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3,4-Dihydroxybenzaldehyde

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Identification
Molecular formula
C7H6O3
CAS number
139-85-5
IUPAC name
3,4-dihydroxybenzaldehyde
State
State

At room temperature, 3,4-Dihydroxybenzaldehyde is a solid.

Melting point (Celsius)
150.00
Melting point (Kelvin)
423.15
Boiling point (Celsius)
314.00
Boiling point (Kelvin)
587.15
General information
Molecular weight
138.12g/mol
Molar mass
138.1220g/mol
Density
1.3800g/cm3
Appearence

3,4-Dihydroxybenzaldehyde appears as a crystalline solid that is typically off-white to pale yellow in color. It is known to darken upon exposure to air and light.

Comment on solubility

Solubility of 3,4-Dihydroxybenzaldehyde

3,4-dihydroxybenzaldehyde, commonly known as 2,5-dihydroxybenzaldehyde, exhibits notable solubility characteristics that are worthy of exploration. Its solubility can be influenced by a variety of factors, which can be categorized as follows:

  • Polarity: This compound is polar due to the presence of hydroxyl (-OH) groups, which enhances its ability to interact with polar solvents.
  • Solvent Compatibility: 3,4-dihydroxybenzaldehyde demonstrates good solubility in a range of polar solvents, such as:
    • Water
    • Ethanol
    • Acetone
  • Temperature Sensitivity: Its solubility may increase with temperature, a common phenomenon observed in many organic compounds.

In general, one might say, "The more hydroxyl groups present, the better the solubility in water!" This principle holds true for 3,4-dihydroxybenzaldehyde, making it a valuable compound in various chemical applications where solubility is crucial. Although it may not be completely soluble in nonpolar solvents, its affinity for polar environments opens up a multitude of uses in organic reactions and synthesis.

Interesting facts

Interesting Facts about 3,4-Dihydroxybenzaldehyde

3,4-Dihydroxybenzaldehyde, also known as o-vanillin, is an intriguing compound that has garnered attention in both the chemical and culinary worlds. Here are some notable points about this unique molecule:

  • Natural Occurrence: This compound is found in various natural sources, including vanilla beans, where it contributes to the characteristic flavor and aroma.
  • Pharmaceutical Potential: Research has shown that 3,4-dihydroxybenzaldehyde exhibits antioxidant and anti-inflammatory properties, making it a subject of interest in drug development.
  • Flavor Enhancer: Due to its aromatic qualities, it is often used as a flavoring agent in food products, enhancing the sensory experience of various dishes.
  • Synthesis: It can be synthesized through various methods, including the oxidation of corresponding catechols, which showcases the versatility of organic synthesis techniques.
  • Uses in Chemistry: In addition to its culinary uses, this compound serves as a building block in the synthesis of other complex organic compounds, particularly in the fields of material science and medicinal chemistry.

This compound is not just interesting for its flavor but also for its significant role in scientific research and its potential applications. As one study puts it, "the unique properties of 3,4-dihydroxybenzaldehyde offer a glimpse into the harmony between nature and synthetic chemistry". The exploration of its properties continues to reveal exciting possibilities.

Synonyms
3,4-Dihydroxybenzaldehyde
Protocatechualdehyde
139-85-5
PROTOCATECHUIC ALDEHYDE
Rancinamycin IV
Benzaldehyde, 3,4-dihydroxy-
4-Formyl-1,2-dihydroxybenzene
3,4-Dihydroxybenzenecarbonal
3,4-dihydroxy-benzaldehyde
4-Formyl-1,2-benzenediol
MFCD00003370
1,2-Dihydroxy-4-formylbenzene
protocatechuicaldehyde
NSC 22961
CHEBI:50205
UNII-4PVP2HCH4T
4PVP2HCH4T
3,4-dihydroxy benzaldehyde
EINECS 205-377-7
3,4-Dihydroxybenzyl aldehyde
NSC-22961
MLS000069606
GM-W03
3,4-Dihydroxybenzaldehyde, 97%
DIHYDROXYBENZALDEHYDE, 3,4-
SMR000059038
H6N
FIPEXIDE_met006
PIRIBEDIL_met002
Opera_ID_356
3,4 dihydroxybenzaldehyde
4,5-Dihydroxybenzaldehyde
3, 4-Dihydroxybenzaldehyde
3,4-DHBAOP
SCHEMBL36350
MLS001148401
Protocatechualdehyde (Standard)
CHEMBL222021
MEGxm0_000158
DTXSID4074512
ACon1_001620
HY-N0295R
Nc 033
PROTOCATECHUALDEHYDE [MI]
HMS2236H03
HMS3370F03
BCP00880
HY-N0295
NSC22961
O HUI WHITE EXTREME CELLIGHT
BBL010377
s3952
STL146017
AKOS000119507
CCG-266142
CS-W009195
DB11268
FD09879
PS-5533
NCGC00180319-01
AC-10830
AC-34922
BP-11465
SY001411
D0566
NS00015818
EN300-17568
3,4-Dihydroxybenzaldehyde, analytical standard
A15221
AR-360/40191185
Q411602
doi:10.14272/IBGBGRVKPALMCQ-UHFFFAOYSA-N.1
Protocatechualdehyde; 4-Formyl-1,2-dihydroxybenzene
3,4-Dihydroxybenzaldehyde, purum, >=97.0% (HPLC)
Z56957508
F2190-0614
3,4-Dihydroxybenzaldehyde, Vetec(TM) reagent grade, 97%
InChI=1/C7H6O3/c8-4-5-1-2-6(9)7(10)3-5/h1-4,9-10
205-377-7