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Vanillic acid

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Identification
Molecular formula
C9H10O4
CAS number
121-34-6
IUPAC name
2-(4-hydroxy-3-methoxy-phenyl)acetic acid
State
State

At room temperature, vanillic acid is in the form of a solid. It is typically stable under normal storage conditions. As a crystalline solid, it is used in various chemical syntheses and applications due to its aromatic properties.

Melting point (Celsius)
210.00
Melting point (Kelvin)
483.15
Boiling point (Celsius)
284.00
Boiling point (Kelvin)
557.15
General information
Molecular weight
168.15g/mol
Molar mass
168.1480g/mol
Density
1.5340g/cm3
Appearence

Vanillic acid appears as a white crystalline solid. It is known for having a vanilla-like odor due to its aromatic vanillin structure. The crystalline nature is quite prominent, and it may appear as a fine powder or small crystals depending on how it is processed.

Comment on solubility

Solubility of 2-(4-hydroxy-3-methoxy-phenyl)acetic acid (C9H10O4)

The solubility of 2-(4-hydroxy-3-methoxy-phenyl)acetic acid is a noteworthy aspect of its chemical behavior and applications. This compound exhibits varying solubility depending on environmental conditions, which can be influenced by factors such as temperature and pH. Here are some key points regarding its solubility:

  • Polar Nature: Due to the presence of hydroxyl (-OH) and methoxy (-OCH3) functional groups, the compound has a polar character, making it soluble in polar solvents like water.
  • Solvent Interaction: 2-(4-hydroxy-3-methoxy-phenyl)acetic acid is more soluble in organic solvents like ethanol and methanol compared to non-polar solvents. This trait is commonly observed in similar aromatic compounds.
  • Temperature Dependency: Increased temperature often enhances the solubility of this compound, leading to greater dissolution in aqueous solutions.
  • pH Effects: The solubility may also vary with the pH of the solution, with higher solubility in alkaline environments due to potential ionization of the carboxylic acid group.

These solubility characteristics make 2-(4-hydroxy-3-methoxy-phenyl)acetic acid valuable in various fields, including pharmaceuticals and chemical research, where understanding solubility is crucial for formulation and efficacy. The relationships between structure, solvent, and solubility underscore the complexity and significance of this compound in chemical science.

Interesting facts

Interesting Facts about 2-(4-Hydroxy-3-methoxy-phenyl)acetic Acid

2-(4-Hydroxy-3-methoxy-phenyl)acetic acid, commonly known as Hesperetin-7-O-glucoside, is a fascinating compound with various applications and biological activities. Here are some intriguing insights:

  • Natural Source: This compound is often derived from citrus fruits, particularly oranges. It contributes to the health benefits associated with dietary flavonoids.
  • Antioxidant Properties: Studies have shown that 2-(4-hydroxy-3-methoxy-phenyl)acetic acid exhibits significant antioxidant activity, which helps combat oxidative stress in cells.
  • Health Benefits: Current research suggests potential anti-inflammatory and analgesic effects, making it a compound of interest for therapeutic uses.
  • Chemical Structure: Featuring a phenolic component, this compound showcases the significance of hydroxyl groups in imparting functionality to organic molecules.
  • Research Applications: Chemists and biologists utilize this compound in studies investigating its impact on metabolic processes and its potential to support cardiovascular health.

In summary, 2-(4-hydroxy-3-methoxy-phenyl)acetic acid not only represents an example of how natural products can lead to important therapeutic agents but also enhances our understanding of the links between diet and health. As research continues, its applications may expand, shedding light on new biochemical pathways and health benefits.

