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Palmitoyl chloride

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Identification
Molecular formula
C16H31ClO
CAS number
112-67-4
IUPAC name
hexadecanoyl chloride
State
State

Hexadecanoyl chloride is a liquid at room temperature. It is known for being a reactive acyl chloride used to introduce the palmitoyl group into compounds.

Melting point (Celsius)
-9.00
Melting point (Kelvin)
264.15
Boiling point (Celsius)
150.00
Boiling point (Kelvin)
423.15
General information
Molecular weight
274.88g/mol
Molar mass
274.8320g/mol
Density
0.9394g/cm3
Appearence

Hexadecanoyl chloride, or palmitoyl chloride, is a colorless to pale yellow liquid. It typically appears as a clear to slightly hazy viscous liquid.

Comment on solubility

Solubility of Hexadecanoyl Chloride

Hexadecanoyl chloride, with the chemical formula C16H31ClO, is an intriguing compound with specific solubility characteristics that are influenced by its molecular structure.

Solubility Characteristics

This compound displays unique solubility properties:

  • Solvent Affinity: Hexadecanoyl chloride is generally soluble in organic solvents such as chloroform, ether, and benzene. This is largely due to its long hydrocarbon chain which allows for favorable interactions with non-polar solvents.
  • Limited Water Solubility: In stark contrast, its solubility in water is quite limited. The presence of the long hydrocarbon chain makes it hydrophobic, preventing it from dissolving easily in polar solvents like water.
  • Temperature Effects: Solubility in organic solvents may increase with temperature, allowing for enhanced dissolution when heated.

As a result, the solubility of hexadecanoyl chloride can be summarized as:

  1. Highly soluble in: Non-polar organic solvents.
  2. Slightly soluble in: Water.

In conclusion, understanding the solubility of hexadecanoyl chloride is essential for its application in organic synthesis and other chemical processes. Its solubility behavior exemplifies the fundamental principles of solute-solvent interactions, where "like dissolves like" plays a critical role.

Interesting facts

Interesting Facts about Hexadecanoyl Chloride

Hexadecanoyl chloride, also known as palmitoyl chloride, is a fascinating compound that plays a significant role in both organic synthesis and biochemistry. Here are some noteworthy aspects of this chemical:

  • Chemical Origin: Hexadecanoyl chloride is derived from palmitic acid, which is a saturated fatty acid. This makes it a valuable compound in the production of various lipids and surfactants.
  • Reactivity: This compound is known for its reactivity, particularly in acylation reactions. It can easily react with alcohols to form esters, making it a pivotal reagent in organic chemistry.
  • Industrial Applications: Due to its ability to form amides and esters, hexadecanoyl chloride is often utilized in the synthesis of important pharmaceuticals, agrochemicals, and surfactants.
  • Biological Significance: Within biological systems, palmitoyl groups (derived from palmitic acid) are involved in various cellular processes, including signaling and membrane integrity.
  • Safety Precautions: Handling hexadecanoyl chloride requires careful attention. It is corrosive and may cause severe skin and eye damage, highlighting the importance of proper laboratory safety protocols.

In the words of a seasoned chemist, "The beauty of hexadecanoyl chloride lies in its unassuming structure that belies its vast application potential. One drop can catalyze a multitude of transformative reactions, proving that organic chemistry is as much Art as it is Science."

This compound demonstrates the intricate connections between simple chemical substances and their far-reaching implications in technology and biology.

Synonyms
Palmitoyl chloride
HEXADECANOYL CHLORIDE
112-67-4
Palmitic acid chloride
Hexadecanoyl-chloride-
Hexadecanoic acid, chloride
UNII-7642R2JOSB
HSDB 5573
NSC 9854
NSC-9854
EINECS 203-996-7
MFCD00000742
AI3-52614
7642R2JOSB
DTXSID4051582
EC 203-996-7
HEXADECANOYL CHLORIDE [HSDB]
palmitoylchloride
Palmitic chloride
Hexadecanoylchloride
Hexadecanoic Acid Chloride; NSC 9854; Palmitic Acid Chloride; Palmitic Chloride; Palmityl Acid Chloride
n-hexadecanoyl chloride
1-hexadecanoyl chloride
hexadecanoic acid chloride
Palmitoyl chloride, 98%
SCHEMBL154949
DTXCID8030134
NSC9854
STL280337
AKOS009031460
FS-4452
HY-W539876
Hexadecanoyl chloride Palmitoyl chloride
FP166943
Palm acetyl chlorine(14 acetyl chlorine)
NS00001712
P0009
Palmitoyl chloride, purum, >=97.0% (GC)
A802629
Q27266453
F0001-0260
203-996-7