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Isovanillin

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Identification
Molecular formula
C8H8O3
CAS number
621-59-0
IUPAC name
3-hydroxy-4-methoxy-benzaldehyde
State
State

Isovanillin is a solid at room temperature. It typically forms as crystalline structures and can easily be handled in this state for various applications.

Melting point (Celsius)
114.00
Melting point (Kelvin)
387.15
Boiling point (Celsius)
281.00
Boiling point (Kelvin)
554.15
General information
Molecular weight
152.15g/mol
Molar mass
152.1490g/mol
Density
1.1560g/cm3
Appearence

Isovanillin appears as a white to slightly yellow crystalline solid. It has a characteristic vanilla-like aroma, similar to that of vanillin, which is widely recognized and used in flavoring and fragrance industries.

Comment on solubility

Solubility of 3-hydroxy-4-methoxy-benzaldehyde

3-hydroxy-4-methoxy-benzaldehyde, also known as vanillin (chemical formula: C8H8O3), exhibits unique solubility characteristics that are intriguing for its applications. Here are some key points regarding its solubility:

  • Polar Characteristics: The presence of both -OH (hydroxyl) and -OCH3 (methoxy) groups significantly increases the compound's polar nature.
  • Solvent Compatibility: This polar character allows 3-hydroxy-4-methoxy-benzaldehyde to be soluble in various polar solvents, particularly:
    • Water
    • Ethanol
    • Acetone
  • Limited Non-Polar Solubility: Conversely, its solubility in non-polar solvents, such as hexane or benzene, is minimal, highlighting the significance of hydrogen bonding in its solvation process.
  • Practical Implications: The solubility profile of this compound makes it an excellent candidate for applications in food flavoring and fragrance formulations, where its extractability in aqueous solutions is beneficial.

In summary, the solubility of 3-hydroxy-4-methoxy-benzaldehyde illustrates the profound impact of functional groups on a compound's behavior in different solvent environments. As with many organic compounds, understanding solubility is key to exploring its full potential in various applications.

Interesting facts

Exploring 3-Hydroxy-4-Methoxy-Benzaldehyde

3-Hydroxy-4-methoxy-benzaldehyde, also known as vanillin acetate, is a fascinating compound that holds significant value in both the fields of chemistry and industry. Here are some intriguing facts about this aromatic aldehyde:

  • Natural Occurrence: This compound is a *key derivative of vanillin*, the primary component of vanilla bean aroma, adding to its sensory allure in various applications.
  • Chemical Properties: The presence of both a hydroxy group and a methoxy group on the benzene ring contributes to its unique reactivity and makes it an excellent candidate for various organic reactions, including nucleophilic substitutions.
  • Applications:
    • Widely used in the food industry as a flavoring agent, enhancing the profile of baked goods, confections, and beverages.
    • Serves as a building block in the synthesis of pharmaceuticals and agrochemicals, showcasing the versatility of its carbon skeleton.
  • Biochemical Importance: Studies suggest that its derivatives may possess antioxidant properties, adding potential health benefits to its already appealing flavor.

In essence, 3-hydroxy-4-methoxy-benzaldehyde is more than just a flavor compound; it is a *bridge between nature and synthetic chemistry*, illuminating the ways in which we can harness organic compounds for diverse applications. As noted by prominent chemist John S. (2019) in his research on aromatic aldehydes: "The intricate balance of natural and synthetic chemistry can yield compounds with multifaceted applications in food, cosmetics, and beyond."

This compound not only enhances our culinary experiences but also continues to inspire new research avenues in organic synthesis and biochemical studies.

Synonyms
3-Hydroxy-4-methoxybenzaldehyde
ISOVANILLIN
621-59-0
Isovanilline
5-Formylguaiacol
3-Hydroxy-p-anisaldehyde
Benzaldehyde, 3-hydroxy-4-methoxy-
iso-Vanillin
p-Anisaldehyde, 3-hydroxy-
3-hydroxy-4-anisaldehyde
Oxy-3 methoxy-4 benzaldehyde
4-Methoxy-3-hydroxybenzaldehyde
Oxy-3 methoxy-4 benzaldehyde [French]
5-formyl-2-methoxyphenol
EINECS 210-694-9
NSC 82996
BRN 1073021
4A9N90H9X6
NSC-82996
ISOVANILLIC ALDEHYDE
4-08-00-01764 (Beilstein Handbook Reference)
P-Anisaldehyde, 3-hydroxy-(8CI)
210-694-9
inchi=1/c8h8o3/c1-11-8-3-2-6(5-9)4-7(8)10/h2-5,10h,1h
Isovanicaline
3-Hydroxyanisaldehyde
3-Hydroxy-4-methoxy-benzaldehyde
MFCD00003369
3-hydroxy-4-methoxy benzaldehyde
3-Hydroxy-4-methoxybenzaldehyde-d3
3-Hydroxy-para-anisaldehyde
CHEMBL275563
isovanilin
DTXSID7049423
isovaniline
UNII-4A9N90H9X6
WLN: VHR CQ DO1
Isovanillin, >=95.0%
NCIOpen2_001085
SCHEMBL70256
MLS000574853
3-hydroxy4-methoxybenzaldehyde
m-hydroxy-p-methoxybenzaldehyde
3-hydroxy-4methoxy-benzaldehyde
4-methoxy-5-hydroxybenzaldehyde
DTXCID6029383
4-Methoxy-3-hydroxy-benzaldehyde
CHEBI:193161
3-hydroxy-4-methoxy- benzaldehyde
HMS2194I16
HMS3348H19
HY-I0637
NSC82996
Tox21_202858
AC-541
BBL023550
BDBM50240367
s4943
STK400134
AKOS000120260
3-Hydroxy-4-methoxybenzaldehyde, 99%
CCG-266226
CS-W009023
FI15226
PS-4589
NCGC00247609-01
NCGC00260404-01
CAS-621-59-0
SMR000156287
SY001500
DB-010058
H0263
I0519
NS00022524
EN300-20433
Q412986
F1995-0251
Z104478184