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2,4-Dibromoanisole

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Identification
Molecular formula
C7H6Br2O
CAS number
2216-70-4
IUPAC name
2,4-dibromo-1-methoxy-benzene
State
State

At room temperature, 2,4-Dibromoanisole is found in a solid state. It usually forms crystalline structures which are stable under standard conditions.

Melting point (Celsius)
62.00
Melting point (Kelvin)
335.15
Boiling point (Celsius)
283.00
Boiling point (Kelvin)
556.15
General information
Molecular weight
281.93g/mol
Molar mass
281.9350g/mol
Density
2.1180g/cm3
Appearence

2,4-Dibromoanisole is a white to off-white crystalline solid. It has a light and pleasant aromatic odor.

Comment on solubility

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

2,4-Dibromo-1-methoxy-benzene, also known as p-bromo-anisole, displays unique solubility characteristics that can be attributed to its molecular structure. As a compound with both bromine and methoxy groups, its solubility is influenced by the interactions between these substituents and the solvent.

Factors Influencing Solubility:

  • Polarity: The presence of the methoxy group makes the compound less nonpolar than bromobenzene derivatives, allowing for moderate interactions with polar solvents.
  • Hydrogen Bonding: The methoxy group can participate in hydrogen bonding, enhancing solubility in hydrogen-bonding solvents like alcohols.
  • Hydrophobic Effects: The two bromine atoms contribute hydrophobic character, making 2,4-dibromo-1-methoxy-benzene less soluble in water, but more soluble in organic solvents.

While it is generally expected to have limited solubility in nonpolar solvents, it tends to dissolve well in organic solvents such as ethanol, acetone, and chloroform. According to laboratory studies, it may exhibit the following behavior in various solvents:

Expected Solubility Behavior:

  • Water: Low solubility due to hydrophobic bromine groups.
  • Polar Organic Solvents: Moderate to high solubility due to polar methoxy group.
  • Nonpolar Solvents: Varied solubility, depending on the said solvent's characteristics.

In summary, the solubility of 2,4-dibromo-1-methoxy-benzene exemplifies the complexity of solute-solvent interactions, and it highlights the importance of functional groups in determining the physical properties of organic compounds.

Interesting facts

Interesting Facts About 2,4-Dibromo-1-methoxy-benzene

2,4-Dibromo-1-methoxy-benzene, also known as o-bromo-methoxy-dibromobenzene, is a fascinating compound that belongs to the family of aromatic compounds. Here are some intriguing aspects of this compound:

  • Structure and Isomerism: This compound exhibits a benzene ring with two bromine atoms and a methoxy group in specific positions. Its structural arrangement highlights the concept of isomerism, where slight variations in the arrangement of atoms can lead to significant differences in properties and reactivity.
  • Applications in Organic Synthesis: Due to the reactivity of the bromine substituents, 2,4-dibromo-1-methoxy-benzene is useful in various chemical synthesis processes. It can serve as an intermediate in the production of other organic compounds, particularly in designing complex molecular structures for pharmaceuticals.
  • Environmental Impact: Like many brominated compounds, this symbolizes the importance of understanding the environmental fate of synthetic compounds. Brominated aromatic compounds are often studied for their potential to bioconcentrate and their effects on aquatic life.
  • Research Applications: This compound can be used in research to explore various chemical behaviors, reaction mechanisms, and the properties of halogenated compounds. Its structure allows scientists to probe the effects of substitution on aromatic systems.
  • Studying Halogen Effects: The incorporation of bromine atoms introduces significant electronic effects that can impact aromatic stability and reactivity compared to its non-substituted counterparts. This characteristic makes it an interesting subject for studying the effects of halogen substituents.

Overall, 2,4-dibromo-1-methoxy-benzene exemplifies the intricacies of organic chemistry, revealing how structural composition influences functionality and application in science.


Synonyms
2,4-DIBROMOANISOLE
21702-84-1
EINECS 244-536-5
244-536-5
2,4-Dibromo-1-methoxybenzene
Benzene, 2,4-dibromo-1-methoxy-
MFCD00000079
2,4-dibromo-1-methoxy-benzene
2,4-dibromanisole
Maybridge1_003667
Anisole, 2,4-dibromo-
KEL2VE23DC
SCHEMBL811943
SCHEMBL4803930
SCHEMBL6286491
DTXSID2074827
SCHEMBL28536056
SCHEMBL29697819
HMS551O15
XGXUGXPKRBQINS-UHFFFAOYSA-
2,4-Dibromo-1-methoxybenzene #
STL355307
AKOS008717166
CCG-244156
CS-W012434
FD70801
AS-59447
SY048705
DB-066606
D1863
NS00009711
ST50307121
D89938
EN300-1261488
Q209197
InChI=1/C7H6Br2O/c1-10-7-3-2-5(8)4-6(7)9/h2-4H,1H3