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2,4-Dichloroanisole

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Identification
Molecular formula
C7H6Cl2O
CAS number
6766-22-9
IUPAC name
2,4-dichloro-1-methoxy-benzene
State
State

At room temperature, 2,4-Dichloroanisole is a solid.

Melting point (Celsius)
63.00
Melting point (Kelvin)
336.15
Boiling point (Celsius)
231.00
Boiling point (Kelvin)
504.15
General information
Molecular weight
191.04g/mol
Molar mass
191.0350g/mol
Density
1.2680g/cm3
Appearence

2,4-Dichloroanisole typically appears as a white to off-white solid crystalline substance. It is known for being relatively volatile and can emit a distinct, musty odor, which is often associated with cork taint in the wine industry.

Comment on solubility

Solubility of 2,4-Dichloro-1-methoxy-benzene

2,4-Dichloro-1-methoxy-benzene, also known as o-chlorophenyl methyl ether, exhibits unique solubility characteristics due to its structural components. Understanding its solubility is crucial for applications in organic synthesis and various industrial processes. Here are some key points regarding the solubility of this compound:

  • Polar vs Nonpolar Solvents: The methoxy group (-OCH3) contributes to some polar character, while the dichloro substituents and the aromatic ring tend to impart nonpolar characteristics. This duality suggests that 2,4-dichloro-1-methoxy-benzene is likely to be more soluble in organic solvents such as acetone or ethanol than in water.
  • Water Solubility: Generally, compounds with significant hydrophobic structures like aromatic rings and halogens have limited solubility in water. Therefore, 2,4-dichloro-1-methoxy-benzene may be considered poorly soluble in water.
  • Temperature Effect: Solubility can also be affected by temperature. As is the case with many organic compounds, an increase in temperature often leads to an increase in solubility in organic solvents.
  • Practical Implications: The solubility profile of this compound is essential when considering its usage in various reactions and formulations, particularly in creating stable mixtures where the solubility of all components is accounted for.

In summary, while 2,4-dichloro-1-methoxy-benzene is expected to show limited water solubility, its compatibility with organic solvents presents a valuable aspect for chemists working with this compound.

Interesting facts

Interesting Facts about 2,4-Dichloro-1-methoxy-benzene

2,4-Dichloro-1-methoxy-benzene, also known as 2,4-Dichlorophenyl methyl ether, is an aromatic compound that offers a fascinating array of characteristics and applications in the field of chemistry. Here are some intriguing aspects of this compound:

  • Chlorinated Aromatic Compound: This compound is notable for containing two chlorine atoms, which considerably affects its reactivity and physical properties, differentiating it from non-chlorinated benzene derivatives.
  • Applications in Industry: Due to its unique properties, 2,4-dichloro-1-methoxy-benzene is used in various industrial applications, particularly in the manufacturing of pesticides and pharmaceuticals. Its chlorinated structure allows it to interact effectively with biological systems.
  • Environmental Considerations: As a chlorinated compound, it is essential to consider its environmental impact. Chlorinated compounds can be persistent in nature, potentially leading to bioaccumulation and ecological concerns. Responsible handling and disposal are crucial.
  • Mechanistic Studies: The compound serves as an excellent candidate for studies related to nucleophilic substitution reactions. Researchers often explore its reactivity as a model for understanding more complex mechanisms in organic chemistry.
  • Historical Significance: The development of chlorinated aromatic compounds was pivotal in the advancement of chemical sciences in the 20th century, leading to discoveries and innovations in diverse fields from agriculture to pharmacology.

In conclusion, 2,4-dichloro-1-methoxy-benzene exemplifies the intricate dance between structure and function in organic chemistry, showcasing both practical utility and the importance of environmental stewardship. As scientists continue to delve into the properties and applications of this compound, they uncover valuable insights that advance both scientific understanding and technological progress.

Synonyms
2,4-Dichloroanisole
553-82-2
2,4-DICHLORO-1-METHOXYBENZENE
Benzene, 2,4-dichloro-1-methoxy-
1,5-Dichloro-2-methoxybenzene
Anisole, 2,4-dichloro-
8T0V1CKB37
NSC 6077
NSC-6077
EINECS 209-051-5
1,3-DICHLORO-4-METHOXYBENZENE
AI3-16644
DTXSID4060286
1-METHOXY-2,4-DICHLOROBENZENE
DTXCID9041865
Anisole, 2,4-dichloro-(8CI)
209-051-5
2,4-dichloro-1-methoxy-benzene
MFCD00044772
dichlorprop TP
Anisole,4-dichloro-
Benzene, dichloromethoxy-
UNII-8T0V1CKB37
2 pound not4-Dichloroanisole
2,4-Dichloroanisole, 97%
SCHEMBL196490
Benzene,4-dichloro-1-methoxy-
CHEMBL2272438
SCHEMBL11378090
NSC6077
Benzene, 1,3-dichloro-4-methoxy
2,4-D TP2
AKOS015850002
DS-2819
SY038923
DB-019905
CS-0150582
D0326
NS00007337
EN300-72537
F12409
InChI=1/C7H6Cl2O/c1-10-7-3-2-5(8)4-6(7)9/h2-4H,1H