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3-Chlorobenzoic acid

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Identification
Molecular formula
C7H5ClO2
CAS number
535-80-8
IUPAC name
3-chlorobenzoic acid
State
State

3-Chlorobenzoic acid remains in a solid state at room temperature, presenting as a crystalline substance.

Melting point (Celsius)
155.00
Melting point (Kelvin)
428.15
Boiling point (Celsius)
285.00
Boiling point (Kelvin)
558.15
General information
Molecular weight
156.57g/mol
Molar mass
156.5730g/mol
Density
1.5418g/cm3
Appearence

3-Chlorobenzoic acid is a white crystalline solid. It is known for its sharp crystalline appearance where individual crystals are typically seen.

Comment on solubility

Solubility of 3-Chlorobenzoic Acid

3-Chlorobenzoic acid (C7H5ClO2) exhibits interesting solubility properties that are worth noting:

  • Solubility in Water: 3-Chlorobenzoic acid is only moderately soluble in water. This limited solubility can be attributed to the presence of the carboxylic acid group, which can engage in hydrogen bonding, but is somewhat hindered by the bulkiness of the chlorinated aromatic ring.
  • Solubility in Organic Solvents: The compound is more soluble in nonpolar organic solvents such as ethanol, dichloromethane, and ethyl acetate. This behavior is typical for aromatic compounds, as their nonpolar characteristics enhance dissolving capability in organic matrices.
  • Temperature Dependence: As with many organic acids, the solubility of 3-chlorobenzoic acid can increase with temperature, making it crucial for applications requiring dissolution in varying thermal conditions.

In general, understanding the solubility of 3-chlorobenzoic acid is key for its practical applications in organic synthesis and pharmaceutical formulations. When dissolved, it can participate in various chemical reactions, but careful consideration of the solvent environment is necessary to maximize its efficacy.

Interesting facts

Interesting Facts about 3-Chlorobenzoic Acid

3-Chlorobenzoic acid is a fascinating aromatic carboxylic acid, known for its unique properties and wide range of applications in various fields of chemistry. Here are some intriguing insights:

  • Structure and Reactivity: The presence of a chlorine atom at the meta position significantly influences the electronic properties of the benzene ring, enhancing its reactivity in electrophilic substitution reactions.
  • Synthesis: It can be synthesized through the chlorination of benzoic acid or by using Friedel-Crafts acylation methods. Understanding these synthesis routes is essential for organic chemists.
  • Applications in Synthesis: 3-Chlorobenzoic acid acts as a valuable intermediate in the production of various pharmaceuticals, agrochemicals, and dyes, showcasing its versatility in synthetic organic chemistry.
  • Biological Implications: Studies have indicated that certain derivatives of 3-chlorobenzoic acid exhibit antimicrobial and antifungal properties, making it of interest in medicinal chemistry.
  • Environmental Studies: Researchers have also explored the environmental impact of chlorinated compounds, including 3-chlorobenzoic acid, examining their behavior and degradation in ecological systems.

As a student of chemistry, discovering the breadth of applications and the intricate behaviors of such compounds can ignite a deeper understanding of the subject. As the celebrated chemist Linus Pauling once said, "The best way to have a good idea is to have a lot of ideas," and studying compounds like 3-chlorobenzoic acid opens up a world of creative possibilities in research and development.

Synonyms
3-chlorobenzoic acid
535-80-8
m-chlorobenzoic acid
Benzoic acid, 3-chloro-
Benzoic acid, m-chloro-
3-chloro-benzoic acid
Acido m-clorobenzoico
MFCD00002491
CCRIS 5992
HSDB 6018
NSC 8443
EINECS 208-618-4
UNII-02UOJ7064K
BRN 0907218
DTXSID9024770
CHEBI:49410
AI3-17210
meta-chlorobenzoic acid
NSC-8443
CHEMBL20563
CHLOROBENZOIC ACID, M-
DTXCID904770
3-chlorobenzoicacid
M-CHLOROBENZOIC ACID [MI]
02UOJ7064K
M-CHLOROBENZOIC ACID [HSDB]
3-CHLOROBENZOIC ACID [USP-RS]
MCBA
3-CHLOROBENZOIC ACID (USP-RS)
Acido m-clorobenzoico [Italian]
3-cholro-benzoate
3chlorobenzoic acid
Acido mclorobenzoico
Benzoic acid, mchloro
m-chloro benzoic acid
3-chloro benzoic acid
3-cholro-benzoic acid
Benzoic acid, 3chloro
m-ClC6H4COOH
meta-chloro benzoic acid
SCHEMBL38766
NSC8443
STR04527
Tox21_200325
AC7860
BDBM50405324
STK397808
AKOS000118819
FC20193
PS-3374
m-Chlorobenzoic acid, NIST SRM 2144
NCGC00091317-01
NCGC00091317-02
NCGC00257879-01
CAS-535-80-8
SY001122
DB-015999
CS-0015123
NS00015699
EN300-19504
3-Chlorobenzoic acid, ReagentPlus(R), >=99%
A23170
AQ-344/40293172
Q2823210
SR-03000001160-1
3-Chlorobenzoic acid, Vetec(TM) reagent grade, 98%
F3377-0164
Z104474062
3-Chlorobenzoic acid, United States Pharmacopeia (USP) Reference Standard
3-Chlorobenzoic acid, Pharmaceutical Secondary Standard; Certified Reference Material
800-980-7