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3,3-Dichloropropyne

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Identification
Molecular formula
C3H2Cl2
CAS number
627-21-4
IUPAC name
3,3-dichloroprop-1-yne
State
State

At room temperature, 3,3-Dichloropropyne is a liquid.

Melting point (Celsius)
-18.00
Melting point (Kelvin)
255.00
Boiling point (Celsius)
118.00
Boiling point (Kelvin)
391.00
General information
Molecular weight
110.98g/mol
Molar mass
110.9830g/mol
Density
1.2800g/cm3
Appearence

3,3-Dichloropropyne appears as a colorless liquid. It has a sharp, pungent odor and is typically used in organic synthesis.

Comment on solubility

Solubility of 3,3-Dichloroprop-1-yne

3,3-Dichloroprop-1-yne, with the chemical formula C3H2Cl2, exhibits unique solubility characteristics owing to its structure and the presence of chlorine atoms. Here are some key points regarding its solubility:

  • Polar vs. Nonpolar: The presence of chlorine substituents makes 3,3-dichloroprop-1-yne more polar compared to non-substituted hydrocarbons, which influences its solubility in various solvents.
  • Solvent Compatibility: Typically, it is more soluble in organic solvents such as:
    • Acetone
    • Alcohols
    • Aromatic hydrocarbons
  • Limited Water Solubility: Its solubility in water is limited due to the hydrophobic nature of the carbon chain, despite having polar chlorine atoms attached. This results in a low equilibrium concentration when mixed with water.

In summary, while 3,3-dichloroprop-1-yne is soluble in a variety of organic solvents, its solubility in water is minimally impactful. Understanding these solubility properties is crucial for handling and utilizing this compound effectively in chemical applications.

Interesting facts

Interesting Facts about 3,3-Dichloroprop-1-yne

3,3-Dichloroprop-1-yne is a fascinating compound in the realm of organic chemistry, primarily due to its unique structure and reactivity. Here are some intriguing aspects of this compound:

  • Structural Features: This compound features a terminal alkyne with two chlorinated carbon atoms, making it a dichloroalkyne. The presence of chlorine atoms introduces significant electronegativity, which influences the overall behavior of the molecule.
  • Reactivity: Due to the unsaturated triple bond and the electrophilic nature of the chlorine substitutes, 3,3-dichloroprop-1-yne is known to participate in various addition reactions. This opens pathways for creating more complex molecules in synthetic organic chemistry.
  • Applications: Compounds of this nature can be of interest in the synthesis of pharmaceuticals and agrochemicals. Their unique properties can lead to the development of novel compounds with specific medicinal benefits or functions.
  • Environmental Impact: Like many chlorinated compounds, attention is required regarding 3,3-dichloroprop-1-yne's environmental impact, as chlorine can lead to bioaccumulation. Understanding its degradation pathways is vital for assessing its ecological footprint.
  • Historical Significance: The exploration of compounds like 3,3-dichloroprop-1-yne has contributed significantly to the field of organohalogen chemistry. Scientists have continuously studied how halogens interact with organic molecules, paving the way for advances in chemical safety and reactivity understanding.

In summary, 3,3-dichloroprop-1-yne embodies the complexity and diversity of chemical compounds, emphasizing the need for ongoing research into its applications and effects. As a compound studied by chemists, it serves as a reminder of the subtleties of organic chemistry and the importance of understanding molecular interactions.

Synonyms
3,3-DICHLOROPROPYNE
25523-14-2
Propyne, 3,3-dichloro-
DTXSID90180224
RefChem:90781
DTXCID00102715
ZPKJNYZSDAWAEA-UHFFFAOYSA-N
3,3-Dichloro-1-propyne #
SCHEMBL716960
SCHEMBL838290
SCHEMBL1979005