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Anthranilic acid

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Identification
Molecular formula
C7H7NO3
CAS number
118-92-3
IUPAC name
2-amino-3-hydroxy-benzoic acid
State
State

At room temperature, anthranilic acid is typically found as a solid.

Melting point (Celsius)
146.00
Melting point (Kelvin)
419.15
Boiling point (Celsius)
309.00
Boiling point (Kelvin)
582.15
General information
Molecular weight
153.14g/mol
Molar mass
153.1360g/mol
Density
1.4950g/cm3
Appearence

Anthranilic acid appears as a white to yellow crystalline solid. The color can slightly vary based on purity and conditions, but it is typically a solid at room temperature with a noticeable crystalline structure.

Comment on solubility

Solubility of 2-amino-3-hydroxy-benzoic acid

2-amino-3-hydroxy-benzoic acid, with the chemical formula C7H7NO3, is known for its distinctive solubility properties, which can be attributed to its structural features. This compound exhibits solubility in various solvents due to the presence of functional groups that participate in hydrogen bonding.

Solubility Characteristics:

  • Water Solubility: 2-amino-3-hydroxy-benzoic acid is generally soluble in water, thanks to its ability to form hydrogen bonds with water molecules. The amino group (-NH2) and the hydroxyl group (-OH) contribute significantly to this solubility.
  • Organic Solvents: It displays moderate solubility in polar organic solvents such as ethanol and methanol, where interactions between the solute and solvent molecules facilitate dissolution.
  • Effect of pH: The solubility may vary with changes in pH. As an acid, in more alkaline conditions, it may exist in an anionic form, enhancing its solubility in aqueous solutions.

In summary, the solubility behavior of 2-amino-3-hydroxy-benzoic acid can be seen as a function of its polar functional groups and environmental factors like pH. This solubility enables it to play vital roles in various applications, ranging from pharmaceuticals to biochemical studies.

Interesting facts

Interesting Facts about 2-Amino-3-hydroxy-benzoic Acid

2-Amino-3-hydroxy-benzoic acid, commonly known as salicylic acid, is a fascinating compound with a rich history and versatile applications in various fields. Here are some interesting aspects of this compound:

  • Origin: 2-Amino-3-hydroxy-benzoic acid is commonly derived from the bark of the willow tree (Salix species), which is where its name comes from. The term 'salicylic' is derived from the Latin word 'salix', meaning willow.
  • Medical Applications: This compound is renowned for its role in the development of aspirin (acetylsalicylic acid). Its ability to alleviate pain, reduce fever, and decrease inflammation makes it an important molecule in medicine.
  • Cosmetic Uses: In skincare, salicylic acid is widely used for its exfoliating properties. It is particularly effective in treating acne due to its ability to penetrate pores and disperse dead skin cells.
  • Biochemistry: Chemically classified as a beta-hydroxy acid (BHA), 2-amino-3-hydroxy-benzoic acid plays a key role in the biosynthesis of several vital compounds, including flavonoids and other aromatic compounds.
  • Environmental Significance: Salicylic acid is also studied for its role in plant physiology as a signaling molecule, which helps plants respond to environmental stressors.

In summary, 2-amino-3-hydroxy-benzoic acid is not just a simple organic compound but a significant entity in both pharmacology and botany. Its multifaceted applications and historical significance continue to intrigue scientists and students alike.

Synonyms
2-Amino-3-hydroxybenzoic acid
3-Hydroxyanthranilic acid
548-93-6
3-Oxyanthranilic acid
3-hydroxyanthranilate
2-AMINO-3-HYDROXY-BENZOIC ACID
Anthranilic acid, 3-hydroxy-
Benzoic acid, 2-amino-3-hydroxy-
3-Ohaa
3-Hydroxy-anthranilsaeure
3-oh-anthranilic acid
3-Hydroxy-anthranilsaeure [German]
3-hydroxy-anthranilate
CCRIS 4427
HSDB 4040
UNII-1UQB1BT4OT
3-Oxyanthranilate
EINECS 208-962-5
MFCD00007700
3-hydroxanthranilate
NSC 522891
BRN 0973356
CHEBI:15793
AI3-52837
3-hydroxyantranilic acid
3-Hydroxy anthranilic acid
1UQB1BT4OT
3-Hydroxy-2-aminobenzoate
3-hydroxy-Anthranilic acid
NSC-522891
2-amino-3-hydroxy-Benzoate
3-Hydroxy-2-aminobenzoic acid
DTXSID40203290
4-14-00-02071 (Beilstein Handbook Reference)
2-AMINO-3-HYDROXY-BENZOIC ACID [HSDB]
3 Hydroxyanthranilic Acid
Acid, 3-Hydroxyanthranilic
1u1w
WLN: ZR BQ FVQ
bmse000321
Oprea1_735317
SCHEMBL88229
MLS001066415
3-HAA, 3-HANA
CHEMBL445304
3-Hydroxyanthranilic acid, 97%
ACon1_002137
DTXCID40125781
2-Aminobenzoic acid, 3-hydroxy-
HMS2231F22
HMS3373P15
ALBB-024973
HY-W001171R
2-AMINO-3-HYDROXYBENZOICACID
3-Hydroxyanthranilic acid (Standard)
NSC522891
s3355
STK894860
AKOS015856349
Anthranilic acid, 3-hydroxy- (8CI)
CS-W001171
DB03644
FH66789
GS-4375
HY-W001171
SB76097
NCGC00179794-01
AC-23861
PD006740
SMR000471838
SY030553
DB-023057
A0316
NS00014716
EN300-98786
C00632
Benzoic acid, 2-amino-3-hydroxy-, hydrochloride
Q2823213
6B30EFED-FCCC-46EA-A7A4-40DDB1804913
BRD-K27265817-001-01-4
Z1255485352