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1,2-dichloro-3-methoxybenzene

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Identification
Molecular formula
C7H6Cl2O
CAS number
5205-64-7
IUPAC name
1,2-dichloro-3-methoxy-benzene
State
State

At room temperature, 1,2-dichloro-3-methoxybenzene is a liquid, making it an organic compound that can be handled conveniently under standard laboratory conditions.

Melting point (Celsius)
7.00
Melting point (Kelvin)
280.15
Boiling point (Celsius)
230.00
Boiling point (Kelvin)
503.15
General information
Molecular weight
175.03g/mol
Molar mass
175.0410g/mol
Density
1.3100g/cm3
Appearence

1,2-dichloro-3-methoxybenzene is a colorless to pale-yellow liquid. It is characterized by a distinctive aromatic odor.

Comment on solubility

Solubility of 1,2-Dichloro-3-methoxy-benzene

1,2-dichloro-3-methoxy-benzene, commonly known as ortho-dichlorotoluene, exhibits interesting solubility properties due to its unique structure and functional groups. Here are some key points regarding its solubility:

  • Polar Solvent Compatibility: This compound is known to be soluble in polar solvents like ethanol, methanol, and acetone. The presence of the methoxy group (-OCH3) enhances its ability to interact with polar solvents.
  • Non-Polar Solvent Solubility: 1,2-Dichloro-3-methoxy-benzene is also quite soluble in non-polar solvents such as hexane and toluene. The chlorinated aromatic structure contributes to its lipid solubility.
  • Aqueous Solubility: The solubility in water is relatively low. This limited solubility can be attributed to the hydrophobic nature of the chlorinated and aromatic portions of the molecule.

The solubility behavior of 1,2-dichloro-3-methoxy-benzene can be summarized as:

  • High solubility in polar organic solvents.
  • High solubility in non-polar solvents.
  • Low solubility in water.

This wide range of solubility in different media makes this compound versatile for various applications, emphasizing the importance of its chemical structure in determining solubility characteristics.

Interesting facts

Interesting Facts about 1,2-Dichloro-3-methoxy-benzene

1,2-Dichloro-3-methoxy-benzene, also known as ortho-chloro-anisole, is an intriguing compound that boasts a variety of chemical properties and applications. Here are some key highlights:

  • Structural Significance: This compound features a benzene ring substituted with both chloro and methoxy groups. The positioning of these substituents is crucial because it influences the compound's reactivity and physical properties.
  • Reactivity: The presence of chlorine atoms can increase the electrophilic character of the benzene ring, making it more susceptible to further substitution reactions. This characteristic allows chemists to manipulate the compound in various organic reactions.
  • Applications in Synthesis: 1,2-Dichloro-3-methoxy-benzene is often used as an intermediate in the synthesis of pharmaceuticals and agrochemicals. Its versatility allows it to serve as a building block for more complex molecules.
  • Environmental Impact: As with many chlorinated compounds, there is concern regarding the environmental impact of 1,2-dichloro-3-methoxy-benzene. Proper handling and disposal are crucial, as chlorinated compounds can pose risks to ecosystems.
  • Aromatic Characteristics: The methoxy group provides the compound with unique aromatic characteristics, potentially enhancing its fragrance and making it of interest in the flavor and fragrance industry.
  • Historical Context: The study of chlorinated compounds, such as this one, has its roots in the development of industrial chemistry in the early 20th century, showcasing the evolution of synthetic methodologies over time.

As with many organic compounds, the study of 1,2-dichloro-3-methoxy-benzene offers a window into the complexities of molecular interactions and the potential applications across various fields of science and industry.

Synonyms
2,3-Dichloroanisole
1984-59-4
1,2-Dichloro-3-methoxybenzene
Benzene, 1,2-dichloro-3-methoxy-
EINECS 217-853-1
DTXSID1062095
DTXCID7036169
217-853-1
2,3-Dichloromethoxybenzene
MFCD00000545
Anisole, 2,3-dichloro-
1,2-Dichloro-3-methoxy-benzene
dichloroanisol
2,3-dichloro-anisol
2,3-dichloro anisole
PTV27TW69Q
SCHEMBL78713
SCHEMBL13322150
2,3-Dichloroanisole, >=97%
BCP22747
AKOS015888776
BCP9000071
FD34582
s11975
AS-18886
PD055606
SY036391
DB-030760
CS-0030735
D2306
NS00026461
EN300-6472620
1,2-Dichloro-3-methoxybenzene pound>>Benzene, 1,2-dichloro-3-methoxy-
InChI=1/C7H6Cl2O/c1-10-6-4-2-3-5(8)7(6)9/h2-4H,1H