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Glutaryl chloride

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Identification
Molecular formula
C5H6Cl2O2
CAS number
111-50-2
IUPAC name
pentanedioyl dichloride
State
State
Liquid at room temperature.
Melting point (Celsius)
-37.00
Melting point (Kelvin)
236.15
Boiling point (Celsius)
173.00
Boiling point (Kelvin)
446.15
General information
Molecular weight
155.00g/mol
Molar mass
155.0020g/mol
Density
1.2500g/cm3
Appearence

Pentanedioyl dichloride, also known as glutaryl chloride, is typically a colorless to pale yellow liquid. It exhibits a pungent and irritating odor. It is often found in a liquid state at room temperature and may fume in humid air as it reacts with moisture to release hydrogen chloride gas.

Comment on solubility

Solubility of Pentanedioyl Dichloride

Pentanedioyl dichloride, also known as glutaroyl chloride, exhibits interesting solubility characteristics that are influenced by its molecular structure.

  • Solvent Compatibility: This compound is primarily soluble in organic solvents, reflecting its non-polar nature. Common solvents include:
    • Ether
    • Chloroform
    • Benzene
    • Toluene

  • Water Solubility: Pentanedioyl dichloride is generally considered insoluble in water. This lack of solubility can be attributed to:
    • Its hydrophobic characters stemming from the long carbon chain.
    • The presence of rigid acyl chloride functional groups, which do not interact favorably with water molecules.

  • Temperature Dependency: As with many organic compounds, solubility can vary with temperature:
    • Increased temperatures may enhance solubility in organic solvents.
    • However, it remains largely insoluble in cold water, regardless of temperature changes.

In summary, it is crucial to consider the solvent environment when working with pentanedioyl dichloride due to its selective solubility profile. It highlights the significance of understanding compound interactions in both laboratory applications and industrial processes.

Interesting facts

Interesting Facts about Pentanedioyl Dichloride

Pentanedioyl dichloride, a significant derivative in organic synthesis, is an acyl chloride that plays a pivotal role in the formation of various chemical compounds. Here are some intriguing aspects of this compound:

  • Intermediary in Synthesis: Pentanedioyl dichloride serves as a crucial intermediate in the production of carboxylic acids, esters, and other functionalized molecules, thereby streamlining complex synthetic pathways.
  • Acyl Chloride Behavior: Known for its reactivity, it is classified as an acyl chloride, which means it readily reacts with alcohols and amines to form esters and amides, respectively. This reactivity makes it a valuable tool for chemists in laboratory settings.
  • Applications in Pharmaceuticals: The compound is often used in the pharmaceutical industry to create numerous bioactive molecules, showcasing its importance in drug design and development.
  • Environmental Considerations: Like many chlorinated compounds, pentanedioyl dichloride can pose environmental hazards if not handled properly. Awareness and caution in its usage are essential to minimize potential risks.
  • Structural Uniqueness: The distinct linear structure of pentanedioyl dichloride—comprising a five-carbon chain with dichloride functional groups—contributes to its unique chemical properties and reactivity.

Overall, pentanedioyl dichloride is not just an interesting compound due to its reactive properties and applications; it is also a testament to the essential role that acyl chlorides play in modern organic chemistry. Its versatility continues to inspire new research and innovative uses across various scientific fields.

Synonyms
GLUTARYL CHLORIDE
Glutaryl dichloride
Pentanedioyl dichloride
Glutaroyl dichloride
6PPM7UQR7V
EINECS 220-711-1
NSC 519867
1,5-Pentanedioyl chloride
NSC-519867
DTXSID1062679
YVOFTMXWTWHRBH-UHFFFAOYSA-
5-Chloro-5-oxopentanoyl chloride
Glutaryl chloride (7CI,8CI)
1,3Bis(chlorocarbonyl)propane
DTXCID5037864
inchi=1/c5h6cl2o2/c6-4(8)2-1-3-5(7)9/h1-3h2
un2922
yvoftmxwtwhrbh-uhfffaoysa-n
2873-74-7
Glutaric acid dichloride
Glutaroyl chloride
1,3-Bis(chlorocarbonyl)propane
MFCD00000755
Glutaryldichloride
glutaric acid chloride
Glutaryl chloride, 97%
UNII-6PPM7UQR7V
SCHEMBL180666
NSC519867
AKOS009031471
AS-10508
SY049296
DB-047446
G0202
NS00049405
Glutaryl chloride, technical, >=97.0% (T)
F53553