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2-Chlorobenzoic acid

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Identification
Molecular formula
C7H5ClO2
CAS number
118-91-2
IUPAC name
2-chlorobenzoic acid
State
State
2-Chlorobenzoic acid is typically a solid at room temperature, manifesting in the form of crystalline powder.
Melting point (Celsius)
142.50
Melting point (Kelvin)
415.65
Boiling point (Celsius)
285.40
Boiling point (Kelvin)
558.55
General information
Molecular weight
156.57g/mol
Molar mass
156.5690g/mol
Density
1.5400g/cm3
Appearence

2-Chlorobenzoic acid appears as white to off-white crystalline powder or needles. It is solid at room temperature.

Comment on solubility

Solubility of 2-Chlorobenzoic Acid

2-chlorobenzoic acid (C7H5ClO2), an aromatic carboxylic acid, exhibits interesting solubility characteristics. Generally, the solubility of this compound can be examined in various contexts:

  • Water: 2-chlorobenzoic acid has moderate solubility in water due to the presence of the carboxylic acid group, which can engage in hydrogen bonding with water molecules. However, the hydrophobic aromatic ring can hinder its overall solubility.
  • Organic Solvents: This compound is more soluble in organic solvents such as ethanol, acetone, and ether. The nonpolar character of these solvents complements the hydrophobic nature of the aromatic system, thus enhancing solvation.
  • Temperature Dependence: The solubility of 2-chlorobenzoic acid can also be influenced by temperature changes. Generally, an increase in temperature leads to increased solubility in both water and organic solvents.

In summary, while 2-chlorobenzoic acid is only moderately soluble in water, its solubility in organic solvents is significantly better, highlighting the role of molecular structure in solvent interactions. Understanding these solubility properties is essential for its application in various chemical processes.

Interesting facts

Interesting Facts about 2-Chlorobenzoic Acid

2-Chlorobenzoic acid is an intriguing aromatic compound that belongs to the benzoic acid family. Its structure features a chlorine atom substituted at the second position of the benzoic acid ring, making it a fascinating subject of study in organic chemistry.

Key Characteristics

  • This compound serves as an important intermediate in the synthesis of various pharmaceuticals and agrochemicals.
  • Due to its unique structure, 2-chlorobenzoic acid is valued in the field of materials science for the development of novel polymers.
  • It shows potential in biochemical applications, particularly in drug design and development.

Reactivity

The presence of the −Cl substituent significantly influences the compound's reactivity and properties, allowing it to undergo various chemical transformations:

  • Nucleophilic substitution reactions
  • Carboxylate ion formation upon deprotonation
  • Reactions with Grignard reagents for further synthetic pathways

Environmental Considerations

As a chlorinated compound, 2-chlorobenzoic acid does raise some environmental concerns related to its persistence and bioaccumulation. However, it has also been studied for its role in microbial degradation processes, emphasizing the duality of its impact on the environment.

Fun Fact

In laboratory settings, researchers often use this compound as a model to study the effects of chlorine substitution in organic molecules. The findings can shed light on reaction mechanisms and the influence of substituents on stability and reactivity.

In summary, 2-chlorobenzoic acid is not just a simple compound; its chemical characteristics make it a valuable player in various fields, from pharmaceuticals to environmental science. Its versatility and reactivity continue to captivate the attention of chemists around the globe!

Synonyms
2-Chlorobenzoic acid
118-91-2
O-CHLOROBENZOIC ACID
Benzoic acid, 2-chloro-
Benzoic acid, o-chloro-
2-Cba
Kyselina o-chlorbenzoova
CHLOROBENZOIC ACID
Benzoic acid, chloro-
Kyselina o-chlorbenzoova [Czech]
OCBA
2-chloro-benzoic acid
CCRIS 5993
HSDB 6017
EINECS 204-285-4
MFCD00002412
NSC 15042
BRN 0907340
DTXSID4024771
CHEBI:30793
AI3-03714
NSC-15042
26264-09-5
CHLOROBENZOIC ACID, O-
DTXCID304771
8P0867193V
O-CHLOROBENZOIC ACID [MI]
O-CHLOROBENZOIC ACID [HSDB]
RWJ-333369 METABOLITE M4
MESALAZINE IMPURITY L [EP IMPURITY]
WLN: QVR BG
MEFENAMIC ACID IMPURITY C [EP IMPURITY]
TOLFENAMIC ACID IMPURITY A [EP IMPURITY]
R300100
chlorobenzoate
KYSELINA O-CHLORBENZOOVA (CZECH)
MESALAZINE IMPURITY L (EP IMPURITY)
MEFENAMIC ACID IMPURITY C (EP IMPURITY)
TOLFENAMIC ACID IMPURITY A (EP IMPURITY)
UNII-8P0867193V
2chlorobenzoic acid
Mefenamic Acid Imp. C (EP); Mesalazine Imp. L (EP); 2-Chlorobenzoic Acid; Mefenamic Acid Impurity C; Mesalazine Impurity L; Tolfenamic Acid Impurity A
EINECS 247-558-3
Benzoic acid,chloro-
Benzoic acid, ochloro
Kyselina ochlorbenzoova
2-chloro benzoic acid
Benzoic acid, 2chloro
SCHEMBL367
bmse000332
M02 2-chlorobenzoic acid
NCIOpen2_004799
2-Chlorobenzoic acid, 98%
CHEMBL115243
CHEBI:23134
DTXSID001058206
CS-B1789
NSC15042
NSC32737
Tox21_200286
NSC-32737
STK301675
AKOS000119016
FC20192
PS-5349
NCGC00090894-01
NCGC00090894-02
NCGC00257840-01
2-Chlorobenzoic acid, analytical standard
CAS-118-91-2
o-Chlorobenzoic acid;2-CBA;NSC 15042
DB-024373
NS00001438
EN300-18043
C02357
D77315
AB-131/40168737
Q2823208
2-Chlorobenzoic acid, Vetec(TM) reagent grade, 98%
Z57127537
2-Chlorobenzoic Acid Zone Refined (number of passes:20)
F9995-1661
204-285-4
247-558-3