Synonyms
Homovanillic acid
306-08-1
4-Hydroxy-3-methoxyphenylacetic acid
2-(4-hydroxy-3-methoxyphenyl)acetic acid
Benzeneacetic acid, 4-hydroxy-3-methoxy-
Vanillacetic acid
Vanilacetic acid
3-Methoxy-4-hydroxyphenylacetic acid
Homovanillate
4-Hydroxy-3-methoxybenzeneacetic acid
(4-HYDROXY-3-METHOXYPHENYL)ACETIC ACID
HVA
MFCD00004350
Homovanilic acid
Acetic acid, (4-hydroxy-3-methoxyphenyl)-
Homovanillinic acid
UNII-X77S6GMS36
NSC 16682
X77S6GMS36
3-Methoxy-4-hydroxyphenylacetate
CHEBI:545959
EINECS 206-176-7
NSC-16682
DTXSID5059791
HMDB00118
4-hydroxy-3-methoxy-benzeneacetic acid
Homovaniuic acid
2-(3-Methoxy-4-Oxidanyl-Phenyl)ethanoic Acid
4-hydroxy-3-methoxyphenylacetic acid (homovanillic acid)
Acid, Homovanillic
Homovanilate
Vanilacetate
2-(4-hydroxy-3-methoxy-phenyl)acetic acid
homovanillic-acid
4-HYDROXY-3-METHOXYPHENYLACETIC ACID (2,5,6-D3,ALPHA,ALPHA-D2)
YTX
3 Methoxy 4 Hydroxyphenylacetic Acid
4 Hydroxy 3 Methoxyphenylacetic Acid
Acid, 3-Methoxy-4-Hydroxyphenylacetic
Acid, 4-Hydroxy-3-Methoxyphenylacetic
Homovanillic acid; HVA
Homovanillic acid, 98%
Lopac-H-1252
bmse000132
SCHEMBL8792
CHEMBL1562
Homovanillic acid (Standard)
Lopac0_000632
Oprea1_505423
MLS001056771
HOMOVANILLIC ACID [MI]
DTXCID4038219
HY-N0384R
QRMZSPFSDQBLIX-UHFFFAOYSA-
4-Hydroxy-3-methoxybenzeneacetate
HMS2233B24
HMS3261P06
HMS3886C14
4-hydroxy-3-methoxyphenyacetic acid
BCP33265
HY-N0384
NSC16682
STR09131
Homovanillic acidFluorimetric reagent
Tox21_500632
4-hydroxy 3-methoxyphenylacetic acid
BBL100126
HB1902
s5642
STK372679
Homovanillic acid, analytical standard
3-methoxy-4-hydroxy-phenylacetic acid
4-hydroxy-3-methoxy-phenylacetic acid
4-hydroxy-3-methoxyphenyl-acetic acid
AKOS005447065
CCG-204720
FH23860
Homovanillic acid, Fluorimetric reagent
LP00632
PS-3625
SDCCGSBI-0050613.P002
NCGC00015497-01
NCGC00015497-02
NCGC00015497-03
NCGC00015497-04
NCGC00015497-05
NCGC00015497-08
NCGC00093999-01
NCGC00093999-02
NCGC00093999-03
NCGC00261317-01
1ST40053
4-HYDROXY-3-METHOXY BENZENEACETIC
SMR000326729
SY017698
(4-Hydroxy-3-methoxy-phenyl)-acetic acid
(4-hydroxy-3-methyoxy-phenyl)-acetic acid
4-HYDROXY-3-METHOXY-alpha-TOLUIC ACID
CS-0008924
EU-0100632
H0339
NS00015133
acetic acid, 2-(4-hydroxy-3-methoxyphenyl)-
C05582
EN300-179380
H 1252
4-HYDROXY-3-METHOXY-.ALPHA.-TOLUIC ACID
Q903566
SR-01000075364
Acetic acid, (4-hydroxy-3-methoxyphenyl)- (8CI)
SR-01000075364-1
4-Hydroxy-3-methoxyphenylacetic acid;Homovanillic acid
562F45C3-F314-46F6-8FC2-74D84EBB9CBC
Z1203162033
206-176-7
4-Hydroxy-3-(methoxy)benzeneacetic acid;4-Hydroxy-3-(methoxy)phenylacetic acid;3-(Methoxy)-4-hydroxyphenylacetic acid
4-Hydroxy-3-methoxyphenylacetic acid;Vanillacetic acid;2-(4-Hydroxy-3-methoxyphenyl)acetic acid
InChI=1/C9H10O4/c1-13-8-4-6(5-9(11)12)2-3-7(8)10/h2-4,10H,5H2,1H3,(H,11,12)