Skip to main content

2-Bromoanisole

ADVERTISEMENT
Identification
Molecular formula
C7H7BrO
CAS number
578-57-4
IUPAC name
1-bromo-2-methoxy-benzene
State
State

The compound 2-Bromoanisole is typically found as a liquid at room temperature. It is often used in various chemical synthesis applications.

Melting point (Celsius)
-28.00
Melting point (Kelvin)
245.15
Boiling point (Celsius)
220.00
Boiling point (Kelvin)
493.15
General information
Molecular weight
187.04g/mol
Molar mass
187.0500g/mol
Density
1.4645g/cm3
Appearence

2-Bromoanisole is a colorless to pale yellow liquid with a characteristic odor. The compound may appear slightly oily and is typically found in its liquid state at room temperature.

Comment on solubility

Solubility of 1-bromo-2-methoxy-benzene

1-bromo-2-methoxy-benzene, a compound notable for its aromatic structure, exhibits specific solubility characteristics that are influenced by its molecular configuration.

When considering the solubility of this compound, it is essential to recognize the following aspects:

  • Polarity: The presence of both bromine and methoxy groups significantly affects the polarity of the molecule. The methoxy group (-OCH3) is electron-donating and can engage in hydrogen bonding, while bromine (-Br) is a halogen that contributes to the overall dipole moment.
  • Solvent Compatibility: 1-bromo-2-methoxy-benzene tends to be soluble in organic solvents due to its nonpolar aromatic nature. It is less soluble in water, a polar solvent, primarily because of the hydrophobic character of the benzene ring.
  • Temperature Dependency: Like many organic compounds, the solubility of 1-bromo-2-methoxy-benzene can increase with temperature. This means that higher temperatures may facilitate greater dissolution in suitable organic solvents.
  • Common Solvents: The compound generally shows good solubility in:
    • Alcohols (e.g., ethanol, methanol)
    • Diethyl ether
    • Aromatic solvents (e.g., toluene, benzene)

In summary, while 1-bromo-2-methoxy-benzene is less soluble in polar mediums like water, it finds compatibility with nonpolar and slightly polar organic solvents. Understanding these solubility traits is fundamental for applications in organic synthesis and various chemical reactions.

Interesting facts

Interesting Facts about 1-Bromo-2-methoxy-benzene

1-Bromo-2-methoxy-benzene, also known as o-bromotoliune, is an intriguing aromatic compound in the world of organic chemistry. This compound is a derivative of benzene and possesses both bromine and methoxy substituents, which contribute to its unique chemical properties and reactivity.

Chemical Structure and Properties

The positioning of the bromine and methoxy groups on the benzene ring results in interesting steric and electronic interactions. Here are some notable aspects:

  • Substitutive Effects: The bromine group is an electron-withdrawing group, while the methoxy group is an electron-donating group. This combination leads to enhanced nucleophilicity at certain positions on the ring.
  • Reactivity: This compound is often utilized in reactions such as electrophilic substitution and nucleophilic aromatic substitution, showcasing its versatility in synthetic organic chemistry.

Applications in Synthesis

1-Bromo-2-methoxy-benzene serves as a valuable building block in organic synthesis. Some of its applications include:

  • Synthesis of Fine Chemicals: It is used to synthesize various pharmaceuticals and agrochemicals, particularly due to its ability to undergo further functionalization.
  • Research Applications: The compound is an exciting target in synthetic research, exploring reaction mechanisms and new synthetic pathways.

Fun Fact

Due to its substitution pattern, this compound can exhibit interesting physical phenomena, such as changes in color or formation of complex structures when combined with other reagents.
Its study helps chemists better understand the effects of substituent groups on reaction rates and outcomes!

In conclusion, 1-bromo-2-methoxy-benzene is more than just a compound; it embodies the rich tapestry of organic chemistry, offering insights into reaction mechanisms and the synthesis of complex molecules.

Synonyms
2-Bromoanisole
1-BROMO-2-METHOXYBENZENE
578-57-4
o-Bromoanisole
Benzene, 1-bromo-2-methoxy-
2-Methoxybromobenzene
o-Anisyl bromide
Anisole, o-bromo-
o-Methoxybromobenzene
o-Methoxyphenyl bromide
2-Methoxyphenyl bromide
2-Bromo-1-methoxybenzene
o-Bromophenyl methyl ether
NSC 6977
X3XAZ6R3FL
EINECS 209-425-8
BRN 1859996
AI3-01057
NSC-6977
2-Bromo-3-methoxybenzene
DTXSID4060367
oBromoanisole
oAnisyl bromide
Anisole, obromo
oMethoxybromobenzene
2Methoxybromobenzene
1Bromo2methoxybenzene
2Bromo1methoxybenzene
oMethoxyphenyl bromide
2Methoxyphenyl bromide
Benzene, 1bromo2methoxy
oBromophenyl methyl ether
DTXCID8042260
BENZENE,1-BROMO,2-METHOXY 2-BROMO,ANISOLE
209-425-8
inchi=1/c7h7bro/c1-9-7-5-3-2-4-6(7)8/h2-5h,1h
bromoanisole
MFCD00000064
2-Bromoanisol
1-bromo-2-methoxy-benzene
bromanisole
o-bromoanisol
ortho-bromoanisole
o-Bromomethoxybenzene
o-methoxyphenylbromide
2-bromo-methoxybenzene
2-methoxy-bromobenzene
2-Bromoanisole, 97%
UNII-X3XAZ6R3FL
1-bromo-2-methoxy benzene
SCHEMBL57602
1-bromanyl-2-methoxy-benzene
NSC6977
STR00595
STL280342
AKOS000202180
CS-W007633
FB00982
PS-4573
DB-030833
B0546
NS00004143
EN300-16206
A831641
doi:10.14272/HTDQSWDEWGSAMN-UHFFFAOYSA-N.1
BENZENE,1-BROMO,2-METHOXY 2-BROMO,ANISOLE
Q63408732
Z54841566
F0001-1505