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3-Bromo-4-hydroxy-5-methoxy-benzaldehyde

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Identification
Molecular formula
C8H7BrO3
CAS number
13752-61-5
IUPAC name
3-bromo-4-hydroxy-5-methoxy-benzaldehyde
State
State

At room temperature, 3-bromo-4-hydroxy-5-methoxy-benzaldehyde is in a solid state. It is usually handled as a crystalline powder in laboratory settings.

Melting point (Celsius)
134.00
Melting point (Kelvin)
407.15
Boiling point (Celsius)
295.00
Boiling point (Kelvin)
568.15
General information
Molecular weight
247.05g/mol
Molar mass
247.0480g/mol
Density
1.6532g/cm3
Appearence

The compound is typically found as a crystalline solid. Its color can vary from white to off-white, depending on the purity and specific synthesis method used. It may also appear as a powder. The compound's appearance is indicative of its aromatic structure, which is typical for substituted benzaldehydes.

Comment on solubility

Solubility of 3-Bromo-4-hydroxy-5-methoxy-benzaldehyde

3-Bromo-4-hydroxy-5-methoxy-benzaldehyde is a compound that exhibits particular solubility characteristics which are affected by its molecular structure. When considering the solubility of this organic compound, several factors play a role:

  • Polarity: The presence of the hydroxy (-OH) and methoxy (-OCH3) groups contribute to its polar nature, potentially enhancing solubility in polar solvents such as water.
  • Hydrogen Bonding: The hydroxy group can engage in hydrogen bonding, which can help dissolve the compound in water or alcohols.
  • Solvent Interactions: While 3-bromo-4-hydroxy-5-methoxy-benzaldehyde may have limited solubility in non-polar solvents due to its polar functional groups, it typically shows higher solubility in organic solvents like ethanol and dimethyl sulfoxide (DMSO).

However, it is important to note that:

  1. The actual solubility can vary based on concentration and temperature.
  2. In general, compounds with aromatic rings and functional groups like those present in 3-bromo-4-hydroxy-5-methoxy-benzaldehyde tend to display moderated solubility which can be both an asset and a drawback depending on the application.

In summary, while 3-bromo-4-hydroxy-5-methoxy-benzaldehyde demonstrates reasonable solubility in polar organic solvents and to some extent in water, solubility limitations often necessitate consideration of solvent choice in experimental settings.

Interesting facts

Interesting Facts about 3-Bromo-4-Hydroxy-5-Methoxy-Benzaldehyde

3-Bromo-4-hydroxy-5-methoxy-benzaldehyde is an intriguing aromatic compound that holds significance in both synthetic and natural chemistry. Here are some captivating aspects of this compound:

  • Functional Diversity: This compound is a member of the benzaldehyde family, which is known for its reactivity due to the presence of the aldehyde group. The functional groups within 3-bromo-4-hydroxy-5-methoxy-benzaldehyde not only influence its reactivity but also its properties, making it a versatile intermediate in organic synthesis.
  • Use in Synthesis: It serves as a key starting material for the synthesis of various pharmaceuticals and agrochemicals. Its unique structure allows chemists to introduce different groups through various reactions such as nucleophilic substitutions and Suzuki coupling.
  • Biological Activity: Some studies suggest that derivatives of this compound may exhibit biological activity, including potential antioxidant and anti-inflammatory properties. This opens avenues for research into its potential applications in medicinal chemistry.
  • Color and Aroma: Compounds like benzaldehyde are known for their characteristic sweet scent, reminiscent of almonds. This aromatic quality makes it an interesting subject of study in the field of flavor and fragrance chemistry.

In summary, 3-bromo-4-hydroxy-5-methoxy-benzaldehyde is not just another organic compound; its unique structure and properties highlight its importance in synthetic chemistry, potential biological implications, and sensory science. As stated by chemistry enthusiasts, "The beauty of organic chemistry lies in the endless possibilities of transformation." This compound is a perfect representation of that sentiment!

Synonyms
5-BROMOVANILLIN
2973-76-4
3-Bromo-4-hydroxy-5-methoxybenzaldehyde
Benzaldehyde, 3-bromo-4-hydroxy-5-methoxy-
Vanillin, 5-bromo-
5-Bromo-4-hydroxy-3-methoxybenzaldehyde
NSC 29037
NSC 10073
EINECS 221-016-6
508WVS56PW
NSC-10073
NSC-29037
3-bromo-5-methoxy-4-hydroxybenzaldehyde
DTXSID7022203
3-methoxy-4-hydroxy-5-bromobenzaldehyde
5-BROMO-4-HYDROXY-3-ANISALDEHYDE
6-BROMO-4-FORMYL-2-METHOXYPHENOL
5-BROMO-3-METHOXY-4-HYDROXYBENZALDEHYDE
DTXCID802203
221-016-6
inchi=1/c8h7bro3/c1-12-7-3-5(4-10)2-6(9)8(7)11/h2-4,11h,1h
3-bromo-4-hydroxy-5-methoxy-benzaldehyde
MFCD00006940
5-bromovaniline
5-bromo-vanilline
5-Bromovanillin, 97%
3-bromo-4-hydroxy-5-(methyloxy)benzaldehyde
UNII-508WVS56PW
SCHEMBL565133
ghl.PD_Mitscher_leg0.1018
CHEMBL467332
5-Bromovanillin (3-Bromo-4-hydroxy-5-methoxybenzaldehyde)
ALBB-014021
NSC10073
NSC29037
STR06093
BBL023239
STK082542
AKOS000119561
AC-4246
CS-W001120
FB10623
PS-3481
3-bromo4-hydroxy-5-methoxy-benzaldehyde
3-bromo-4-hydroxy-5-methoxy benzaldehyde
3-methoxy-4-hydroxy-5-bromo-benzaldehyde
SY017954
DB-047639
B1172
NS00028764
EN300-18184
A10204
Q21045306
Z57313888
F3099-6594