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Allyltriethylammonium iodide

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Identification
Molecular formula
C9H20NI
CAS number
17853-61-3
IUPAC name
allyl(triethyl)ammonium;iodide
State
State

At room temperature, allyltriethylammonium iodide is typically found in a solid state. This is characteristic of many quaternary ammonium salts, which tend to remain solid at ambient conditions due to their ionic nature.

Melting point (Celsius)
120.00
Melting point (Kelvin)
393.15
Boiling point (Celsius)
245.00
Boiling point (Kelvin)
518.15
General information
Molecular weight
265.17g/mol
Molar mass
265.2060g/mol
Density
1.2465g/cm3
Appearence

Allyltriethylammonium iodide typically appears as a white crystalline solid. It is known for its crystalline nature and can exhibit a glistening surface, typical of many iodide salts. Some variations in form may occur depending on the specific crystallization process employed.

Comment on solubility

Solubility of Allyl(triethyl)ammonium Iodide

Allyl(triethyl)ammonium iodide, or C9H18NI, exhibits interesting solubility characteristics that are worth discussing. This compound is an ionic salt, which can significantly influence its solubility in various solvents.

Solubility in Polar Solvents

In general, ionic compounds tend to be soluble in polar solvents due to the strong interactions between the ions and the solvent molecules. Specifically:

  • Water: While ammonium iodides typically show some level of solubility in water, the solubility of allyl(triethyl)ammonium iodide may vary. The presence of the bulky triethyl groups can hinder complete dissolution.
  • Alcohols: Solubility in alcohols, such as ethanol and methanol, is usually favorable as these solvents can stabilize the cationic and anionic components of the salt.

Solubility in Non-Polar Solvents

On the other hand, the solubility of allyl(triethyl)ammonium iodide in non-polar solvents is expected to be low. Key points include:

  • Hydrophobic Interactions: The ionic characteristics of the compound make it poorly soluble in non-polar solvents, as they lack the ability to solvate the ions effectively.
  • Limitations: Solvents like hexane or toluene will not dissolve this compound appreciably.

In summary, the solubility of allyl(triethyl)ammonium iodide is primarily influenced by its ionic nature, which dictates its ability to interact with different solvent types. In polar solvents, especially those capable of hydrogen bonding like water and alcohols, the solubility is typically enhanced compared to non-polar environments, where it experiences considerable limitations.

Interesting facts

Interesting Facts About Allyl(triethyl)ammonium Iodide

Allyl(triethyl)ammonium iodide is a fascinating compound that serves various roles in chemistry, particularly in the field of organic synthesis and as a quaternary ammonium salt. Here are some remarkable aspects of this compound:

  • Quaternary Ammonium Salt: As a quaternary ammonium compound, it contains a positively charged nitrogen atom bonded to four organic groups. This structure gives it unique properties that are beneficial in a variety of chemical reactions.
  • Versatile Reactivity: The allyl group in the compound provides sites for multiple reactions, making it a versatile intermediate in the synthesis of more complex molecules. This can include reactions such as allylic substitutions and nucleophilic additions.
  • Role in Ionic Liquids: Compounds like allyl(triethyl)ammonium iodide are often studied in the context of ionic liquids, which have unique solvent properties. Ionic liquids are known for their low volatility and high thermal stability.
  • Applications in Organic Chemistry: This iodide salt has been used in various organic reactions, including phase-transfer catalysis, which highlights its utility in accelerating chemical transformations.
  • Emphasis on Selectivity: The quaternary ammonium structure may enhance selectivity in reactions, allowing chemists to achieve desired products with greater efficiency.

In conclusion, allyl(triethyl)ammonium iodide not only embodies the complexity of organic chemistry but also opens doors to innovative applications in synthesis and catalysis. It showcases how seemingly simple structures can lead to significant advancements in chemical processes.

Synonyms
Allyltriethylammonium iodide
4186-64-5
triethyl(prop-2-enyl)azanium;iodide
Ammonium, (allyltriethyl)-, iodide
AMMONIUM, ALLYLTRIETHYL-, IODIDE
Z66DXG56T5
2-Propen-1-aminium, N,N,N-triethyl-, iodide
NSC-97342
NSC 97342
UNII-Z66DXG56T5
(Allyltriethyl)ammonium iodide
Ammonium iodide, allyltriethyl-
DTXSID90962022
NSC97342
AKOS002354378
WLN: 2K2&2&2U1 &I
N,N,N-triethylprop-2-en-1-aminium iodide
DB-253742
2-Propen-1-aminium, N,N,N-triethyl-, iodide (1:1)