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2,2,6,6-Tetramethylpiperidine

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Identification
Molecular formula
C9H19N
CAS number
768-66-1
IUPAC name
2,2,6,6-tetramethylpiperidine
State
State

At room temperature, 2,2,6,6-tetramethylpiperidine is a liquid. Its relatively low melting point and distinct boiling point designate this state in typical laboratory or ambient conditions.

Melting point (Celsius)
-60.00
Melting point (Kelvin)
213.15
Boiling point (Celsius)
154.00
Boiling point (Kelvin)
427.15
General information
Molecular weight
141.26g/mol
Molar mass
141.2610g/mol
Density
0.8663g/cm3
Appearence

2,2,6,6-Tetramethylpiperidine is a colorless liquid. Its appearance may be described as clear, providing no notable color visually when placed in a container.

Comment on solubility

Solubility of 2,2,6,6-tetramethylpiperidine

2,2,6,6-tetramethylpiperidine is a tertiary amine characterized by its unique structure, which significantly influences its solubility properties. Understanding the solubility of this compound is crucial in various chemical processes.

Key Points About Solubility:

  • Polar vs. Nonpolar: This compound is relatively nonpolar due to its bulky tert-butyl groups, which hinder the formation of hydrogen bonds with water.
  • Solvent Compatibility: It is likely to be soluble in organic solvents such as ethanol, acetone, and chloroform rather than in water.
  • Temperature Dependence: The solubility might increase with temperature, a common trait observed in organic compounds.

As stated in many chemical resources, "the solubility of a compound often dictates its applications and reactivity." Hence, 2,2,6,6-tetramethylpiperidine's limited solubility in polar solvents like water could restrict its direct utility in aqueous environments. Instead, it finds better application in nonpolar or slightly polar media where it can participate more effectively in reactions.

Overall, while it may not be soluble in all environments, recognizing the specific conditions where 2,2,6,6-tetramethylpiperidine can dissolve is key to leveraging its full potential in chemical reactions.

Interesting facts

Interesting Facts about 2,2,6,6-Tetramethylpiperidine

2,2,6,6-tetramethylpiperidine is a fascinating compound with unique properties and applications in various fields of chemistry. Here are some intriguing insights:

  • Structure and Stability: This compound is structurally notable for its presence of four methyl groups, which enhance its steric hindrance and overall stability. This makes it resistant to oxidation, a desirable trait in certain chemical processes.
  • Functional Role: Often used as a stable free radical scavenger, 2,2,6,6-tetramethylpiperidine plays a crucial role in various organic reactions. It helps to protect sensitive substrates from oxidative damage, allowing for more controlled experiments.
  • Industry Usage: In the industrial landscape, this compound is employed in the production of polymers and as a catalyst in several chemical syntheses. Its unique properties enhance the efficiency and efficacy of various reactions.
  • Research Applications: In research laboratories, it is frequently utilized for investigations involving radical chemistry. The stability of the compound offers a reliable platform for studying more complex behaviors in chemical systems.
  • Prolific Derivatives: The versatility of 2,2,6,6-tetramethylpiperidine has led to the synthesis of numerous derivatives, each tailored for specific applications ranging from medicinal chemistry to material science.

In summary, 2,2,6,6-tetramethylpiperidine is much more than just a simple organic compound; it is a valuable tool in the chemist's toolkit, significantly impacting both academic research and industrial practices. Its role as a stable radical scavenger underlines its importance in the safe handling and manipulation of reactive chemical species.

Synonyms
2,2,6,6-Tetramethylpiperidine
Norpempidine
PIPERIDINE, 2,2,6,6-TETRAMETHYL-
2,2,6,6-Tetramethylpeperidine
UNII-44N9S1YCFM
EINECS 212-199-3
NSC 102838
NSC-102838
DTXSID0061113
TNV 622
2,2,6,6Tetramethylpiperidin
2,2,6,6-tetramethylpiperidide
DTXCID3047920
Piperidine, 2,2,6,6tetramethyl
212-199-3
inchi=1/c9h19n/c1-8(2)6-5-7-9(3,4)10-8/h10h,5-7h2,1-4h
rkmgajgjiurjsj-uhfffaoysa-n
un1992
768-66-1
2,2,6,6-TETRAMETHYL PIPERIDINE
2,2,6,6-tetramethyl-piperidine
MFCD00005985
44N9S1YCFM
2,2,6,6 Tetramethyl piperidine
NSC102838
TMP;HTMP
SCHEMBL15100
2,6,6-Tetramethylpiperidine
2,2,6,6-teramethylpiperidine
2,2,6,6-tetramethylpiperdine
2,2,6,6-tetramethylpiperidin
2,2,6,6-tetramethylpiperadine
CHEMBL2448812
2,2,6,6,-tetramethylpiperidine
2,2,6,6-tetra-methylpiperidine
2,2,6,6-tetramethyl- piperidine
STR02997
AKOS000121148
WLN: T6MTJ B1 B1 F1 F1
AC-2518
CCG-356436
FT00342
PS-4719
SB41083
2,2,6,6-Tetramethylpiperidine, >=99%
DB-013944
NS00022771
T1051
EN300-27264
P16518
Q4596748
F0001-1961
2,2,6,6-Tetramethylpiperidine; NSC 102838; Norpempidine; TEMP;