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1,4-Dichloronaphthalene

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Identification
Molecular formula
C10H6Cl2
CAS number
1825-32-5
IUPAC name
1,4-dichloronaphthalene
State
State

At room temperature, 1,4-dichloronaphthalene is in a solid state. The compound's solid form is typical for aromatic chlorinated hydrocarbons of similar structure and size.

Melting point (Celsius)
53.00
Melting point (Kelvin)
326.15
Boiling point (Celsius)
284.00
Boiling point (Kelvin)
557.15
General information
Molecular weight
197.07g/mol
Molar mass
197.0710g/mol
Density
1.4600g/cm3
Appearence

1,4-Dichloronaphthalene appears as a white to light yellow crystalline solid. It may occasionally present as colorless crystals. This compound is notable for its distinctive odor, which is chemically similar to that of naphthalene.

Comment on solubility

Solubility of 1,4-Dichloronaphthalene

1,4-Dichloronaphthalene, with the chemical formula C10H6Cl2, exhibits interesting solubility characteristics that are worth noting:

  • Solubility in Water: This compound is known to be insoluble in water. Its hydrophobic nature arises from the nonpolar characteristics of the naphthalene ring, which limits its interaction with polar water molecules.
  • Solubility in Organic Solvents: In contrast to its behavior in water, 1,4-dichloronaphthalene readily dissolves in various organic solvents. Common solvents include:
    • Hexane
    • Chloroform
    • Ether
    • Acetone
  • Melting and Boiling Points: The physical properties of this compound influence its solubility. With a melting point of about 53.5 °C and a boiling point around 218 °C, these characteristics contribute to its solubility profile in organic contexts.

In summary, the solubility of 1,4-dichloronaphthalene is significantly limited in polar solvents like water, while it shows a strong affinity for nonpolar organic solvents, making it quite useful in various chemical applications.

Interesting facts

Interesting Facts about 1,4-Dichloronaphthalene

1,4-Dichloronaphthalene is a fascinating compound with various applications and notable characteristics that make it an interesting subject of study in the field of chemistry.

Chemical Structure

This compound is part of the naphthalene family, which features a fused aromatic ring system. The presence of two chlorine atoms positioned at the 1 and 4 positions of the naphthalene ring greatly influences its chemical and physical properties. Here are some key points:

  • 1,4-Dichloronaphthalene is a *substituted aromatic compound*, which makes it both stable and reactive under appropriate conditions.
  • The chlorine atoms enhance its *biological activity*, making it useful in various applications, including pest control.

Applications

This compound is widely recognized for its use in numerous industries:

  • It serves as an *intermediate* in chemical synthesis, allowing for the production of more complex molecules.
  • Due to its insecticidal properties, it is commonly found in formulations aimed at managing pests in agricultural settings.
  • It has also been used in the manufacturing of *dyes and pigments*, showcasing its versatility in the materials industry.

Environmental Impact

While the utility of 1,4-dichloronaphthalene is notable, it is important to consider its impact on health and the environment:

  • *Toxicity*: Exposure to this compound may lead to various health concerns, necessitating caution during its handling.
  • It can also be persistent in the environment, where it may accumulate in living organisms, creating ecological concerns.

Conclusion

In summary, 1,4-dichloronaphthalene is a compound that exemplifies the duality of chemistry—offering valuable applications while also presenting challenges in terms of safety and environmental health. Its unique structure and versatile uses make it worthy of ongoing scientific exploration and responsible management.

Synonyms
1,4-DICHLORONAPHTHALENE
Naphthalene, 1,4-dichloro-
UNII-91H687K062
EINECS 217-365-9
NSC 90291
NSC-90291
91H687K062
DTXSID6061999
DTXCID7035802
217-365-9
jdpkcymvskdogs-uhfffaoysa-n
1825-31-6
1,4-Dichloro-naphthalene
CHEMBL191357
1,4-Dichloronaphthalene 10 microg/mL in Isooctane
1,4-Dichloronaphthalene 10 microg/mL in Acetonitrile
NSC90291
Naphthalene,4-dichloro-
SCHEMBL2473555
1,4-Dichloronaphthalene, AldrichCPR
BDBM50159269
AKOS006273604
NS00026007
EN300-100379
G54238
Q27271403
Z1198151285