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Anthranilic acid

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Identification
Molecular formula
C7H7NO2
CAS number
118-92-3
IUPAC name
2-aminobenzoic acid
State
State

At room temperature, anthranilic acid is in a solid state. It is crystalline and typically appears as either colorless or pale yellow depending on its level of purity and method of preparation.

Melting point (Celsius)
146.00
Melting point (Kelvin)
419.15
Boiling point (Celsius)
0.00
Boiling point (Kelvin)
0.00
General information
Molecular weight
137.14g/mol
Molar mass
137.1390g/mol
Density
1.4000g/cm3
Appearence

Anthranilic acid appears as off-white to pale yellow crystals or powder. It may also appear as colorless crystals in its pure form. The compound is known to have a mild, pleasant odor.

Comment on solubility

Solubility of 2-aminobenzoic acid (C7H7NO2)

2-aminobenzoic acid, also known as anthranilic acid, exhibits interesting solubility properties that are influenced by its chemical structure. This compound is characterized by an amino group (-NH2) and a carboxylic acid group (-COOH) attached to a benzene ring. Here’s a closer look at its solubility:

  • Solubility in Water: 2-aminobenzoic acid is moderately soluble in water. This solubility is primarily due to the polar nature of its functional groups, which can interact with water molecules through hydrogen bonding.
  • Solubility in Organic Solvents: The compound is less soluble in non-polar organic solvents. It tends to dissolve better in polar organic solvents like ethanol and methanol, which can stabilize the molecule through dipole-dipole interactions.
  • Effect of pH: The solubility of 2-aminobenzoic acid is affected by the pH of the solution. In acidic conditions, the carboxylic acid group remains protonated, which may limit solubility. Conversely, in more basic conditions, the deprotonation of the carboxylic acid group enhances the compound's solubility.

In summary, 2-aminobenzoic acid demonstrates variable solubility depending on the solvent environment and pH conditions. It is a great example of how chemical structure plays a crucial role in the solubility behavior of compounds.

Interesting facts

Interesting Facts About 2-Aminobenzoic Acid

2-Aminobenzoic acid, also known as anthranilic acid, is a fascinating compound with significant applications and historical relevance in various fields of science. Here are some interesting points about this compound:

  • Biological Significance: This compound plays an essential role in the biosynthesis of the amino acid tryptophan, which is a precursor for the important neurotransmitter serotonin.
  • Pharmaceutical Applications: Due to its structural similarity to other biologically active compounds, 2-aminobenzoic acid is utilized in the synthesis of various pharmaceuticals. It has also been studied for its potential role in treating diseases related to inflammation and oxidative stress.
  • Dyes and Pigments: Historically, anthranilic acid has been used in the production of dyes and pigments, particularly in the textile industry. It provides vibrant colors and has been valuable in the formulation of colorants.
  • Odor and Fragrance: The compound is known for its characteristic odor which resembles that of jasmine, making it a potential candidate for use in the fragrance industry.
  • Environmental Impact: As a byproduct in the synthesis of certain chemicals, understanding the behavior and degradation of 2-aminobenzoic acid can contribute to environmental chemistry, particularly in assessing potential hazards in wastewater.

In summary, 2-aminobenzoic acid is not only a compound of interest due to its intricate chemistry but also due to its diverse applications that span biology, medicine, and industry. Its presence in numerous biochemical pathways underscores its importance as a building block in both nature and synthetic processes. The multifaceted nature of this compound reminds us of the interconnectedness of various scientific disciplines!

Synonyms
anthranilic acid
2-aminobenzoic acid
118-92-3
o-aminobenzoic acid
o-Carboxyaniline
2-Carboxyaniline
vitamin L1
o-Anthranilic acid
Benzoic acid, 2-amino-
anthranilate
1-Amino-2-carboxybenzene
ortho-Aminobenzoic acid
Benzoic acid, o-amino-
Carboxyaniline
Kyselina anthranilova
NCI-C01730
Benzoic acid, amino-
Vitamin L
Caswell No. 033G
Kyselina o-aminobenzoova
2-azaniumylbenzoate
2-amino-Benzoic acid
NSC 144
CCRIS 49
Kyselina anthranilova [Czech]
Antranilic Acid
BRN 0471803
HSDB 1321
Kyselina o-aminobenzoova [Czech]
AI3-02408
EINECS 204-287-5
o-Aminobenzoesaeure
UNII-0YS975XI6W
2-Aminobenzoesaeure
0YS975XI6W
DTXSID8020094
CHEBI:30754
alpha-Aminobenzoic acid
Ortho-amidobenzoic acid
NSC-144
Anthranilic Acid-13C6
Cupric anthranilate
MFCD00007712
NSC-40929
DTXCID7094
Bis(anthranilato)copper
NSC 3937
Bis(o-aminobenzoato)copper
EC 204-287-5
Copper, bis(anthranilato)-
Anthranic acid
Copper, bis(2-aminobenzoato)-
NCGC00091175-01
Copper, bis(2-aminobenzoato-N,O)-
1321-11-5
BE2
ANTHRANILIC ACID (IARC)
ANTHRANILIC ACID [IARC]
2-amino benzoic acid
NSC3937
CAS-118-92-3
15442-49-6
Anthranate
anthanilic acid
o-Anthranilate
o-amino-Benzoate
4owv
2-amino-Benzoate
Ortho-amidobenzoate
Ortho-aminobenzoate
2-aminobezoic acid
anthranilic acid gr
2-Aminophenylacetate
2-Carboxyphenylamine
o-amino-Benzoic acid
2-anilinecarboxylic acid
Anthranilic acid, 98%
H-2-Abz-OH
SCHEMBL675
bmse000067
bmse000917
H-(2)Abz-OH
NCIOpen2_001191
Oprea1_390012
80206-34-4
98072-80-1
CHEMBL14173
NSC144
ANTHRANILIC ACID [HSDB]
1-aminobenzene-2-carboxylic acid
O-AMINOBENZOIC ACID [MI]
ANTHRANILIC ACID [WHO-DD]
NSC40929
Tox21_111095
Tox21_200703
BBL025605
BDBM50376751
STK298716
AKOS002667021
Tox21_111095_1
DB04166
FA01369
NCGC00091175-02
NCGC00091175-03
NCGC00258257-01
50816-84-7
AC-11503
Anthranilic acid, reagent grade, >=98%
BP-30147
DB-292931
DS-009700
A0497
NS00009891
A-7990
C00108
BENZOIC ACID,2-AMINO ANTHRANILIC ACID
Benzoic acid,2-amino-,labeled with tritium(9ci)
Anthranilic acid, puriss. p.a., >=99.5% (T)
Q385140
3B851741-2A4D-440D-BB22-1A455121BA21
2-Aminobenzoic acid; o-Aminobenzoic acid; 1-Amino-2-carboxybenzene; o-Carboxyaniline
InChI=1/C7H7NO2/c8-6-4-2-1-3-5(6)7(9)10/h1-4H,8H2,(H,9,10
204-287-5
Benzoic acid,2-amino-,diazotized,coupled with 4-amino-5-hydroxy-2,7-naphthalenedisulfonic acid,diazotized 3,3'-dimethyl[1,1'-biphenyl]-4,4'-diamine and 5,5'-[oxybis[(5-hydroxy-3,1-phenylene)oxy]]b