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Methyl 3-bromobenzoate

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Identification
Molecular formula
C8H7BrO2
CAS number
618-94-0
IUPAC name
methyl 3-bromobenzoate
State
State

At room temperature, methyl 3-bromobenzoate exists as a liquid. It may solidify if cooled below its melting point.

Melting point (Celsius)
11.00
Melting point (Kelvin)
284.15
Boiling point (Celsius)
257.00
Boiling point (Kelvin)
530.15
General information
Molecular weight
215.04g/mol
Molar mass
215.0420g/mol
Density
1.5252g/cm3
Appearence

Methyl 3-bromobenzoate is an organic compound that typically presents as a colorless to pale yellow liquid. Its appearance may be influenced by factors such as purity and age, and slight darkening can be due to impurities or degradation over time.

Comment on solubility

Solubility of Methyl 3-Bromobenzoate

Methyl 3-bromobenzoate (C9H9BrO2) demonstrates intriguing solubility characteristics that influence its practical applications in organic synthesis and pharmaceuticals.

In terms of solubility:

  • Polar solvents: Methyl 3-bromobenzoate is moderately soluble in polar solvents such as methanol and ethanol. This is due to its ability to engage in dipole-dipole interactions with these solvents.
  • Non-polar solvents: It shows favorable solubility in non-polar solvents like hexane and chloroform, as the molecule's hydrophobic aromatic ring promotes compatibility with non-polar environments.
  • Aqueous solubility: However, it has *limited solubility in water,* typically due to the presence of the bromine atom which increases its overall hydrophobic character.

As a result, the solubility of methyl 3-bromobenzoate is influenced by both the nature of its functional groups and the surrounding solvent environment. Overall, understanding these solubility properties is vital for the compound's manipulation in various chemical reactions and applications.

Interesting facts

Interesting Facts About Methyl 3-Bromobenzoate

Methyl 3-bromobenzoate, an aromatic compound, belongs to the larger category of benzoate esters. It is particularly noteworthy for several reasons:

  • Versatile Intermediate: This compound serves as a critical intermediate in organic synthesis, notably in the preparation of various pharmaceuticals and agrochemicals.
  • Electrophilic Aromatic Substitution: Methyl 3-bromobenzoate undergoes electrophilic aromatic substitution reactions, making it a valuable reagent for the synthesis of other complex molecules.
  • Natural Product Synthesis: Its derivatives are often utilized in the synthesis of natural products, where controlled reactivity is essential for generating the desired structures.
  • Environmental Considerations: As with many halogenated compounds, considerations around its environmental impact and potential toxicity are crucial in research and industrial contexts.

Many scientists appreciate the utility of methyl 3-bromobenzoate because it provides a unique platform for various chemical transformations. As the chemist Jean-Marie Lehn famously said, "Molecular machines can be designed and constructed from smaller molecular components." This phrase resonates well within the realm of synthetic chemistry, where compounds like methyl 3-bromobenzoate highlight how simple structures can lead to complex reactions.

It's fascinating to examine how a single compound can connect multiple facets of chemistry, from research to practical applications.

Synonyms
METHYL 3-BROMOBENZOATE
Benzoic acid, 3-bromo-, methyl ester
m-Bromobenzoic acid methyl ester
Methyl m-bromo benzoate
NSC 7319
EINECS 210-569-9
DTXSID6060688
Methyl mbromobenzoate
DTXCID0043139
3Bromobenzoic acid, methyl ester
Benzoic acid, mbromo, methyl ester
Benzoic acid, 3bromo, methyl ester
210-569-9
inchi=1/c8h7bro2/c1-11-8(10)6-3-2-4-7(9)5-6/h2-5h,1h
kmfjvymfcairan-uhfffaoysa-n
618-89-3
3-Bromobenzoic Acid Methyl Ester
Methyl m-bromobenzoate
3-Bromobenzoic acid, methyl ester
MFCD00017777
Benzoic acid, m-bromo-, methyl ester
3-bromo-benzoic acid methyl ester
Methyl3-bromobenzoate
methyl-3-bromobenzoate
methyl 3-bromo-benzoate
methyl-3-bromo-benzoate
SCHEMBL145700
Methyl 3-bromobenzoate, 98%
3-methoxycarbonyl-1-bromobenzene
NSC7319
BCP23071
NSC-7319
AKOS008903583
CS-W005465
DS-1402
FM69985
SY002781
DB-002214
B0554
NS00021252
EN300-156402