI-0050913.P003
DB-056374
AB00053781
NS00020234
D78083
AB00053781_08
Q1438667
BRD-K71075093-001-01-7
BRD-K71075093-045-14-7
Pempidine, Pempidine (1,2,2,6,6-pentamethylpiperidine)
1,2,2,6,6-Pentamethylpiperidine, purum, >=99.0% (GC)
201-211-2