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dodecanoyl chloride

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Identification
Molecular formula
C12H23ClO
CAS number
112-16-3
IUPAC name
dodecanoyl chloride
State
State

At room temperature, dodecanoyl chloride is in a liquid state. It is important to note that while it is a liquid, it is highly reactive and can emit fumes, especially when exposed to moist air. Hence, it is typically stored under an inert atmosphere to prevent decomposition.

Melting point (Celsius)
-4.00
Melting point (Kelvin)
269.15
Boiling point (Celsius)
263.00
Boiling point (Kelvin)
536.15
General information
Molecular weight
218.78g/mol
Molar mass
218.7790g/mol
Density
0.9253g/cm3
Appearence

Dodecanoyl chloride is a colorless to pale yellow liquid. It may appear as a clear liquid with a pungent odor. Due to its reactive nature, it should be handled with care, as it can hydrolyze upon exposure to moisture in the air.

Comment on solubility

Solubility of Dodecanoyl Chloride

Dodecanoyl chloride, with the chemical formula C12H23ClO, is an interesting compound when it comes to its solubility characteristics. Understanding its solubility is vital for applications in organic synthesis and industrial processes.

In terms of solubility:

  • Solvent Compatibility: Dodecanoyl chloride is primarily soluble in organic solvents such as benzene, chloroform, and ether. This solubility in non-polar solvents makes it suitable for various organic reactions.
  • Water Solubility: It exhibits very low solubility in water. This is due to its long hydrocarbon chain, which increases hydrophobic interactions, making it less favorable for aqueous environments.
  • Temperature Effect: Like many organic compounds, its solubility can be affected by temperature. Generally, increasing the temperature may enhance its solubility in organic solvents.

In summary, the solubility profile of dodecanoyl chloride illustrates the classic behavior of long-chain organic compounds: effective solubility in non-polar solvents and minimal solubility in polar solvents such as water. As the saying goes, "like dissolves like," and in this case, the non-polar nature of dodecanoyl chloride aligns it with similar organic compounds.

Interesting facts

Interesting Facts About Dodecanoyl Chloride

Dodecanoyl chloride, also known as lauroyl chloride, is an intriguing chemical compound with several noteworthy characteristics and applications. Here are some fascinating insights into this compound:

  • Versatile Chemical Reactivity: Dodecanoyl chloride is a reactive acyl chloride that is primarily used in organic synthesis. It readily reacts with alcohols and amines to form esters and amides, making it a valuable starting material in the production of various pharmaceuticals and agrochemicals.
  • Fatty Acid Derivative: Being a derivative of lauric acid (a saturated fatty acid), dodecanoyl chloride exhibits properties typical of fatty acid derivatives. Its long carbon chain grants it unique behavior in different chemical environments, influencing hydrophobicity and lipophilicity.
  • Role in Polymer Chemistry: This compound can act as a monomer in the synthesis of polyesters and polyamides, contributing to the development of tailored materials with specific properties. It plays a crucial role in creating materials used in fibers, films, and other applications.
  • Applications in Synthesis: Dodecanoyl chloride is utilized in various laboratory processes, including the synthesis of drug intermediates. Its ability to introduce acyl groups into molecules makes it a vital reagent for chemists.
  • Safety Precautions: As with many acyl chlorides, dodecanoyl chloride is corrosive and can release hydrochloric acid upon exposure to moisture. Proper safety measures, such as working in well-ventilated areas and using appropriate protective gear, are essential in handling this compound.

In conclusion, dodecanoyl chloride stands out not just for its chemical reactivity but also for its applications across various fields, highlighting the importance of fatty acid derivatives in organic synthesis.

Synonyms
Lauroyl chloride
DODECANOYL CHLORIDE
112-16-3
n-Dodecanoyl chloride
Lauroylchloride
Lauric acid chloride
Dodecanoic acid, chloride
UNII-9LHL10777I
DTXSID5044368
Lauric acid, chloride
HSDB 5567
EINECS 203-941-7
MFCD00000740
1,3-dimethyl-1-methylazourea
AI3-52409
DODECANOIC ACID,CHLORIDE
DTXCID3024368
DODECANOYL CHLORIDE [HSDB]
EC 203-941-7
9LHL10777I
dodecanoylchloride
Dodecanoic Acid Chloride; Lauric Acid Chloride; n-Dodecanoyl Chloride
nDodecanoyl chloride
Lauroyl chloride, 98%
SCHEMBL160647
CH3(CH2)10C(O)Cl
CHEMBL3561663
STR10231
Tox21_303812
AKOS009031493
DB14670
FL72001
NCGC00357016-01
CAS-112-16-3
DB-041047
D0972
NS00008524
Dodecanoyl chloride, purum, >=97.5% (GC)
EN300-19952
1,3-dimethyl-1-methylazo-urea;Lauroyl chloride
A802503
Q27272707
203-941-7